Tetrahydrofuran → {2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of {1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (0.75 g, 1.21 mmol) and tetrabutylammonium fluoride in tetrahydrofuran (1 M, 24 mL, 24 mmol) was stirred for 3 h at 60° C. After cooling, the mixture was poured into brine (15 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-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (0.58 g, 100%) which was used in the next step without purification: LC/MS m/e calcd for C26H31N3O4S [M+H]+ 482.62, observed 482.2

Provenance & Evidence