(Diethylamino)sulfur trifluoride → HCID 59571038, compound

Participants

Reaction Steps

To a solution of (2E)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(1S)-3-hydroxycyclopentyl]-N-(1-methyl-1H-pyrazol-3-yl)acrylamide (124 mg) in dichloromethane (4 ml) was added diethylaminosulfur trifluoride (100 μl) under ice-cooling, followed by stirring at room temperature for 15 minutes. The reaction mixture was diluted with dichloromethane, and water was added thereto. The organic layer was sequentially washed with saturated aqueous sodium bicarbonate and saturated brine, and dried over anhydrous magnesium sulfate. After concentrating under reduced pressure, the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=7:3-1:0) to obtain (2E)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(1S)-3-fluorocyclopentyl]-N-(1-methyl-1H-pyrazol-3-yl)acrylamide (78 mg) as a colorless amorphous substance.

Provenance & Evidence