Hydrochloric Acid → HCID 11464600, compound

Participants

Reaction Steps

1-(3-{[tert-Butyl(dimethyl)silyl]oxy}propyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide was dissolved in EtOH and treated with 1 M HCl, as for example 22, step D, deprotecting the t-butyldimethylsilyl ether to give 4-(2-fluoro-4-iodoanilino)-1-(3-hydroxypropyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide as a white solid which was recrystallised from EtOAc/MeOH (86%), m.p. (EtOAc/MeOH) 220-223° C. 1H NMR [(CD3)2SO, 400 MHz] δ 10.40 (s, 1H), 8.29 (s, 1H), 7.91 (br s, 1H), 7.72 (dd, J=10.2, 1.8 Hz, 1H), 7.56 (br d, J=8.4 Hz, 1H), 7.46 (br s, 1H), 7.30 (t, J=8.5 Hz, 1H), 5.56 (s, 1H), 4.58 (t, J=5.1 Hz, 1H), 3.86 (t, J=7.2 Hz, 2H), 3.41 (q, J=5.7 Hz, 2H), 1.79 (pentet, J=6.6 Hz, 2H). Anal. Calcd for C15H15FIN3O3: C, 41.8; H, 3.5; N, 9.8. Found: C, 42.0; H, 3.4; N, 9.6.

Provenance & Evidence