Category: 944900-06-5

Related Products of 944900-06-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.944900-06-5, name is 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, molecular formula is C7H3ClF3NO, molecular weight is 209.55, as common compound, the synthetic route is as follows.

A mixture of 2-chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 8 (19.0 g, 90.8 mmol), Ti(OEt)4 (41.4 g, 182 mmol), and (S)-(-)-tert-butylsulfinamide (11.2 g, 92.6 mmol) in THF (200 mL) was stirred at reflux for 5 h. The cooled reaction mixture was concentrated, and dissolved in AcOEt (500 mL). The resulting suspension was filtered through a Celite pad, and the filtrate was concentrated and purified by column chromatography (hexane/AcOEt = 4:1) to provide the imine (28.9 g, 99%) as a light yellow solid. 1H NMR (CDCl3) delta: 9.00 (1H, s), 8.53 (1H, d, J = 7.8 Hz), 7.73 (1H, d, J = 7.8 Hz), 1.29 (9H, s). A mixture of the imine (28.9 g, 90.0 mmol), allyl bromide (55.9 g, 0.46 mol), and indium (42.5 g, 0.37 mol) was vigorously stirred in saturated NaBr aq at room temperature for 21 h. After addition of saturated NaHCO3 aq (500 mL), the reaction mixture was extracted with AcOEt (250 mL * 3). The organic layers were filtered through a Celite pad, and dried (Na2SO4), concentrated and purified by column chromatography (hexane/AcOEt = 1:4 with 5% of Et3N) to provide 12 as a colorless solid (30.7 g, 94%). 1H NMR (CDCl3) delta: 7.95 (1H, d, J = 7.8 Hz), 7.64 (1H, d, J = 7.8 Hz), 5.79-5.68 (1H, m), 5.24 (2H, t, J = 14.1 Hz), 5.03-4.99 (1H, m), 3.78 (1H, s), 2.79-2.73 (1H, m), 2.51-2.43 (1H, m), 1.24 (9H, s).

The chemical industry reduces the impact on the environment during synthesis 944900-06-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Ichikawa, Masanori; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Yoko; Yoshida, Kazuhiro; Abe, Yasuyuki; Kimura, Takako; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 89 – 104;,
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 944900-06-5, name is 2-Chloro-6-(trifluoromethyl)nicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 944900-06-5

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (lnt-17) (70 g, 1.0 eq.) in nitro methane (700 mL) was added sodium hydroxide (6.7 g, 0.5 eq.) at room temperature. The resulting reaction mixture was heated to 100 C and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was concentrated under reduced pressure to remove nitro methane quenched with ice water (500 mL) and extracted with ethyl acetate (2 x 1.0 L). The combined organic layer was washed with water (500 mL), brine (500 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to get pure l-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int- 18) (65.0 g, 72.0 %).

With the rapid development of chemical substances, we look forward to future research findings about 944900-06-5.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; GREUL, Joerg, Nico; MANSFIELD, Darren; FUeSSLEIN, Martin; RIECK, Heiko; RIEDRICH, Matthias; RODEFELD, Lars; KATHER, Kristian; MALSAM, Olga; LOeSEL, Peter; VOERSTE, Arnd; SCHWARZ, Hans-Georg; ILG, Kerstin; GOeRGENS, Ulrich; CARLES, Lionel; COQUERON, Pierrre-Yves; DESBORDES, Philippe; MERESSE, Philippe; WO2013/64460; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944900-06-5 ,Some common heterocyclic compound, 944900-06-5, molecular formula is C7H3ClF3NO, 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.

2-Chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 8 (11.96 g, 57.1 mmol) was added to a solution of N-Boc ethylenediamine (5.83 mL, 58.2 mmol) and Na2SO4 (50 g) in CH2Cl2 (400 mL) at room temperature, and the reaction mixture was stirred for 17 h. After the reaction mixture was concentrated, the residue was purified by silica gel column chromatography (hexane/AcOEt = 3:2) to provide the imine (13.87 g, 69%) as a yellow oil. 1H NMR (CDCl3) delta: 8.67 (1H, s), 8.53 (1H, d, J = 7.8 Hz), 7.68 (1H, d, J = 7.8 Hz), 4.79 (1H, br s), 3.83 (2H, t, J = 5.5 Hz), 3.50 (2H, q, J = 5.7 Hz), 1.44 (9H, s). A solution of allylmagnesium bromide in Et2O (0.7 M, 60 mL, 42 mmol) was added to a solution of the imine (13.44 g, 38.2 mmol) in THF (150 mL) under N2 atmosphere at 0 C, and the mixture was stirred at the same temperature for 45 min. Then, the reaction mixture was diluted with H2O (200 mL), extracted with AcOEt (400 mL), washed with brine, dried (Na2SO4), concentrated. The residue was purified by silica gel column chromatography (hexane/AcOEt = 7:3) to provide 9 (10.91 g, 73%) as a yellow oil. 1H NMR (CDCl3) delta: 8.12 (1H, d, J = 8.2 Hz), 7.64 (1H, d, J = 7.8 Hz), 5.82-5.71 (1H, m), 5.17-5.11 (2H, m), 4.72 (1H, br s), 4.21-4.10 (2H, m), 3.21-3.14 (2H, m), 2.65-2.59 (1H, m), 2.57-2.52 (1H, m), 2.47-2.41 (1H, m), 2.24-2.16 (1H, m), 1.44 (9H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,944900-06-5, its application will become more common.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Ichikawa, Masanori; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Yoko; Yoshida, Kazuhiro; Abe, Yasuyuki; Kimura, Takako; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 89 – 104;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 944900-06-5, blongs to pyridine-derivatives compound. Recommanded Product: 944900-06-5

