Cesium carbonate → (2,4-Dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl)-acetic acid t-butyl ester

Participants

Reaction Steps

A 2-5 ml Biotage microwave vial is charged with Pd(OAc)2 (2.5 mol %, 4.6 mg, 0.019 mmol), Xantphos (5 mol %, 22.3 mg, 0.038 mmol), ureido-acetic acid tert-butyl ester (223.7 mg, 1.216 mmol), and Cs2CO3 (736.6 mg, 1.9 mmol). Methyl 3-iodopyridine-2-carboxylate (200.4 mg, 0.76 mmol) is added, followed by 1-4-dioxane (4 ml). The vessel is sealed and treated in the microwave at 120° C. for 5400 seconds. EtOAc was added to the mixture and decanted off. LCMS of this (+ELS) indicated no product. Water added to the residue giving rise to a white solid. LCMS of this material (+ELS) showed product. Material taken up in EtOAc, washed with brine (3×20 ml), then water (2×20 ml). The organic portions are passed through Celite® and the solvent removed in vacuo to give the title compound; [M+H]+ 278

Provenance & Evidence