Methacrylic Acid → HCID 71599508, compound

Participants

Reaction Conditions

Reaction Steps

To crude ethyl 4-(5-amino-2-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate (133 mg, 0.443 mmol) was added THF (4.43 mL), TEA (93 μL, 0.66 mmol), methylacrylic acid (57 mg, 0.66 mmol) and 1-propanephosphonic acid cyclic anhydride (3.26 mL, 0.443 mmol). The reaction was stirred at 25° C. overnight. The reaction was quenched by pouring into a separatory funnel containing aqueous sodium hydrogen carbonate (5%) and was extracted with ethyl acetate (×3). The organic layers were combined and dried with Na2SO4, filtered, and evaporated in vacuo. The crude reaction was purified by reverse phase HPLC using an acetonitrile gradient in water with 0.1% TFA modifier. The products were collected and lyophilized to afford a colorless solid. LRMS (ESI) calc'd for C19H18N4O3F [M+H]+: 369, found 369.

Provenance & Evidence