Water → HCID 1040007, compound

Participants

Reaction Steps

3-Chlorobenzoyl chloride (79 mg, 0.45 mmol, 1.05 eq), 4-dimethylaminopyridine (55 mg, 0.45 mmol, 1.05 eq) and 3-nitro-5-(pyridin-3-yloxy)aniline (0.1 g, 0.43 mmol, 1 eq) were dissolved in CH2Cl2 (5 mL) and stirred at rt for 18 h. Water was added and the organic layer separated, dried (MgSO4), filtered, and concentrated in vacuo to afford 140 mg (88%) of the title compound as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ 10.78 (s, 1H), 8.58 (t, J=1.9 Hz, 1H), 8.53 (d, J=2.8 Hz, 1H), 8.50 (dd, J=4.6, 1.0 Hz, 1H), 8.01 (t, J=1.8 Hz, 1H), 7.91-7.87 (m, 2H), 7.70-7.65 (m, 2H), 7.60-7.56 (m, 2H), 7.53 (dd, J=8.4, 4.7 Hz, 1H); ES-MS [M+1]+: 370.1.

Provenance & Evidence