Category: 1086838-13-2

Soll, Mark David et al. published their patent in 2014 |CAS: 1086838-13-2

The Article related to arylazole benzotriazole indazole pyrazolopyridine cyanoethylamine preparation pesticide, Heterocyclic Compounds (More Than One Hetero Atom): Other 6-Membered Rings, Three Or More Hetero Atoms and other aspects.Formula: C6H3ClN2O3

On March 20, 2014, Soll, Mark David; Le Hir de Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms published a patent.Formula: C6H3ClN2O3 The title of the patent was Preparation of arylazol-2-yl cyanoethylamino derivatives useful as pesticides. And the patent contained the following:

The invention relates to arylazol-2-yl-cyanoethylamino derivatives of formula I and their preparation, useful as pesticides, particularly for controlling endoparasitic or ectoparasitic pests on animals. Compounds of formula I, in which group P is N; Q is CR2 and N; V is CR8; W is CR9 and N; X is CR10 and N; Y is CR11 and N; R2, R8, R9, R10, and R11 are each independently H, amino, amido, CN, etc.; R3, R4, and R5 are each independently H, halo, alkyl, etc.; and CR4R5 taken together form cycloalkyl ring; n = 1 – 3; R6 and R7 are independently H, (alkoxy)alkyl, alkylcarbonyl, etc.; Z is direct bond, CO, CS, and S(O)p; p = 0 – 2; or salts thereof, are claimed. Example compound II was prepared by amidation of 2-amino-3-(5-chloro-2H-benzotriazol-2-yl)-2-methylpropionitrile with 4-trifluoromethoxybenzoyl chloride. Invention compounds were evaluated for their pesticidal activity. From the assay, it was determined that compound II exhibited >95% reduction in nematode infestation after 3 days. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Formula: C6H3ClN2O3

The Article related to arylazole benzotriazole indazole pyrazolopyridine cyanoethylamine preparation pesticide, Heterocyclic Compounds (More Than One Hetero Atom): Other 6-Membered Rings, Three Or More Hetero Atoms and other aspects.Formula: C6H3ClN2O3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Soll, Mark David et al. published their patent in 2014 |CAS: 1086838-13-2

The Article related to arylazole benzotriazole indazole pyrazolopyridine cyanoethylamine preparation pesticide, Heterocyclic Compounds (More Than One Hetero Atom): Other 6-Membered Rings, Three Or More Hetero Atoms and other aspects.Formula: C6H3ClN2O3

On March 20, 2014, Soll, Mark David; Le Hir de Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms published a patent.Formula: C6H3ClN2O3 The title of the patent was Preparation of arylazol-2-yl cyanoethylamino derivatives useful as pesticides. And the patent contained the following:

The invention relates to arylazol-2-yl-cyanoethylamino derivatives of formula I and their preparation, useful as pesticides, particularly for controlling endoparasitic or ectoparasitic pests on animals. Compounds of formula I, in which group P is N; Q is CR2 and N; V is CR8; W is CR9 and N; X is CR10 and N; Y is CR11 and N; R2, R8, R9, R10, and R11 are each independently H, amino, amido, CN, etc.; R3, R4, and R5 are each independently H, halo, alkyl, etc.; and CR4R5 taken together form cycloalkyl ring; n = 1 – 3; R6 and R7 are independently H, (alkoxy)alkyl, alkylcarbonyl, etc.; Z is direct bond, CO, CS, and S(O)p; p = 0 – 2; or salts thereof, are claimed. Example compound II was prepared by amidation of 2-amino-3-(5-chloro-2H-benzotriazol-2-yl)-2-methylpropionitrile with 4-trifluoromethoxybenzoyl chloride. Invention compounds were evaluated for their pesticidal activity. From the assay, it was determined that compound II exhibited >95% reduction in nematode infestation after 3 days. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Formula: C6H3ClN2O3

The Article related to arylazole benzotriazole indazole pyrazolopyridine cyanoethylamine preparation pesticide, Heterocyclic Compounds (More Than One Hetero Atom): Other 6-Membered Rings, Three Or More Hetero Atoms and other aspects.Formula: C6H3ClN2O3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Soll, Mark David et al. published their patent in 2008 |CAS: 1086838-13-2

The Article related to benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Recommanded Product: 1086838-13-2

On November 27, 2008, Soll, Mark David; Le Hir De Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms published a patent.Recommanded Product: 1086838-13-2 The title of the patent was Preparation of aryl-fused triazole and pyrazole derivatives and their use as antiparasitic agents against endo- and ectoparasites. And the patent contained the following:

