4-[(3-Fluorophenyl)amino]-3-nitrobenzoic acid → HCID 54887667, compound

Participants

Reaction Steps

A solution of 4-(3-fluorophenylamino)-3-nitrobenzoic acid (5.57 g, 20.1 mmol) in THF (100 mL) was charged with 10% Pd/C (500 mg) and the reaction flask evacuated and subsequently charged with H2(g) three times. The mixture was stirred vigorously for 12 h after which it was filtered through diatomaceous earth and the filtrate concentrated in vacuo to give 3-amino-4-(3-fluorophenylamino)benzoic acid as an off-white solid: 1H NMR (400 MHz, DMSO-d6) δ 7.63 (s, 1H), 7.34 (d, J=2.0 Hz, 1H), 7.19-7.13 (m, 2H), 7.08 (d, J=8.4 Hz, 1H), 6.70 (d, J=8.0 Hz, 1H), 6.60 (d, J=11.6 Hz, 1H), 6.54 (t, J=8.4 Hz, 1H), 5.02 (b, 1H); MS (ES+): m/z 247 [MH+].

Provenance & Evidence