HCID 178434613, compound → HCID 178434612, compound

Participants

Reaction Steps

A mixture of benzyl 3-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (74 g, 285 mmol), Pd/C (45 g, 10% on C) and EtOAc (1 L) was treated in a Parr apparatus at room temperature with H2 (15 psi) for 5 hours. The catalyst was filtered off over Celite and the solvent was removed in vacuo. Et2O (1 L) and water (200 mL) were added and the aqueous layer was made slightly basic (pH 8-9) with Na2CO3. The layers were separated and the aqueous layer was extracted with Et2O (5×200 mL). To the aqueous layer was added dropwise conc. HCl until pH 4-5 and followed by extraction with Et2O (3×500 mL). The combined organic layers were dried (MgSO4), filtered, evaporated in vacuo to give the title compound in 74% yield 7.4 g; m.p. 308-310° C. (dec.) m/z 195 [M+H]+

Provenance & Evidence