Dichloromethane → 4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanone

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Reaction Steps

A solution of cis-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (140.0 mg, 0.2899 mmol), Dess-Martin periodinane (184.4 mg, 0.4348 mmol) and DCM (10 mL, 200 mmol) was stirred at rt for 1 h. The material was extracted with DCM and sat. NaHCO3, and the organic layer was loaded onto silica gel for column chromatography, eluting with 2-4% MeOH/DCM. The fractions containing the pure product were concentrated in vacuo to afford the title compound as a tan solid. MS (ES+): m/z=481.18/483.18 (100/50) [MH+]. HPLC: tR=1.49 min (polar—3 min, UPLC-ACQUITY).

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