Hydrochloric Acid → HCID 66703694, compound

Participants

Reaction Steps

2-{[(1R,2S)-2-Pyrrolidin-1-ylcyclohexyl]amino}-4-(trifluoromethyl)benzoic acid (150 mg), quinolin-7-amine (67 mg), hydrochloride of 1-ethyl-3-[3-(N,N-dimethylamino)propyl]carbodiimide (121 mg) and 1-hydroxybenzotriazole (57 mg) were stirred at 110° C. for 15 minutes in N-methylpyrrolidone under microwave irradiation. A potassium carbonate aqueous solution was added to the reaction liquid, followed by extraction with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (basic silica gel, hexane:ethyl acetate, 7:3 to 1:1). By treating the resulting free base with 4 M hydrogen chloride/ethyl acetate, 2-{[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}-N-quinolin-7-yl-4-(trifluoromethyl)benzamide dihydrochloride (66 mg) was obtained as an amorphous.

Provenance & Evidence