Dimethylformamide → HCID 66703798, compound

Participants

Reaction Steps

HATU (406 mg) was added to a DMF solution of 4-chloro-2-{[(1R,2R)-2-piperidin-1-ylcyclohexyl]amino}benzoic acid (300 mg) and 7-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one (173 mg), followed by stirring at room temperature for 24 hours. After adding water to the reaction liquid and extracting with ethyl acetate, the organic layer was dried with sodium sulfate, and then the solution was concentrated under a reduced pressure and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate, 2:1). By treating the resulting free base with 4 M hydrogen chloride/ethyl acetate, 4-chloro-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-2-{[(1R,2R)-2-piperidin-1-ylcyclohexyl]amino}benzamide hydrochloride (270 mg) was obtained as an amorphous.

Provenance & Evidence