4-Chlorophenyl Isocyanate → HCID 22676578, compound

Participants

Reaction Steps

4-Chlorophenyl isocyanate (297 mg) was added to a solution of N-[3-(4-benzyl-1-piperidinyl)propyl]-3-pyridineamine (400 mg) in tetrahydrofuran (5 ml) and the mixture was stirred for 15 hours. Ethyl acetate (15 ml) and saturated sodium bicarbonate (15 ml) were added to the reaction mixture. The organic phase was separated, washed with water (10 ml) and saturated brine (10 ml) and dried over sodium sulfate (anhydrous), and the solvent was removed. The residue was purified by silica gel column chromatography (20 g). The fraction eluted by ethyl acetate-methanol (10:1) was collected and concentrated under reduced pressure. A solution of 4N hydrogen chloride in ethyl acetate (1.0 ml) was added to the residue. The precipitate was filtered and collected, and dried under reduced pressure to give the title compound (555 mg, Yield 76.0%).

Provenance & Evidence