Potassium Carbonate → HCID 57964993, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of benzo[b]thiophen-5-ol (MCAT GmbH, Konstanz, Germany; 300 mg, 2 mmol), 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 607 mg, 1.8 mmol), and potassium carbonate (414 mg, 3 mmol) in dimethylformamide (20 mL) was heated at 80° C. for 3 h. The mixture was cooled and then poured into saturated aqueous ammonium chloride solution, and the resulting mixture was extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried (magnesium sulfate), filtered, evaporated and chromatographed, eluting with 50% ethyl acetate/hexanes to give 4-[4-(benzo[b]thio-phen-5-yloxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester as a pale yellow foam.

Provenance & Evidence