3-Formyl-4-methoxypyridine → (1S,2S,3R,4R)-3-[6-Chloro-2-(4-methoxy-pyridin-3-yl)-3H-imidazo[4,5-b]pyridine-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 4-methoxy-pyridine-3-carbaldehyde were reacted to produce the title compound (89%). 1H NMR (d-6 DMSO): 13.16 (br s, 1H), 9.19 (s, 1H), 8.81 (s, 1H), 8.10 (s, 1H), 7.83 (s, 1H), 7.70 (m, 2H), 7.28 (s, 1H), 6.40 (s, 1H), 6.38 (s, 1H), 5.10 (t, J=7 Hz, 1H), 4.21 (s, 3H), 2.92 (s, 1H), 2.85 (s, 1H), 2.63 (d, J=8 Hz, 1H), 2.23 (d, J=8 Hz, 1H), 1.41 (d, J=8 Hz, 1H). MS: 411.14 (M+H). HPLC retention time: 1.60 minutes (G Method)

Provenance & Evidence