Category: 1196152-34-7

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C6H7BrN2O

In a 50 mL single collar flask 500 mg (2.4 mmol, 1 eq) of 2 bromo-6-methoxy-pyridin-4- ylamine were introduced, to which was added 20 mL of toluene and 586 mg (4.92 mmol, 2 eq) of thionyl chloride, and the mixture heated at reflux for 3 hours. The reaction medium was dry concentrated under vacuum, and the residue was returned to solution in 20 mL of acetonitrile. 325 mg (2.46 mmol, 1 eq) of 2-hydroxy-2-methyl-pentanoic acid was then added at ambient temperature. After 16 hours at ambient temperature, the reaction mixture was heated to 80C for 4 hours, then to 60C for 3 days, and the reaction mixture was then dry concentrated. The residue was dissolved in 50 mL ethyl acetate. The solution was washed twice with 50 mL of an aqueous solution saturated with ammonium chloride, and then twice with 50 mL of water. The organic phase was then dried over magnesium sulphate and then dry concentrated under vacuum. A brown oil was obtained which was purified by chromatography on silica with a 1/1 (v/v)heptane/ethyl acetate mixture as the eluent. A brown solid was then obtained and purified by chromatography on grafted C18 silica with a water / acetonitrile mixture as the eluent (gradient 5 at 100% acetonitrile). 2-Hydroxy-2-methyl-pentanoic acid (2-bromo-6- methoxy-pyridin-4-yl)-amide was obtained in the form of a white solid. Melting point = 122C. NMR (1H, DMSO): 0.9 (t; 3H; J=4 Hz); 1.1 -1.3 (m; 1 H); 1.4 (s; 3H); 1.4-1 .5 (m; 1 H); 1.6 (m; 1 H); 1 .7 (m; 1 H); 3.9 (s; 3H); 5.8 (s; 1 H); 7.4 (d; 1 H; J=1 .4 Hz); 7.8 (d; 1 H; J=1 .4 Hz); 10.2 (s; 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; POINSARD, Cedric; WO2013/64681; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C6H7BrN2O

In a 50 mL single collar flask 500 mg (2.4 mmol, 1 eq) of 2 bromo-6-methoxy-pyridin-4- ylamine were introduced, to which was added 20 mL of toluene and 586 mg (4.92 mmol, 2 eq) of thionyl chloride, and the mixture heated at reflux for 3 hours. The reaction medium was dry concentrated under vacuum, and the residue was returned to solution in 20 mL of acetonitrile. 325 mg (2.46 mmol, 1 eq) of 2-hydroxy-2-methyl-pentanoic acid was then added at ambient temperature. After 16 hours at ambient temperature, the reaction mixture was heated to 80C for 4 hours, then to 60C for 3 days, and the reaction mixture was then dry concentrated. The residue was dissolved in 50 mL ethyl acetate. The solution was washed twice with 50 mL of an aqueous solution saturated with ammonium chloride, and then twice with 50 mL of water. The organic phase was then dried over magnesium sulphate and then dry concentrated under vacuum. A brown oil was obtained which was purified by chromatography on silica with a 1/1 (v/v)heptane/ethyl acetate mixture as the eluent. A brown solid was then obtained and purified by chromatography on grafted C18 silica with a water / acetonitrile mixture as the eluent (gradient 5 at 100% acetonitrile). 2-Hydroxy-2-methyl-pentanoic acid (2-bromo-6- methoxy-pyridin-4-yl)-amide was obtained in the form of a white solid. Melting point = 122C. NMR (1H, DMSO): 0.9 (t; 3H; J=4 Hz); 1.1 -1.3 (m; 1 H); 1.4 (s; 3H); 1.4-1 .5 (m; 1 H); 1.6 (m; 1 H); 1 .7 (m; 1 H); 3.9 (s; 3H); 5.8 (s; 1 H); 7.4 (d; 1 H; J=1 .4 Hz); 7.8 (d; 1 H; J=1 .4 Hz); 10.2 (s; 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; POINSARD, Cedric; WO2013/64681; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1196152-34-7

