Water → HCID 69212087, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of starting 2-(tert-butyl-dimethyl-silyloxy)-1-[2-chloro-3-(propane-2-sulfonyl)-3H-benzimidazol-5-yl]-2-phenyl-ethanone (588 mg, 1.16 mmol, 1 equiv) in 2 mL of dry THF, add benzyl amine (0.4 mL, 3.48 mmol, 3 equiv) dropwise. Heat the resulting yellow solution at 40° C. for 30 minutes, cool down to room temperature, and add water and CH2Cl2. Separate the phases and back extract the organic one with more CH2Cl2 (three times). Dry the combined organic phases over MgSO4, filter, and concentrate in vacuo to afford crude product. Purify by chromatography using CH2Cl2:hexanes (3:1) to provide the title compound (80% yield). MS(ES+): m/z=578.2 (M+H)+

Provenance & Evidence