Title compounds I [P = CR1 or N; Q = CR2 or N; V = CR8 or N; W = CR9 or N; X = CR10 or N; Y = CR11 or N; R1, R2, R8, R9, R10 and R11 independently = H, NH2, amido, CN, NO2, halo. etc.; R3, R4 and R5 independently = H, halo, alkyl, hydroxyalkyl, alkylthioalkyl, etc.; R4 and R5 together with the carbon to which they are attached formed a cycloalkyl ring; R6 = H, alkyl, alkoxyalkyl, alkylcarbonyl, alkylthiocarbonyl or (un)substituted benzyl; R7 = H, alkyl, alkoxyalkyl, alkylcarbonyl, alkylthiocarbonyl or (un)substituted phenyl; Z = direct bond, CO, CS or S(O)p; m = 1-3; p = 0-2], and pesticidally acceptable salts, are prepared Thus, e.g., II was prepared by amidation of 4-trifluoromethoxybenzoyl chloride with 2-amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)propionitrile which was prepared starting from 4,5,7-trichloro-1H-benzotriazole in a multi-step. I are antiparasitic agents, e.g., II gave at least 90% motility inhibition against Haemonchus contortus at a test concentration of 0.0025 ppm at the 4 days assessment. Therefore, I and pesticidal compositions are particularly useful for controlling endo- and ectoparasites which parasitize animals. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Recommanded Product: 1086838-13-2

The Article related to benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Recommanded Product: 1086838-13-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Soll, Mark David et al. published their patent in 2008 |CAS: 1086838-13-2

The Article related to benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Recommanded Product: 1086838-13-2

On November 27, 2008, Soll, Mark David; Le Hir De Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms published a patent.Recommanded Product: 1086838-13-2 The title of the patent was Preparation of aryl-fused triazole and pyrazole derivatives and their use as antiparasitic agents against endo- and ectoparasites. And the patent contained the following:

Title compounds I [P = CR1 or N; Q = CR2 or N; V = CR8 or N; W = CR9 or N; X = CR10 or N; Y = CR11 or N; R1, R2, R8, R9, R10 and R11 independently = H, NH2, amido, CN, NO2, halo. etc.; R3, R4 and R5 independently = H, halo, alkyl, hydroxyalkyl, alkylthioalkyl, etc.; R4 and R5 together with the carbon to which they are attached formed a cycloalkyl ring; R6 = H, alkyl, alkoxyalkyl, alkylcarbonyl, alkylthiocarbonyl or (un)substituted benzyl; R7 = H, alkyl, alkoxyalkyl, alkylcarbonyl, alkylthiocarbonyl or (un)substituted phenyl; Z = direct bond, CO, CS or S(O)p; m = 1-3; p = 0-2], and pesticidally acceptable salts, are prepared Thus, e.g., II was prepared by amidation of 4-trifluoromethoxybenzoyl chloride with 2-amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)propionitrile which was prepared starting from 4,5,7-trichloro-1H-benzotriazole in a multi-step. I are antiparasitic agents, e.g., II gave at least 90% motility inhibition against Haemonchus contortus at a test concentration of 0.0025 ppm at the 4 days assessment. Therefore, I and pesticidal compositions are particularly useful for controlling endo- and ectoparasites which parasitize animals. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Recommanded Product: 1086838-13-2

The Article related to benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Recommanded Product: 1086838-13-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Soll, Mark David et al. published their patent in 2010 |CAS: 1086838-13-2

The Article related to enantiomerically enriched aryloazolyl cyanoethylamino parasiticide preparation, benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Synthetic Route of 1086838-13-2

On May 20, 2010, Soll, Mark David; Le Hir De Fallois, Loiec Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher published a patent.Synthetic Route of 1086838-13-2 The title of the patent was Preparation of enantiomerically enriched aryloazol-2-yl cyanoethylamino parasiticidal compounds. And the patent contained the following:

The present invention relates to novel aryloazol-2-yl-cyanoethylamino derivatives substantially enriched in an enantiomer of formula I (wherein P is C-R1 or N; Q is C-R2 or N; V is C-R8 or N; W is C-R9 or N; X is C-R10 or N; Y is C-R11 or N; R1, R2 R8, R9, R10 and R11 are independently H, NH2, amido, etc.; R3, R4 and R5 are independently H, halo, alkyl, etc., or R4 and R5 form part of a cycloalkyl ring; R6 is H, alkyl, alkoxyalkyl, etc. ; R7 is H, alkyl, cycloalkyl, etc.; Z is a direct bond, C(O), C(S) or S(O)p; a = 1-3; p = 0-2), compositions thereof, processes for their preparation, and their uses as pesticides, in particular for controlling endo- and ectoparasites that are harmful to mammals, fish and birds. Example compound II, prepared by reacting 4-trifluoromethoxybenzoyl chloride and (R)-2-amino-3-(6-bromopyrazolo[4,3-b]pyridin-2-yl)-2-methylpropionitrile (preparation given), showed 100% efficacy against ivermectin-resistant endoparasites at an oral dose of 1.5 mg/kg in sheep. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Synthetic Route of 1086838-13-2

