Methanol → HCID 67319803, compound

Participants

Reaction Conditions

Reaction Steps

A 500 mL round-bottomed flask was charged with triphenylphosphine (6.9 g, 26 mmol), methyl 5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylate 71 (5.0 g, 17 mmol), MeOH (0.88 mL, 22 mmol), and 200 mL of benzene. After cooling to 0° C., diisopropyl azodicarboxylate (DIAD) (5.2 mL, 26 mmol) was added dropwise. The mixture was stirred at room temperature for 18 h, then diluted with water and extracted with CH2Cl2. The combined extracts were dried and concentrated to give an oil that was purified by column chromatography on silica gel (5% to 40% EtOAc in hexanes) to give methyl 5-methoxy-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carboxylate 72.

Provenance & Evidence