Introduction of a new synthetic route about 3-(Trifluoromethyl)pyridine-2-carboxaldehyde

The chemical industry reduces the impact on the environment during synthesis 131747-62-1, I believe this compound will play a more active role in future production and life.

Related Products of 131747-62-1, 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.131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, molecular weight is 175.108, as common compound, the synthetic route is as follows.

Intermediate 1: (S)-(4-(Trifluoromethyl)phenyl)(3-(trifluoromethyl)pyridin- 2-yl)methanamine hydrochlorideStep 1. (S^)-2-Methyl-N-((3-(trifluoromethyl)pyridin-2-yl)methylene)- propane-2-sulfinamideTo a solution of 3-(trifluoromethyl)picolinaldehyde (Frontier Scientific, 9.80 g, 56.0 mmol) and DCM (50 mL) was added (5)-2-methylpropane-2- sulfinamide (AK Scientific, 10.3 g, 85.0 mmol) and copper(II) sulfate (35.3 g, 221 mmol). After 1.5 h at rt, the reaction was filtered through a pad of Celite brand filter agent and rinsed with DCM. The filtrate was concentrated in vacuo to give a dark green oil. The oil thus obtained was loaded onto a silica gel column and eluted with 30% EtOAc in hexanes to give (S,E)-2-methyl-N-((3-(trifluoro- methyl)pyridin-2-yl)methylene)propane-2-sulfinamide, as a golden oil. 1H NMR (delta ppm, CDCI3, 300 MHz): 9.02 (d, J = 4.3 Hz, 1H), 8.70 (d, J = 1.3 Hz, 1H), 8.38 (d, J = 7.7 Hz, 1H), 7.79 (dd, J = 7.9 & 4.8 Hz, 1H), 1.18 (s, 9H). MS (ESI pos. ion) m/z: 279.1 (M+H).

The chemical industry reduces the impact on the environment during synthesis 131747-62-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; BISWAS, Kaustav; BROWN, James; CHEN, Jian, J.; GORE, Vijay, Keshav; HARRIED, Scott; HORNE, Daniel, B.; KALLER, Matthew, R.; LIU, Qingyian; MA, Vu, Van; MONENSCHEIN, Holger; NGUYEN, Thomas, T.; YUAN, Chester, Chenguang; ZHONG, Wenge; ST. JEAN, David, J., Jr.; WO2012/177893; (2012); A2;,
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