Hydrochloric Acid → HCID 73441852, compound

Participants

Reaction Steps

To a solution of 2-[4-cyclopropyl-5-methyl-3-(3-trifluoromethyl-[1,2,4]oxadiazol-5-yl)-thiophen-2-ylcarbamoyl]-cyclopent-1-enecarboxylic acid methyl ester (80 mg, 181 μmol, intermediate 7) in dioxane (3 mL) was added H2O (3 mL) and LiOH monohydrate (9.51 mg, 227 μmol) and the resulting clear solution was stirred at RT for 8 h. The reaction mixture was poured on 100 mL 1M aqueous HCl and 100 mL EtOAc and the layers were separated. The aqueous layer was extracted a second time with 100 mL EtOAc. The organic layers were washed with 100 mL brine, dried over MgSO4, filtered and concentrated under vacuum. The compound was purified by silica gel chromatography on a 20 g column using an MPLC (Flashmaster) system eluting with a gradient of CH2Cl2:MeOH (100:0 to 80:20). Yellow solid (57 mg, 74%). MS (ESI): m/z=428.088 [M+H]+.

Provenance & Evidence