Tetrahydrofuran → HCID 67229384, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of {1-benzenesulfonyl-2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (670 mg, 1.05 mmol) and tetrabutylammonium fluoride in tetrahydrofuran (1 M, 21 mL, 21 mmol) was stirred for 3 h at 60° C. After cooling to room temperature, the mixture was poured into brine (20 mL), extracted with ethyl acetate (2×100 mL), washed with a saturated aqueous ammonium chloride solution (3×50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to give {2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-pyran-4-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (0.52 g, 100%) which was used in the next step without purification: LC/MS m/e calcd for C26H31N3O5S [M+H]+ 498.62, observed 498.2.

Provenance & Evidence