Potassium Carbonate → HCID 57581583, compound

Participants

Reaction Steps

A mixture of N-(4-chloro-phenyl)-3-hydroxy-4-methyl-benzamide (127.4 mg, 0.487 mmol) and potassium carbonate (77.7 mg, 0.551 mmole) was stirred at room temperature for 30 minutes before 3-bromomethyl-4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (90.6 mg, 0.346 mmole, Example 5) was added. The reaction was stirred at room temperature overnight and then concentrated under reduced pressure to remove dimethylformamide. The residue was dissolved in ethyl acetate, washed with water, dried and concentrated. The crude product was either used directly in the next step (described in Example 17) or purified by flash chromatography (silica gel, hexanes-ethyl acetate, 90/10 to 60/40) to give pure 3-(4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylmethoxy)-N-(4-chloro-phenyl)-4-methyl-benzamide as a white solid. (Yield 25.0 mg).

Provenance & Evidence