Potassium Carbonate → HCID 58438633, compound

Participants

Reaction Steps

To a solution of 5-(2-trimethylsilanyl-ethoxymethyl)-2-trimethylsilanylethynyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide (400 mg, 0.69 mmol) in MeOH (8 mL) at room temp was added K2CO3 (10 mg, 0.072 mmol). The reaction mixture was stirred at room temp for 30 min then concentrated. The residue was dissolved in CH2Cl2 and washed with water. The organic layer was dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography (50% to 100% EtOAc/hexanes) to afford 310 mg (89%) of 2-ethynyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide as a light brown foamy solid. NMR showed a trace of 5-Cl pyrrolopyrazine present.

Provenance & Evidence