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

Participants

Reaction Steps

In a similar fashion to Compound LXXXVII, (1S,2S,3R,4R)-3-(2,3-Diamino-5-bromo-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (50 mg, 0.148 mmol) and 4-Methoxy-pyridine-3-carbaldehyde (22.3 mg, 0.163) were reacted to produce 29 mg (43%) of the title compound. mp: 160° C., 1H NMR (300 MHz, DMSO-d6): 12.69 (s, 1H), 9.11 (s, 1H), 8.54 (d, J=8 Hz, 1H), 8.07 (s, 1H), 7.74 (s, 1H), 7.27 (d, J=8 Hz, 1H), 7.21 (s, 1H), 7.17 (d, J=9 Hz, 1H), 6.35 (s, 2H), 5.26 (t, J=8 Hz, 1H), 4.02 (s, 3H), 3.38 (q, J=8 Hz, 1H), 3.32 (s, 1H), 2.89 (s, 1H), 2.78 (s, 1H), 2.63 (d, J=8 Hz, 1H), 2.26 (d, J=8 Hz, 1H), 1.40 (d, J=8 Hz, 1H), 1.09 (t, J=8 Hz, 1H). MS: 455, 457 (M+H), HPLC: 1.64 min (G method).

Provenance & Evidence