The Article related to enantiomerically enriched aryloazolyl cyanoethylamino parasiticide preparation, benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Synthetic Route of 1086838-13-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Soll, Mark David et al. published their patent in 2010 |CAS: 1086838-13-2

The Article related to enantiomerically enriched aryloazolyl cyanoethylamino parasiticide preparation, benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Synthetic Route of 1086838-13-2

On May 20, 2010, Soll, Mark David; Le Hir De Fallois, Loiec Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher published a patent.Synthetic Route of 1086838-13-2 The title of the patent was Preparation of enantiomerically enriched aryloazol-2-yl cyanoethylamino parasiticidal compounds. And the patent contained the following:

The present invention relates to novel aryloazol-2-yl-cyanoethylamino derivatives substantially enriched in an enantiomer of formula I (wherein P is C-R1 or N; Q is C-R2 or N; V is C-R8 or N; W is C-R9 or N; X is C-R10 or N; Y is C-R11 or N; R1, R2 R8, R9, R10 and R11 are independently H, NH2, amido, etc.; R3, R4 and R5 are independently H, halo, alkyl, etc., or R4 and R5 form part of a cycloalkyl ring; R6 is H, alkyl, alkoxyalkyl, etc. ; R7 is H, alkyl, cycloalkyl, etc.; Z is a direct bond, C(O), C(S) or S(O)p; a = 1-3; p = 0-2), compositions thereof, processes for their preparation, and their uses as pesticides, in particular for controlling endo- and ectoparasites that are harmful to mammals, fish and birds. Example compound II, prepared by reacting 4-trifluoromethoxybenzoyl chloride and (R)-2-amino-3-(6-bromopyrazolo[4,3-b]pyridin-2-yl)-2-methylpropionitrile (preparation given), showed 100% efficacy against ivermectin-resistant endoparasites at an oral dose of 1.5 mg/kg in sheep. The experimental process involved the reaction of 5-Chloro-3-nitropicolinaldehyde(cas: 1086838-13-2).Synthetic Route of 1086838-13-2

The Article related to enantiomerically enriched aryloazolyl cyanoethylamino parasiticide preparation, benzotriazole cyanoethylamino preparation antiparasitic endoparasite ectoparasite, indazole cyanoethylamino preparation parasiticidal infection, endoparasite ectoparasite pesticidal pyrazolopyridine cyanoethylamino preparation and other aspects.Synthetic Route of 1086838-13-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5-Chloro-3-nitropicolinaldehyde

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference of 1086838-13-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1086838-13-2, name is 5-Chloro-3-nitropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of delta-chloro-S-nitropyridine^-carboxaldehyde (1 g), described in Example 146, in 1 ,2-dichloroethane (20 mL) was added 4A molecular sieves powder and 2-(tert-butyldimethylsilanyloxy)propylamine (1.22 g) described in Example 105 part a. After stirring overnight at room temperature, sodium cyanoborohydride (0.4 g) and acetic acid (0.33 mL) were added at O0C. After stirring for one hour at O0C, the reaction mixture was heated to 65C overnight. The reaction mixture was filtered through a plug of Celite and concentrated under reduced pressure to yield a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-[2-(tert- butyldimethylsilanyloxy)propyl]-6-chloro-2/-/-pyrazolo[4,3-iotab]pyridine (0.6 g, 37%). MS(ES): M/Z [M+H]=326. 1 H NMR: (400 MHz, CHLOROFORM-d): -0.37 (s, 3H), -0.09 (s, 3H), 0.79 (s, 9H), 1.24 (d, J=6.1 Hz, 3H), 4.21 – 4.31 (m, 1 H), 4.33 – 4.38 (m, 1 H), 4.40 – 4.47 (m, 1 H), 8.00 (dd, J=2.1 , 0.9 Hz, 1H), 8.22 (d, J=O.7 Hz, 1H) and 8.48 (d, J=2.1 Hz, 1 H).

