New downstream synthetic route of 3-Fluoropyridine

The chemical industry reduces the impact on the environment during synthesis 372-47-4, I believe this compound will play a more active role in future production and life.

Application of 372-47-4, 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.372-47-4, name is 3-Fluoropyridine, molecular formula is C5H4FN, molecular weight is 97.09, as common compound, the synthetic route is as follows.

a) synthesis of l-(3-Fluoro-pyridin-2-yl)-ethanone (2a)[0205] A solution of BuLi (39.5 ml, 98.7 mmol, 2.5 M in hexane) in 100 ml THF was added to a solution of 3-fluoropyridine (1) (8g, 82.3 mmol) in 20 ml THF of at – 78 C. The reaction mixture was stirred at -78 C for 30 min. Then, N-methyl-N- methoxyacetamide 10.9 ml (106.9 mmol) was added at – 78 C. The reaction mixture was slowly warmed up to room temperature and stirred for 1 hour. The reaction was quenched with ice-cold saturated aqueous ammonium chloride solution. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified via column chromatography (Ethyl acetate: n-Hexane = 1 : 6) and a 1 : 1 mixture of (2a) and (2b) was obtained 4.78 g (yield: 42%).

The chemical industry reduces the impact on the environment during synthesis 372-47-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CRYSTALGENOMICS, INC.; PALKION, INC.; HONG, Yong, Rae; LEE, Mi, Jung; KIM, Jeong, Mi; PARK, Soobong; LEE, Wheeseong; CHOI, Jong-Ryoo; RO, Seonggu; CHO, Joong, Myung; MASAMUNE, Hiroko; ELLIOTT, Gary, T.; WO2011/56725; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 3-Fluoropyridine

The chemical industry reduces the impact on the environment during synthesis 372-47-4, I believe this compound will play a more active role in future production and life.

Reference of 372-47-4, 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.372-47-4, name is 3-Fluoropyridine, molecular formula is C5H4FN, molecular weight is 97.09, as common compound, the synthetic route is as follows.

a) synthesis of l-(3-Fluoro-pyridin-2-yl)-ethanone (2a)[0205] A solution of BuLi (39.5 ml, 98.7 mmol, 2.5 M in hexane) in 100 ml THF was added to a solution of 3-fluoropyridine (1) (8g, 82.3 mmol) in 20 ml THF of at – 78 C. The reaction mixture was stirred at -78 C for 30 min. Then, N-methyl-N- methoxyacetamide 10.9 ml (106.9 mmol) was added at – 78 C. The reaction mixture was slowly warmed up to room temperature and stirred for 1 hour. The reaction was quenched with ice-cold saturated aqueous ammonium chloride solution. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified via column chromatography (Ethyl acetate: n-Hexane = 1 : 6) and a 1 : 1 mixture of (2a) and (2b) was obtained 4.78 g (yield: 42%).

The chemical industry reduces the impact on the environment during synthesis 372-47-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CRYSTALGENOMICS, INC.; PALKION, INC.; HONG, Yong, Rae; LEE, Mi, Jung; KIM, Jeong, Mi; PARK, Soobong; LEE, Wheeseong; CHOI, Jong-Ryoo; RO, Seonggu; CHO, Joong, Myung; MASAMUNE, Hiroko; ELLIOTT, Gary, T.; WO2011/56725; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 3-Fluoropyridine

According to the analysis of related databases, 372-47-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 372-47-4, Adding some certain compound to certain chemical reactions, such as: 372-47-4, name is 3-Fluoropyridine,molecular formula is C5H4FN, 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 372-47-4.

EXAMPLE 28A 2-chloro-3-fluoropyridine 1,4-Diazabicyclo[2.2.2]octane (5.78 g, 51.5 mmol) in diethyl ether (130 mL) was treated dropwise with n-butyllithium (32.2 mL, 51.5 mmol, 1.6M solution in hexanes) at -78 C. The reaction mixture was warmed to -20 C. for 1 hour and then recooled to -78 C. The recooled mixture was treated with 3-fluoropyridine (5.0 g, 51.5 mmol) in diethyl ether (5 mL) dropwise. After stirring for 2 hours at -78C, the mixture was treated with hexachloroethane (12.2 g, 51.5 mmol) in tetrahydrofuran (24 mL). After stirring for one hour at -78 C., the reaction mixture was treated with a solution of water (15 mL) and tetrahydrofuran (25 mL). The reaction mixture was warmed to 0 C. and, after 30 minutes, additional water and diethyl ether were added to the mixture. The layers were separated and the aqueous phase extracted with diethyl ether (2*). The combined ethereal layers were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The residue was chromatographed on flash silica gel (10% ethyl acetate/hexanes) to afford 3.5 g (52% yield) of the title compound. 1H NMR (300 MHz, DMSO-d6) delta 7.54 (m, 1H), 7.96 (m, 1H), 8.31 (m, 1H); MS (ESI) m/e 154 (M+Na)+.

According to the analysis of related databases, 372-47-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cowart, Marlon D.; Patel, Meena V.; Kolasa, Teodozyi; Brioni, Jorge D.; Rohde, Jeffrey J.; Engstrom, Kenneth M.; Stewart, Andrew O.; Daanen, Jerome F.; Bhatia, Pramila A.; US2004/127504; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem