1,2-Dichloroethane → HCID 71062325, compound

Participants

Reaction Steps

To a stirred solution of 4-(4-(dibutylcarbamoyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoic acid (320 mg, 0.96 mmol) in dry DCM (5.0 mL) was added EDC (932 mg, 4.81 mmol), benzyl alcohol (208 mg, 1.92 mmol) and DMAP (235 mg, 1.92 mmol) at 0° C. The reaction mixture was allowed to warm to room temperature and stirring was continued for 16 h. The reaction mixture was diluted with water and extracted with DCM (2×). The combined organic layer was dried over Na2SO4 and concentrated in vacuo to give crude product. The crude material was purified by flash chromatography (gradient 10 to 30% EtOAc/hexanes) to provide the title compound (400 mg, 92%). MS(ESI+) m/z 723.6 (M+H)+.

Provenance & Evidence