1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(3-nitro-benzyl)-urea → HCID 59708718, compound

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Reaction Steps

To a round bottom flask was added urea 26 (700 mg, 1.87 mmol, 1.0 eq.) and methanol (15 mL). The flask was then flushed with N2 before adding 10% Pd/C (35 mg, 5% by wt.). The reaction was placed under atmospheric H2 and allowed to stir at RT for 2 h before filtering over celite and rinsing with methanol. Concentration via rotary evaporation followed by column chromatography with silica gel and 1:1 EtOAc:Hexanes afforded pure urea 27 as a white solid (415 mg, 65% yield). LC/MSD (BP Series 1100 MSD) MS (ES+) m/z 344.1 (M+H)+1 1H-NMR, Varian 400 M DMSO-d6) δ 9.05 (br. s, 1H), 8.09 (d, 1H), 7.55 (m, 2H), 6.93 (t, 1H), 6.48 (s, 1H), 6.40 (d, 2H), 5.05 (s, 2H), 4.20 (s, 2H) ppm.

Provenance & Evidence