4-Aminophenol → HCID 57974605, compound

Participants

Reaction Steps

Method A was used with ethyl 4-chloro-2-nitropyridin-3-yl-methyl-carbamate (400 mg, 1.5 mmol) and 4-hydroxyaniline (196 mg, 1.8 mmol) to afford the title compound (56 mg, 12%) after purification by column chromatography, eluent gradient DCM to DCM:AcOEt 1:1. 1H-NMR (δ, ppm, DMSO-d6): 1.06+1.23 (t+t, rotamers, 3H, CH3,Et), 3.18+3.23 (s+s, rotamers, 3H, NCH3), 4.04+4.12 (q+q, rotamers, 2H, CH2,Et), 5.44 (s, 2H, NH2,Ph), 5.97 (s, 2H, NH2,Py2), 6.92 (d, 2H, Harom,Ph,3+5, J=8.79 Hz), 6.92 (d, 2H, Harom,Ph,2+6, J=8.82 Hz), 7.04 (d, 1H, HPy,5, J=5.60 Hz), 8.33 (d, 1H, HPy,6, J=5.59 Hz). LC-MS (m/z): 332 (M+, 100).

Provenance & Evidence