Boron trifluoride etherate → HCID 178427341, compound

Participants

Reaction Steps

To a solution of (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile (90 mg, 0.150 mmol) in CH2Cl2 (1.5 mL), BF3.OEt2 (0.095 mL, 0.749 mmol) was added at 0° C. After stirring for 5 min., the mixture was warmed to room temperature. After stirring for 1 h, the reaction mixture was diluted with 2M aq. Na2CO3 and EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated to give the title compound, without need of further purification. MS (ESI+) m/z 471 (M+H).

Provenance & Evidence