Sodium Hydroxide → 1-(3-Cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid

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Reaction Steps

Ethyl 1-(3-cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylate was dissolved in EtOH and treated with 1 M NaOH, as for example 1, step C, to hydrolyse the ester to give 1-(3-cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid as a white solid (100%), used directly in the next step. 1H NMR [(CD3)2SO, 400 MHz] δ 13.10 (v br s, 1H), 9.72 (br s, 1H), 8.48 (s, 1H), 7.76 (dd, J=10.1, 1.9 Hz, 1H), 7.60 (dd, J=8.4, 0.9 Hz, 1H), 7.30 (t, J=8.5 Hz, 1H), 5.49 (s, 1H), 3.95 (t, J=7.1 Hz, 2H), 2.52 (t, J=7.2 Hz, 2H), 1.93 (pentet, J=7.2 Hz, 2H). HRMS (FAB+) calcd C16H14FIN3O3 (MH+) 442.0064, found 442.0060.

Provenance & Evidence