Potassium Hydroxide → HCID 57963266, compound

Participants

Reaction Steps

To 7H-pyrrolo[2,3-d]pyrimidine (6, 0.100 g, 0.839 mmol) and propane-1-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide (9, 0.258 g, 0.982 mmol), 1.4 mL of methanol was added. This suspension was allowed to stir for 10 minutes, followed by the addition of potassium hydroxide (0.153 g, 2.73 mmol). The reaction was allowed to stir at room temperature for 8 hours, then poured into 5 mL of water and 5 mL of saturated ammonium chloride and extracted with 2×5 mL of ethyl acetate. Organic layers were combined and concentrated under vacuum and the resulting residue was purified by silica gel column chromatography eluting with a gradient of 60 to 100% ethyl acetate in hexanes. Appropriate fractions were combined and concentrated under vacuum to give the desired compound (P-0001, 150 mg), with some 7H-pyrrolo[2,3-d]pyrimidine impurity, used in the next step without further purification. MS(ESI)[M+H+]+=383.2, [M−H+]−=381.5.

Provenance & Evidence