The origin of a common compound about Electric Literature of 1360934-51-5

Statistics shows that 1360934-51-5 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-5-(trifluoromethyl)nicotinate.

Electric Literature of 1360934-51-5, 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.1360934-51-5, name is Methyl 2-chloro-5-(trifluoromethyl)nicotinate, molecular formula is C8H5ClF3NO2, molecular weight is 239.58, as common compound, the synthetic route is as follows.

[Example 115] (1069) (1070) The mixture of 97 mg of 1-benzyl-1H-indol-5-amine, 100 mg of methyl 2-chloro-5-(trifluoromethyl)nicotinate, 19 mg of tris(dibenzylideneacetone)dipalladium(0), 24 mg of 4,5′-bis(diphenylphosphino)-9,9′-dimethylxanthene, 272 mg of cesium carbonate, and 1 mL of butyl acetate, was heated at reflux for 2 hours and 20 minutes. The reaction mixture was cooled to room temperature, and ethyl acetate and water were then added thereto. The organic layer was separated, washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (gradient elution with hexane:ethyl acetate = 100:0-50:50). Water and methanol were added to the thus obtained residue, and the solid was collected by filtration to give 91 mg of methyl 2-((1-benzyl-1H-indol-5-yl)amino)-5-(trifluoromethyl)nicotinate as a yellow solid. 1H-NMR (DMSO-d6) delta: 3.93 (3H, s), 5.43 (2H, s), 6.48 (1H, d, J = 2.6 Hz), 7.18-7.34 (6H, m), 7.43 (1H, d, J = 8.6 Hz), 7.54 (1H, d, J = 3.3 Hz), 7.88 (1H, d, J = 2.0 Hz), 8.38 (1H, d, J = 2.6 Hz), 8.66 (1H, d, J = 2.0 Hz), 10.20 (1H, s). MS (ESI, m/z): 426 (M+H)+.

Statistics shows that 1360934-51-5 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-5-(trifluoromethyl)nicotinate.

Reference:
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
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