[00177] A solution of 1-methylpiperidine-4-carboxylic acid (1 eq, 0.49 mmol) in thionyl chloride (2 ml_) was stirred under nitrogen atmosphere at RT for 1 h. The reaction was concentrated in vacuo under nitrogen to give a pale yellow solid which was dissolved in DCM (1.5 ml_) and cooled to 0 C. Then pyridine (2.5 eq, 0.1 ml_) and 2-bromo-6-methoxy-pyridin-4- amine (0.8 eq, 0.39 mmol) were added. The mixture was stirred at 0C for 5 mins then a RT for 1 h. The compound was extracted with dichloromethane, washed with water, brine, dried over magnesium sulphate, filtered and concentrated in vacuo. The compound was then purified by reverse phase preparative HPLC-MS to afford A/-(2-bromo-6-methoxy-4-pyridyl)-1- methyl-piperidine-4-carboxamide (90 mg, 56%) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1196152-34-7 ,Some common heterocyclic compound, 1196152-34-7, molecular formula is C6H7BrN2O, 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.

[00237] A solution of 5-bromo-2,3-dihydro-benzo[1,4]dioxine (1.0 eq, 4.65 mmol), PdCl2(dtbpf) ([1, 1 ‘-bis(di-fe/f-butylphosphino)ferrocene] dichloropalladium(ll)) (0.1 eq, 0.46 mmol), KOAc (2.5 eq, 1 1.6 mmol), and bis(pinacolato)diboron (1.5 eq, 10.2 mmol) in dioxane (10 ml_) was purged with N2 for 10 min and the mixture was heated to 120 C for 3 h. Then, 2-bromo-6-methoxy-pyridin-4-amine (1.0 eq, 4.65 mmol), Pd(PPh3)4 (0.1 eq, 0.46 mmol), K2CO3 (2.0 eq, 9.30 mmol) and H2O (1 ml_) were added. The reaction was purged with N2 for 10 min and the mixture was heated to 110 C for 2.5 h. the mixture was cooled to RT then the solvent was removed. The dark residue was dissolved in ethyl acetate and filtered over celite. The compound in this organic layer was directly washed with water, brine, dried over magnesium sulphate, filtered and the reaction was concentrated in vacuo. The compound was purified by column chromatography eluting with dichloromethane then increasing the polarity with 0-5 % MeOH. Then the compound was purified by preparative HPLC-MS to afford 2-(2,3- dihydro-1,4-benzodioxin-5-yl)-6-methoxy-pyridin-4-amine (780 mg, 65 %) as a white solid. AnalpH2_MeOH_QC_V1, Rt: 3.93 min, m/z 259.3 [M+H]+ AnalpH9_MeOH_QC_V1, Rt: 6.46 min, m/z 259.3 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1196152-34-7, its application will become more common.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1196152-34-7, 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 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

