Potassium Carbonate → (S)-3-(3-nitro-1h-pyrazol-1-yl)propane-1,2-diol

Participants

Reaction Conditions

Reaction Steps

A solution of 3-nitro-1H-pyrazole (prepared as in Example 5, 2.00 g, 17.70 mmol) in N,N-dimethylformamide (20 mL) was treated with potassium carbonate (3.66 g, 26.55 mmol) and (R)-glycidol (2.62 g, 35.40 mmol). The reaction mixture was stirred for 2 h at 100° C. under nitrogen. Upon completion of the reaction the N,N-dimethylformamide was removed under reduced pressure and the crude product obtained was purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 10% methanol/dichloromethane) to afford (S)-3-(3-nitro-pyrazol-1-yl)propane-1,2-diol (1.00 g, 30%) as a yellow oil: LR-ES-MS m/z calculated for C6H9N3O4 [M]+ 187, observed 188 [M+H]+.

Provenance & Evidence