Sodium hydride → HCID 58515258, compound

Participants

Reaction Steps

To a solution of N-Boc-3-hydroxypyrrolidine (2.06 g, 11 mmol) in anhydrous THF (50 mL), was added NaH (60% oil dispersion, 0.44 g, 11 mmol). The mixture was stirred at room temperature for 19 h. The reaction mixture was cooled to −0° C. and was added slowly to a solution of 5-bromo-2,4-dichloropyrimidine (2.28 g, 10 mmol) in anhydrous THF (20 mL) at −5° C. The resulting mixture was stirred at −0° C. for 5 h and quenched with water. The aqueous solution was extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The residue was purified on ISCO (hexane/ethyl acetate gradient, 0-20%) to give the title compound (3.0 g, 79.2%) as colorless oil. MS (ESI) m/z: Found: 378.0 (M++1); Calc. 377.0 (M+)

Provenance & Evidence