Dimethylamine → HCID 178484929, compound

Participants

Reaction Steps

In 5 mL of methanol, 12 mg (0.026 mmol) of 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-[4-(4-cyanoimidazo-[4,5-c]pyridin-1-yl)phenyl]urea prepared in Example 91 was dissolved, and one drop (a catalytic amount) of a 28% methanol solution of sodium methylate was added thereto and the solution was stirred at room temperature for six hours. The reaction solution was neutralized with one drop of acetic acid, and then 50 μL of a dimethylamine 40% methanol solution was added thereto and the mixture solution was further stirred at room temperature for 14 hours. The solvent was distilled under reduced pressure, and the residue was separated by reversed phase high-pressure liquid chromatography (C18 Column, acetonitrile:water=55:45, 0.05% trifluoroacetic acid). The fraction containing a target product was concentrated, and then trifluoroacetic acid was replaced with hydrochloric acid to obtain 4.2 mg (30%) of 1-{4-[3-(4-chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-N-methyl-1H-imidazo[4,5-c]pyridine-4-carboxamidine hydrochloride (Table 1, Compound No. 94) as a white solid.

Provenance & Evidence