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (115 mg, 0.549 mmol) in THF (1 mL) was added dimethylamine (823 mul, 1.65 mmol). The reaction was heated to 500C and stirred for 3 hours. The reaction was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield the desired compound (50 mg, 0.229 mmol, 41.8 % yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 944900-06-5, blongs to pyridine-derivatives compound. SDS of cas: 944900-06-5

General procedure: A mixture of 2-chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 13 (19.0 g, 90.8 mmol), Ti(OEt)4 (41.4 g. 182 mmol), and (S)-(-)-tert-butylsulfinamide (11.2 g. 92.6 mmol) in THF (200 mL) was stirred at reflux for 5 h. The cooled reaction mixture was concentrated, and dissolved in ethylacetate (500 mL). The resulting suspension was filtered through a Celite pad, and the filtrate was concentrated and purified by column chromatography (hexane/ EtOAc = 4 : 1) to provide the imine (28.9 g) as a light yellow solid. A mixture of the imine (28.9 g, 92.5 mmol), allyl bromide (55.9 g, 0.46 mmol), and indium (42.5 g, 0.37 mmol) was vigorously stirred in sat. NaBraq at room temperature overnight. After addition of sat. NaHCO3 aq (500 mL), the reaction mixture was extracted with ethylacetate (250 mL x 3). The organic layers were filtered through a Celite pad, and dried (Na2SO4), concentrated and purified by column chromatography (hexane/ EtOAc = 1 : 4 with 5 % of Et3N) to provide 17 as a white solid (26.0 g, 77 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Youko; Yoshida, Kazuhiro; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 750 – 755;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 944900-06-5, blongs to pyridine-derivatives compound. Recommanded Product: 944900-06-5

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (115 mg, 0.549 mmol) in THF (1 mL) was added dimethylamine (823 mul, 1.65 mmol). The reaction was heated to 500C and stirred for 3 hours. The reaction was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield the desired compound (50 mg, 0.229 mmol, 41.8 % yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 944900-06-5, blongs to pyridine-derivatives compound. SDS of cas: 944900-06-5

General procedure: A mixture of 2-chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 13 (19.0 g, 90.8 mmol), Ti(OEt)4 (41.4 g. 182 mmol), and (S)-(-)-tert-butylsulfinamide (11.2 g. 92.6 mmol) in THF (200 mL) was stirred at reflux for 5 h. The cooled reaction mixture was concentrated, and dissolved in ethylacetate (500 mL). The resulting suspension was filtered through a Celite pad, and the filtrate was concentrated and purified by column chromatography (hexane/ EtOAc = 4 : 1) to provide the imine (28.9 g) as a light yellow solid. A mixture of the imine (28.9 g, 92.5 mmol), allyl bromide (55.9 g, 0.46 mmol), and indium (42.5 g, 0.37 mmol) was vigorously stirred in sat. NaBraq at room temperature overnight. After addition of sat. NaHCO3 aq (500 mL), the reaction mixture was extracted with ethylacetate (250 mL x 3). The organic layers were filtered through a Celite pad, and dried (Na2SO4), concentrated and purified by column chromatography (hexane/ EtOAc = 1 : 4 with 5 % of Et3N) to provide 17 as a white solid (26.0 g, 77 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Youko; Yoshida, Kazuhiro; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 750 – 755;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 944900-06-5, blongs to pyridine-derivatives compound. Recommanded Product: 944900-06-5

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (115 mg, 0.549 mmol) in THF (1 mL) was added dimethylamine (823 mul, 1.65 mmol). The reaction was heated to 500C and stirred for 3 hours. The reaction was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield the desired compound (50 mg, 0.229 mmol, 41.8 % yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 944900-06-5, blongs to pyridine-derivatives compound. SDS of cas: 944900-06-5

General procedure: A mixture of 2-chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 13 (19.0 g, 90.8 mmol), Ti(OEt)4 (41.4 g. 182 mmol), and (S)-(-)-tert-butylsulfinamide (11.2 g. 92.6 mmol) in THF (200 mL) was stirred at reflux for 5 h. The cooled reaction mixture was concentrated, and dissolved in ethylacetate (500 mL). The resulting suspension was filtered through a Celite pad, and the filtrate was concentrated and purified by column chromatography (hexane/ EtOAc = 4 : 1) to provide the imine (28.9 g) as a light yellow solid. A mixture of the imine (28.9 g, 92.5 mmol), allyl bromide (55.9 g, 0.46 mmol), and indium (42.5 g, 0.37 mmol) was vigorously stirred in sat. NaBraq at room temperature overnight. After addition of sat. NaHCO3 aq (500 mL), the reaction mixture was extracted with ethylacetate (250 mL x 3). The organic layers were filtered through a Celite pad, and dried (Na2SO4), concentrated and purified by column chromatography (hexane/ EtOAc = 1 : 4 with 5 % of Et3N) to provide 17 as a white solid (26.0 g, 77 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944900-06-5, 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Youko; Yoshida, Kazuhiro; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 750 – 755;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 944900-06-5, name is 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, the common compound, a new synthetic route is introduced below. Product Details of 944900-06-5

2-Chloro-6-(trifluoromethyl)nicotinaldehyde (176 mg, 0.840 mmol), cyclopropylboronic acid (152 mg, 1.76 mmol), sodium carbonate (267 mg, 2.52 mmol) and tetrakis(triphenylphosphine)palladium (0) (48.5 mg, 0.0420 mmol) were combined, diluted with toluene (2 mL) and water (200 muL). The reaction vial was purged with argon, heated to 900C and stirred for 24 hours. The reaction was allowed to cool, loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield 2-cyclopropyl-6- (trifluoromethyl)nicotinaldehyde (130 mg, 0.604 mmol, 71.9 % yield).

The synthetic route of 944900-06-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem