反应详情

After dissolving N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-2-(piperidin-4-ylamino)-4-(trifluoromethyl)benzamide (200 mg), cyclopropanecarbaldehyde (0.10 mL) and acetic acid (0.026 ml) in 1,2-dichloroethane (4 ml), sodium triacetoxyborohydride (285 mg) was added thereto. After stirring at room temperature for 2 hours, 1 M sodium hydroxide aqueous solution was added thereto, followed by extraction with chloroform. After drying the organic layer with sodium sulfate, the solution was concentrated under a reduced pressure and the resulting residue was purified by silica gel column chromatography (chloroform:methanol:aqueous ammonia, 1:0:0 to 90:9:1). By treating the resulting free base with 4 M hydrogen chloride/ethyl acetate, 2-{[1-(cyclopropylmethyl)piperidin-4-yl]amino}-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)-4-(trifluoromethyl)benzamide hydrochloride (199 mg) was obtained as an amorphous.

1. additionwas added
2. extractionfollowed by extraction with chloroform
3. dry with materialAfter drying the organic layer with sodium sulfate
4. concentrationthe solution was concentrated under a reduced pressure
5. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol:aqueous ammonia, 1:0:0 to 90:9:1)
6. additionBy treating the resulting free base with 4 M hydrogen chloride/ethyl acetate