反应详情

To a stirred solution of 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine (prepared as in Example 12, 950 mg, 1.77 mmol) in dry dichloromethane (30 mL) at −78° C. was added a solution of boron tribromide (1.7 mL, 17.7 mmol) in dry dichloromethane (10 mL). The mixture was then warmed to room temperature and stirred for 1 h. The solution was poured into ice-water and neutralized with a 2.5M aqueous sodium hydroxide solution (pH ˜6). The mixture was extracted with ethyl acetate (2×250 mL), washed with brine, dried over anhydrous sodium sulfate and then concentrated in vacuo to give 1-benzenesulfonyl-2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-ol (925 mg, 100%) as a light yellow solid which was used in the next step without further purification: LC/MS m/e calcd for C27H26N2O5S2 [M+H]+ 523.65, observed 523.1.

1. extractionThe mixture was extracted with ethyl acetate (2×250 mL)
2. washwashed with brine
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated in vacuo