Diisopropylethylamine → HCID 58189203, compound

Participants

Reaction Steps

A solution of (S)-3-benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazine (50 mg, 0.137 mmol) in CH2Cl2 (1 mL) at 0° C. was treated with triphosgene (25 mg, 0.084 mmol) followed by diisopropylethylamine (30 μL, 0.182 mmol). The reaction was allowed to warm to room temperature and stirred for 20 min then cooled to 0° C. and treated with an additional portion of diisopropylethylamine followed by pyrrolidin-3(S)-ol (30 μL, 0.37 mmol). The reaction mixture was allowed to warm to room temperature and stirred 16 h then quenched with MeOH, evaporated and purified by chromatography on silica gel using 5% MeOH/CH2Cl2 as eluant to afford the title compound as an oil (26 mg, 55%). LC/MS (Method B) 3.75 min, [M+1]+ 480.

Provenance & Evidence