(S)-2-Hydroxy-2,4-dimethylpentanoic acid (3073 g; 21 mol; 1.00 eq.), 4-dimethylaminopyridine (128 g; 1 mol; 0.05 eq.) and dichloromethane (24.5 L) are placed in a 100 L reactor. The reaction mixture is cooled to about 0 C. Pyridine (3.75 L) and dichloromethane (6 L) are added while maintaining the temperature at 0-5 C. (0238) Trimethylchlorosilane (5.8 L; 46 mol; 2.20 eq.) is added while maintaining the temperature below 5 C. The reaction mixture is warmed to 20 C. and stirred for 4 hours 30 minutes at this temperature, and then cooled to 0 C. N,N-Dimethylformamide (55 ml; 0.71 mol; 0.03 eq.) is added while maintaining the temperature below 5 C., and oxalyl chloride (1622 ml; 18.9 mol; 0.90 eq.) is then added while maintaining the temperature below 5 C. The reaction mixture is stirred for 1 hour at this temperature and N,N-dimethylformamide (27.50 ml; 0.36 mol; 0.02 eq.) is then added. The reaction mixture is warmed to about 20 C. and stirred for 1 hour at this temperature. (0239) A solution of 2-bromo-4-amino-6-methoxypyridine (3543 g; 17.4 mol; 0.83 eq.) in a dichloromethane (27.3 L)/pyridine (1.9 L) mixture is added to the preceding solution while maintaining the temperature below 25 C. The reaction mixture is stirred for 30 minutes at this temperature. The reaction progress is monitored by TLC with 5% control. (0240) A solution of acetic acid (23 L; 41 mol; 1.95 eq.) in ethanol (19 L) is prepared in a new disposable container of suitable volume and then poured into the reaction mixture while maintaining the temperature below 25 C. The reaction medium is stirred overnight at about 20 C. The reaction progress is monitored by TLC. (0241) An aqueous solution of hydrochloric acid (2.4 L; 12.00 M; 28.77 mol; 0.78 V) in water (27 L) is prepared in a new disposable container of suitable volume and then poured into the reaction medium and stirred for 10 minutes. The aqueous phase is discarded and the organic phase is then washed with water (30 L). The aqueous phase is discarded and the organic phase is then washed again with a solution prepared from NaOH (1 177.29 g; 29.43 mol; 1.40 eq.) in water (30 L). The aqueous phase is discarded and the organic phase is then washed again with water (30 L). (0242) The aqueous phase is discarded. The organic phase is clarified on a filter packed with active charcoal (921 g) and the cake is then washed with dichloromethane (10 L). The filtrate is then placed in the reactor and concentrated at reflux, distillate (37 L). Cyclohexane (43 L) is added to the reactor, which is then refluxed until the head temperature reaches 75 C. (distilled volume 22.5 L). Cyclohexane (10 L) is added and the reactor is allowed to cool to 27 C. An (S)-N-(2-bromo-6-methoxypyrid-4-yl)-2-hydroxy-2,4-dimethylpentanamide initiator (138 g; 0.42 mol; 0.02 eq.) is added to promote the crystallization. The reaction mixture is cooled to 20 C. and then filtered through a 25 mum filter gauze. (0243) The reactor and the filter are rinsed with cyclohexane (10 L). The solid is dried in an oven at 45 C. under vacuum to give (S)-N-(2-bromo-6-methoxypyrid-4-yl)-2-hydroxy-2,4-dimethylpentanamide (3.7 kg; 65%). (0244) 1H NMR (400 MHz, DMSO-d6): 10.0 (bs, 1H); 7.73 (s, 1H); 7.33 (s, 1H); 5.70 (bs, 1H); 3.80 (s, 3H); 1.79-1.67 (m, 2H); 1.49 (dd, J=13.6 & 5.2 Hz, 1H); 1.32 (s, 3H); 0.89 (d, J=6.4 Hz, 3H); 0.78 (d, J=6.4 Hz, 3H)

According to the analysis of related databases, 1196152-34-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Galderma Research & Development; BOITEAU, Jean-Guy; DAVER, Sebastien; RODEVILLE, Nicolas; (19 pag.)US2019/10124; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C6H7BrN2O

[00210] To a stirred solution of triphosgene (1 eq, 0.83 mmol) in DCM (16 ml_) at -20 C and under an atmosphere of N2 was added a solution of 2-bromo-6-methoxy-pyridin-4- ylamine (1 eq, 0.83 mmol) in DCM (6 ml_) followed by triethylamine (2.5 eq, 2.08 mmol). The reaction was stirred at -20 C for 15 mins then allowed to warm to RT and stirred at RT for 30 mins. The reaction was cooled to -20 C and a solution of ((1S,3R)-(3-amino-cyclopentyl)- carbamic acid benzyl ester in dry DCM (3 ml_) was added and the reaction stirred at -20 C for 15 mins then at RT for 90mins. More triethylamine (2 eq, 1.66 mmol) was added and the reaction was at RT for 1 h. The reaction was quenched with methanol and concentrated in vacuo. The crude was purified by column chromatography to benzyl N-[(1S,3R)-3-[(2-bromo- 6-methoxy-4-pyridyl)carbamoylamino]cyclopentyl]carbamate (311 mg, 81 %) as a light yellow gum. AnalpH2_MeOH_4min, Rt: 3.21 min; m/z 463/465[M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C6H7BrN2O

