3-Methoxybenzaldehyde → (1S,2S,3R,4R)-3-[6-Chloro-2-(3-methoxy-phenyl)-3H-imidazo[4,5-b]pyridin-7-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide

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 3-methoxybenzaldehyde were reacted to produce the title compound (34%). 1H NMR (d-chloroform): 15.77 (br s, 1H) 8.43 (d, J=8 Hz, 1H), 7.80 (s, 1H), 7.67 (s, 1H), 7.66 (m, 1H), 7.44 (t, J=8 Hz, 1H), 7.04 (d, J=8 Hz, 1H), 6.51 (m, 1H), 6.42 (m, 1H), 5.93 (br s, 1H), 5.55 (br s, 1H), 5.36 (t, J=8 Hz, 1H), 3.93 (s, 3H), 3.17 (s, 1H), 3.05 (s, 1H), 2.69 (d, J=8 Hz, 1H), 2.32 (d, J=9 Hz, 1H), 1.67 (d, J=9 Hz, 1H). MS: 466.07 (M+H). HPLC retention time: 2.42 minutes (G Method).

Provenance & Evidence