Triethylamine → HCID 66671479, compound

Participants

Reaction Steps

1-[2-(Methylamino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamate (500 mg, 1.41 mmol) was dissolved in methylene chloride (5 mL), triethylamine (0.236 mL, 1.70 mmol) and 6-bromohexanoyl chloride (0.232 mL, 1.56 mmol) were added under ice cooling, and the mixture was stirred at room temperature for 30 minutes. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate (×3) and washed with saturated sodium chloride solution. The organic layer was dried with anhydrous sodium sulfate, then the solvent was evaporated under reduced pressure, the resulting residue was dissolved in methylene chloride (5 mL), a 40% methyl amine-methanol solution (5.76 mL, 56.4 mmol) was added under ice cooling, and the mixture was stirred at room temperature for 7.5 hours. The solvent of the reaction mixture was evaporated under reduced pressure, and the resulting residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=100:0→10:1, v/v) to give the title compound (574 mg; yield, 85%) as a light yellow oily substance.

Provenance & Evidence