Cesium carbonate → (R)-tert-Butyl 3-((2-chloropyrimidin-4-yl)oxy)pyrrolidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

2,4-Dichloropyrimidine (3.95 g, 26.5 mmol), tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate (4.14 g, 22.11 mmol), and cesium carbonate (18 g, 55.3 mmol) were taken up in DMSO (44 ml). The reaction mixture was heated to 140° C. for 40 min, cooled to room temperature, and diluted with ethyl acetate. The mixture was washed with water (×2) and brine. The combined organics were dried over sodium sulfate, concentrated, and purified by Combiflash (ethyl acetate/hexanes) to afford tert-butyl (3R)-3-[(2-chloropyrimidin-4-yl)oxy]pyrrolidine-1-carboxylate.

Provenance & Evidence