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5-Chloro-3-nitropicolinaldehyde

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference of 1086838-13-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1086838-13-2, name is 5-Chloro-3-nitropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of delta-chloro-S-nitropyridine^-carboxaldehyde (1 g), described in Example 146, in 1 ,2-dichloroethane (20 mL) was added 4A molecular sieves powder and 2-(tert-butyldimethylsilanyloxy)propylamine (1.22 g) described in Example 105 part a. After stirring overnight at room temperature, sodium cyanoborohydride (0.4 g) and acetic acid (0.33 mL) were added at O0C. After stirring for one hour at O0C, the reaction mixture was heated to 65C overnight. The reaction mixture was filtered through a plug of Celite and concentrated under reduced pressure to yield a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-[2-(tert- butyldimethylsilanyloxy)propyl]-6-chloro-2/-/-pyrazolo[4,3-iotab]pyridine (0.6 g, 37%). MS(ES): M/Z [M+H]=326. 1 H NMR: (400 MHz, CHLOROFORM-d): -0.37 (s, 3H), -0.09 (s, 3H), 0.79 (s, 9H), 1.24 (d, J=6.1 Hz, 3H), 4.21 – 4.31 (m, 1 H), 4.33 – 4.38 (m, 1 H), 4.40 – 4.47 (m, 1 H), 8.00 (dd, J=2.1 , 0.9 Hz, 1H), 8.22 (d, J=O.7 Hz, 1H) and 8.48 (d, J=2.1 Hz, 1 H).

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5-Chloro-3-nitropicolinaldehyde

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference of 1086838-13-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1086838-13-2, name is 5-Chloro-3-nitropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of delta-chloro-S-nitropyridine^-carboxaldehyde (1 g), described in Example 146, in 1 ,2-dichloroethane (20 mL) was added 4A molecular sieves powder and 2-(tert-butyldimethylsilanyloxy)propylamine (1.22 g) described in Example 105 part a. After stirring overnight at room temperature, sodium cyanoborohydride (0.4 g) and acetic acid (0.33 mL) were added at O0C. After stirring for one hour at O0C, the reaction mixture was heated to 65C overnight. The reaction mixture was filtered through a plug of Celite and concentrated under reduced pressure to yield a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-[2-(tert- butyldimethylsilanyloxy)propyl]-6-chloro-2/-/-pyrazolo[4,3-iotab]pyridine (0.6 g, 37%). MS(ES): M/Z [M+H]=326. 1 H NMR: (400 MHz, CHLOROFORM-d): -0.37 (s, 3H), -0.09 (s, 3H), 0.79 (s, 9H), 1.24 (d, J=6.1 Hz, 3H), 4.21 – 4.31 (m, 1 H), 4.33 – 4.38 (m, 1 H), 4.40 – 4.47 (m, 1 H), 8.00 (dd, J=2.1 , 0.9 Hz, 1H), 8.22 (d, J=O.7 Hz, 1H) and 8.48 (d, J=2.1 Hz, 1 H).

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 5-Chloro-3-nitropicolinaldehyde

The synthetic route of 1086838-13-2 has been constantly updated, and we look forward to future research findings.

Application of 1086838-13-2 , The common heterocyclic compound, 1086838-13-2, name is 5-Chloro-3-nitropicolinaldehyde, molecular formula is C6H3ClN2O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

a. To a solution of 5-chloro-3-nitropyridine-2-carboxaldehyde (1 g), described in Example 146, in 1,2-dichloroethane (20 mL) was added 4 A molecular sieves powder and 2-(tert-butyldimethylsilanyloxy)propylamine (1.22 g) described in Example 105 part a. After stirring overnight at room temperature, sodium cyanoborohydride (0.4 g) and acetic acid (0.33 mL) were added at 0 C. After stirring for one hour at 0 C., the reaction mixture was heated to 65 C. overnight. The reaction mixture was filtered through a plug of Celite and concentrated under reduced pressure to yield a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-[2-(tert-butyldimethylsilanyloxy)propyl]-6-chloro-2H-pyrazolo[4,3-b]pyridine (0.6 g, 37%). MS (ES): M/Z [M+H]=326. 1H NMR: (400 MHz, CHLOROFORM-d): -0.37 (s, 3H), -0.09 (s, 3H), 0.79 (s, 9H), 1.24 (d, J=6.1Hz, 3H), 4.21-4.31 (m, 1H), 4.33-4.38 (m, 1H), 4.40-4.47 (m, 1H), 8.00 (dd, J=2.1, 0.9 Hz, 1H), 8.22 (d, J=0.7Hz, 1H) and 8.48 (d, J=2.1Hz, 1H).

The synthetic route of 1086838-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS AGRICULTURE; MERIAL LIMITED; Soll, Mark David; Le Hir de Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; US2014/80862; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem