Sodium Thiosulfate → HCID 57963291, compound

Participants

Reaction Steps

To propane-1-sulfonic acid {2,4-difluoro-3-[hydroxy-(4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methyl]-phenyl}-amide (P-0057, 0.176 g, 0.427 mmol), 9.2 mL of tetrahydrofuran was added followed by sodium bicarbonate (0.358 g, 4.27 mmol) and Dess-Martin periodinane (0.181 g, 0.427 mmol). The reaction was allowed to stir at room temperature for 30 minutes, then 25 mL of saturated sodium thiosulfate and 30 mL of water were added followed by 50 mL of ethyl acetate. The organic layer was dried with magnesium sulfate, filtered, and the filtrate concentrated under vacuum. The resulting residue was purified by silica gel column chromatography eluting with a gradient of 20-60% ethyl acetate in hexanes. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound (P-0058, 146 mg). 1H NMR was consistent with the compound structure. MS(ESI) [M+H+]−=411.1.

Provenance & Evidence