Cesium carbonate → HCID 131731962, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one (1.72 g, 4.42 mmol), Cs2CO3 (1.58 g, 4.86 mmol) and DMF (40 mL) was added di-tert-butyl chloromethyl phosphate (1.54 g, 5.96 mmol). The reaction mixture was heated at 80° C. for 2 hours. After cooling, the reaction mixture was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with water and brine, dried and concentrated. The residue was purified by column chromatography (1:1 to 4:1 EtOAc:hexane) to give (S)-di-tert-butyl (3-(4-(5-(4-isopropyl-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)phenyl)-1H-1,2,4-triazol-1-yl)methyl phosphate (0.42 g, 16%). LCMS (APCI+) m/z 612 [M+H]+.

Provenance & Evidence