Trifluoroacetic acid → HCID 52933299, compound

Participants

Reaction Steps

To (2-chloro-benzyl)-{6-fluoro-5-[hydroxy-(5-methoxy-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-pyridin-2-yl}-carbamic acid tert-butyl ester (176, 400 mg, 0.598 mmol) in 20.0 mL of dichloromethane, triethylsilane (2.00 mL, 12.5 mmol) and trifluoroacetic acid (1.00 mL, 13.0 mmol) were added. The reaction was stirred at room temperature for 4 hours, then poured into aqueous potassium carbonate and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluting with 20-100% ethyl acetate in hexane. Appropriate fractions were combined and the solvents removed under vacuum to provide the desired compound as a white solid (P-2034, 60.7 mg). MS (ESI) [M+H+]+=397.1.

Provenance & Evidence