Methanol → HCID 86707358, compound

Participants

Reaction Steps

A solution of NaOH (0.16 g) in H2O (1 ml) is added to a stirred solution of methyl 4-[[6-[3-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-pyridine-2-carbonyl]amino]-3,5-dimethyl-benzoate (0.35 g, 0.88 mmol) in THF:MeOH (5 ml:1 ml). After 8 hours at ambient temperature, the organic solvent is removed under reduced pressure and the residue is diluted with water, acidified to pH 3 with aqueous citric acid solution, and extracted with ethyl acetate (2×10 ml). The organic layers are combined and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the resulting precipitate is triturated with diethyl ether and filtered to afford the title compound as an off-white solid (73 mg, 33.7%). Mass spectrum (m/z): 384.2 (M+1).

Provenance & Evidence