Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1) → HCID 178492067, compound

Participants

Reaction Steps

Following a similar procedure to that described in Example 4, except using ethyl 3-benzyl-4-chloro-5-pyridinecarboxylate and 4-methoxyphenylhydrazine hydrochloride instead of ethyl 4-chloro-3-propyl-5-pyridinecarboxylate and 4-chlorophenylhydrazine hydrochloride, the title compound was prepared, after trituration with CH2Cl2-Me-OH—HCl—Et2O, in 30% yield as a cream solid, mp 179-185° C.; 1H NMR (360 MHz, DMSO-d6) δ3.78 (3H, s), 4.00 (2H, m), 7.01 (2H, d, J 9.2 Hz), 7.21 (1H, t, J 7.3 Hz), 7.31 (2H, t, J 7.3 Hz), 7.41 (1H, s), 7.42 (2H, d, J 7.0 Hz), 8.05 (2H, d, J 9.2 Hz), 8.56 (1H, s), 12.52 (1H, br s); MS (ES+) m/z 332 [MH]+. Anal. found: C, 65.36; H, 4.86; N, 11.25. C20H17N3O2.HCl requires: C, 65.31; H, 4.93; N, 11.42%.

Provenance & Evidence