1-Benzyl 3-ethyl 4-(4-chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)isophthalate → 4-(4-Chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-3-(ethoxycarbonyl)benzoic acid

Participants

Reaction Steps

To a 30 mL pressure flask containing 10% Pd/C (59 mg, 0.055 mmol) was added a solution of 1-benzyl 3-ethyl 4-(4-chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)isophthalate (153 mg, 0.28 mmol) in MeOH (5.0 mL). The reaction mixture was stirred under H2 at 5 psi for 1 h, then filtered through a pipette containing a plug of CELITE® and concentrated in vacuo to give the title compound (110 mg, 85%) as a colorless oil. 1H NMR (CDCl3) δ 8.72 (d, J=2.0 Hz, 1H), 8.35 (dd, J=8.1, 2.0 Hz, 1H), 7.49 (d, J=8.1 Hz, 1H), 4.21 (q, J=7.3 Hz, 2H), 3.56-3.49 (m, 2H), 3.46-3.38 (m, 2H), 2.20-2.13 (m, 3H), 1.71-1.60 (m, 2H), 1.59-1.50 (m, 1H), 1.47-1.33 (m, 2H), 1.30-1.15 (m, 5H), 0.96 (t, J=7.3 Hz, 3H), 0.83 (t, J=7.4 Hz, 3H); MS(ESI+) m/z 464.2 (M+H)+.

Provenance & Evidence