Trifluoroacetic acid → HCID 44252308, compound

Participants

Reaction Steps

A solution of tert-butyl 4-(3-fluorophenyl)-4-(3-(pyrrolidin-1-yl)propyl)piperidine-1-carboxylate (0.2379 mmol, 1.0 eq.) in dichloromethane (3 ml) was Boc-deprotected using standard reaction conditions (see step (vi)/example 25; TFA (3-13 eq.)) and added dropwise to a solution containing 2-(2-(2-chloro-N-cyclopropyl-6-methylphenylsulfonamido)ethoxy)acetic acid [carboxylic acid 2] (1 eq.), EDCI (1.5 eq), HOBt (1.0 eq.) and DIPEA (6.0 eq.) in dichloromethane (5 ml) at 0° C. The mixture was then stirred at room temperature for 16 hrs. The reaction mixture was diluted with dichloromethane and extracted with aq. ammonium chloride, aq. sodium hydrogen carbonate and water respectively. The organic layer was dried over sodium sulfate, concentrated in vacuo and the crude product purified by column chromatography (silica). Yield: 30%

Provenance & Evidence