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, 3.00 g, 26.55 mmol) in N,N-dimethylformamide (15 mL) was treated with solid potassium carbonate (11.0 g, 79.65 mmol) and (R)-(+)-glycidol (3.93 g, 53.10 mmol) and placed in a sealed tube and heated at 100° C. for 1 h in an oil bath. After this time the N,N-dimethylformamide was removed in vacuo. Purification by AnaLogix Intelliflash system (80 g column, 0% to 10% methanol/dichloromethane) afforded (S)-3-(3-nitro-pyrazol-1-yl)-propane-1,2-diol (2.28 g, 46%) as a yellow oil: LR-ES-MS m/z calculated for C6H9N3O4 [M]+ 187, observed [M+H]+ 188.

Provenance & Evidence