[00210] To a stirred solution of triphosgene (1 eq, 0.83 mmol) in DCM (16 ml_) at -20 C and under an atmosphere of N2 was added a solution of 2-bromo-6-methoxy-pyridin-4- ylamine (1 eq, 0.83 mmol) in DCM (6 ml_) followed by triethylamine (2.5 eq, 2.08 mmol). The reaction was stirred at -20 C for 15 mins then allowed to warm to RT and stirred at RT for 30 mins. The reaction was cooled to -20 C and a solution of ((1S,3R)-(3-amino-cyclopentyl)- carbamic acid benzyl ester in dry DCM (3 ml_) was added and the reaction stirred at -20 C for 15 mins then at RT for 90mins. More triethylamine (2 eq, 1.66 mmol) was added and the reaction was at RT for 1 h. The reaction was quenched with methanol and concentrated in vacuo. The crude was purified by column chromatography to benzyl N-[(1S,3R)-3-[(2-bromo- 6-methoxy-4-pyridyl)carbamoylamino]cyclopentyl]carbamate (311 mg, 81 %) as a light yellow gum. AnalpH2_MeOH_4min, Rt: 3.21 min; m/z 463/465[M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1196152-34-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1 2-[(2-Bromo-6-methoxypyridin-4-ylamino)methyl]phenol Synthesis according to Scheme 1, Method 1a 400 mg (1.97 mmol) of 2-bromo-6-methoxypyridin-4-ylamine (starting materials 1) are added to a mixture of 363 mg (2.96 mmol, 1.5 eq) of 2-hydroxybenzaldehyde (starting materials 2) and 184 mg (2.96 mmol, 1.5 eq) of acetic acid in 10 mL of THF in the presence of molecular sieve. After 5 minutes at ambient temperature, 835 mg (3.94 mmol, 2 eq) of sodium triacetoxyborohydride are added and the mixture is left to stir for 2H at ambient temperature. The reaction medium is diluted with 50 mL of ethyl acetate and then the mixture is washed with 50 mL of a saturated solution of ammonium chloride, followed by three times 50 mL of water. The organic phase is concentrated to dryness and the residue is purified by silica chromatography, elution being carried out with a mixture of heptane/ethyl acetate (7/3). 2-[(2-Bromo-6-methoxypyridin-4-ylamino)methyl]phenol is obtained in the form of a beige solid. Melting point=137 C. NMR 1H (DMSO) 3.69 (s, 3H); 4.17 (d, 2H, J=5.2 Hz); 5.81 (s, 1H); 6.45 (s, 1H) 6.75 (t, 1H, J=7.4 Hz); 6.82 (d, 1H, J=8 Hz); 7.07 (t, 1H, J=7.7 Hz); 7.12 (d, 1H, J=7.4 Hz); 7.17-7.19 (m, 1H); 9.64 (s, 1H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1196152-34-7, 2-Bromo-6-methoxypyridin-4-amine.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; Poinsard, Cedric; Collette, Pascal; Mauvais, Pascale; Linget, Jean-Michel; Rethore, Sandrine; US2013/178633; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 2-Bromo-6-methoxypyridin-4-amine

In a 50 mL single collar flask 500 mg (2.4 mmol, 1 eq) of 2 bromo-6-methoxy-pyridin-4- ylamine were introduced, to which was added 20 mL of toluene and 586 mg (4.92 mmol, 2 eq) of thionyl chloride, and the mixture heated at reflux for 3 hours. The reaction medium was dry concentrated under vacuum, and the residue was returned to solution in 20 mL of acetonitrile. 325 mg (2.46 mmol, 1 eq) of 2-hydroxy-2-methyl-pentanoic acid was then added at ambient temperature. After 16 hours at ambient temperature, the reaction mixture was heated to 80C for 4 hours, then to 60C for 3 days, and the reaction mixture was then dry concentrated. The residue was dissolved in 50 mL ethyl acetate. The solution was washed twice with 50 mL of an aqueous solution saturated with ammonium chloride, and then twice with 50 mL of water. The organic phase was then dried over magnesium sulphate and then dry concentrated under vacuum. A brown oil was obtained which was purified by chromatography on silica with a 1/1 (v/v)heptane/ethyl acetate mixture as the eluent. A brown solid was then obtained and purified by chromatography on grafted C18 silica with a water / acetonitrile mixture as the eluent (gradient 5 at 100% acetonitrile). 2-Hydroxy-2-methyl-pentanoic acid (2-bromo-6- methoxy-pyridin-4-yl)-amide was obtained in the form of a white solid. Melting point = 122C. NMR (1H, DMSO): 0.9 (t; 3H; J=4 Hz); 1.1 -1.3 (m; 1 H); 1.4 (s; 3H); 1.4-1 .5 (m; 1 H); 1.6 (m; 1 H); 1 .7 (m; 1 H); 3.9 (s; 3H); 5.8 (s; 1 H); 7.4 (d; 1 H; J=1 .4 Hz); 7.8 (d; 1 H; J=1 .4 Hz); 10.2 (s; 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1196152-34-7.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; POINSARD, Cedric; WO2013/64681; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem