Acetic Acid → HCID 23631005, compound

Participants

Reaction Steps

Ethyl 6-chloro-4-(2-naphthylamino)nicotinate was dissolved in CHCl3 and reacted with Me2SO4, followed by triethylamine, AcOH and EtOH as described for example 33, step B. Purification by recrystallisation (EtOAc/Hexane) afforded ethyl 1-methyl-4-(2-naphthylamino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate as a white solid (57%); m.p. (EtOAc/Hexane) 160-163° C. 1H NMR [400 MHz, (CD3)2SO] δ 9.55 (s, 1H), 8.57 (s, 1H), 7.97 (d, J=8.8 Hz, 1H), 7.91 (dd, J=7.7, 4.7 Hz, 2H), 7.81 (d, J=1.8 Hz, 1H), 7.55-7.43 (m, 3H), 5.79 (s, 1H), 4.32 (q, J=7.1 Hz, 2H), 3.43 (s, 3H), 1.35 (t, J=7.1 Hz, 3H). Anal. Calcd for C19H18N2O3: C, 70.8; H, 5.6; N, 8.7. Found C, 70.8; H, 5.5; N, 8.7.

Provenance & Evidence