4-(4-Methylpiperazin-1-yl)benzaldehyde → (1S,2S,3R,4R)-3-{6-Chloro-2-[4-(4-methyl-piperazin-1-yl)-phenyl]-3H-imidazo[4,5-b]pyridine-7-ylamino}-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide trifluoroacetic acid salt

Participants

Reaction Steps

In the same fashion as for Compound III, (1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide and 4-(4-Methyl-piperazin-1-yl)-benzaldehyde were reacted to produce the title compound (88%). 1H NMR (d-chloroform): 15.58 (br s, 1H) 8.36 (d, J=9 Hz, 1H), 8.00 (d, J=9 Hz, 2H), 7.78 (s, 1H), 7.02 (d, J=9 Hz, 2H), 6.48 (m, 1H), 6.41 (m, 1H), 5.99 (s, 1H), 5.61 (s, 1H), 5.35 (t, J=9 Hz, 1H), 3.38-3.93 (m, 8H), 3.17 (s, 1H), 3.04 (m, 1H), 3.02 (s, 1H), 2.91 (s, 3H), 2.69 (d, J=9 Hz, 1H), 2.31 (d, J=9 Hz, 1H), 1.67 (d, J=9 Hz, 1H). MS: 479.11 (M+H). HPLC retention time: 1.81 minutes (G Method).

Provenance & Evidence