15-Sep News Extracurricular laboratory: Synthetic route of 4021-11-8

With the rapid development of chemical substances, we look forward to future research findings about 4021-11-8.

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 4021-11-8, name is 2-Methylisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 4021-11-8

A suspension of 2-methyl-pyridine-4-carboxylic acid (1.0 g, 7.29 mmol) in methanol (50 ml_) and H2SO4 (0.5 ml_) is heated to 700C. The solid material dissolves and stirring is continued at 700C for 18 h. The mixture is cooled to rt, filtered, and the filtrate is evaporated. The remaining solid is washed with diethyl ether and dried to give methyl 2-methyl-pyridine-4-carboxylate; LC-MS: tR = 0.39 min, [IVM]+ = 152.05. This material is dissolved in 7 N NH3 in methanol (25 ml_) and the mixture is stirred in a sealed vial for 20 h at 60C before it is filtered. The filtrate is evaporated to give crude 2-methyl-isonicotinamide (2.12 g) as a brownish solid. To a solution of this material in DCM (25 ml_), pyridine (5.24 g, 54.0 mmol) is added. The mixture is cooled to 00C before trifluoroacetic anhydride (8.10 g, 38.6 mmol) is added portionwise. Stirring is continued at 00C for 2 h before the reaction is quenched with water. The mixture is diluted with DCM and the org. phase is separated and washed with 5% aq. citric acid solution followed by sat. aq. NaHCO3 solution. The washings are extracted back twice with DCM. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates with heptane:EA 4:1 to give 2-methyl-isonicotinonitrile (330 mg); LC-MS: tR = 0.55 min, [M+1]+ = 119.13.

With the rapid development of chemical substances, we look forward to future research findings about 4021-11-8.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/24905; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem