HCID 86701702, compound → HCID 178427339, compound

Participants

Reaction Conditions

Reaction Steps

A solution of a mixture of (±)-2-((5,7-dimethyl-1-tosyl-3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-5-yl)-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-((5,7-dimethyl-1-tosyl-3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-5-yl)-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile (250 mg, 0.314 mmol) in 1M HCl in MeOH (2 mL) was stirred at 60° C. for 16 h. The reaction mixture was cooled to room temperature, and diluted with CH2Cl2. The layers were separated and the organic layer was washed with 5% aq. NaHCO3, H2O, and brine, dried over Na2SO4, and filtered. After concentration of the filtrate, the resulting residue was purified by silica gel flash column chromatography [CH2Cl2/(2M NH3 in MeOH)=94/6 then 93/7] to give the title compound. MS (ESI+) m/z 537.1 (M+H).

Provenance & Evidence