Methanol → HCID 178500072, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (±)-tert-butyl 4-(1-(5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)-3-methoxy-3-oxopropyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate and (±)-tert-butyl 4-(1-(6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)-3-methoxy-3-oxopropyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate (Example 145-B) (400 mg, 0.646 mmol) was dissolved in 1.25M HCl in MeOH (20 mL, 25.00 mmol) and heated at 65° C. for 22 hrs. The reaction mixture was cooled down to 0° C. and neutralized with ammonium hydroxide. The layers were separated and the aqueous layer was extracted with AcOEt/heptanes (4:1) (3 x). The combined organic layers were dried over MgSO4, filtered and concentrated to give crude product that was purified via FCC with Heptane/AcOEt (100/0 to 0/100) to obtain the title compound. MS (ESI+) m/z 389.36 (M+H).

Provenance & Evidence