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

Participants

Reaction Steps

A 2-5 ml microwave vial is charged with Pd(OAc)2 (2.5 mol %, 6.6 mg, 0.0231 mmol), Xantphos (5 mol %, 27.1 mg, 0.0463 mmol), ureido-acetic acid tert-butyl ester (259 mg, 1.482 mmol), and Cs2CO3 (770.2 mg, 2.315 mmol). 3-Bromo-isonicotinic acid methyl ester (216.3 mg, 0.926 mmol) is added, followed by 1,4-dioxane (4 ml). The vessel is sealed and treated in the microwave at 120° C. for 3×3600 seconds. EtOAc is added to the reaction mixture which is then washed with brine (3×20 ml) and water (2×10 ml). The organic phase is passed through Celite® (filter material), dried (MgSO4), filtered and concentrated. The material is purified via flash column chromatography, eluting with iso-hexane:EtOAc to afford the title compound; [M+H]+ 278.

Provenance & Evidence