Water → HCID 178519318, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-(4-trifluoromethyl-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester (160 mg, 0.56 mmol; PCT Int. Appl. (2003), WO 2004000785 A2) in tetrahydrofuran (2.5 ml) was added to a suspension of lithium aluminium hydride (43 mg, 1.13 mmol) in tetrahydrofuran (2.5 ml) under an argon atmosphere at ambient temperature within 5 min. The mixture was heated to reflux for 12 h, cooled to 0° C. and treated cautiously with water (2 ml) and 10% aqueous NaOH (0.5 ml). The reaction mixture was filtered over celite, ice water/ethyl acetate 1/1 was added and the layers were separated. The aqueous layer was extracted one more time with ethyl acetate, the combined organic layers were washed with ice water/brine 1/1 and dried over sodium sulfate. Removal of the solvent under reduced pressure gave 81 mg (0.33 mmol, 59%) of the title compound as white solid.

Provenance & Evidence