1-Boc-piperidine-3-carboxaldehyde → 3-[7-((1R,2R,3S,4S)-3-Carbamoyl-bicyclo[2.2.1]hept-5-en-2-ylamino)-6-chloro-3H-imidazo[4,5-b]pyridine-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

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-formyl-piperidine-1-carboxylic acid tert-butyl ester were reacted to produce the title compound (65%). 1H NMR (d-chloroform): 15.20 (br s, 1H), 8.42 (m, 1H), 7.83 (s, 1H), 6.45 (m, 1H), 6.38 (m, 1H), 5.90 (m, 1H), 5.64 (s, 1H), 5.25 (m, 1H), 4.03 (m, 1H), 2.80-3.25 (m, 5H), 2.62 (t, J=8 Hz, 1H), 2.39 (d, J=10 Hz, 2H), 1.32-2.00 (m, 14H). MS: 488.07 (M+H). HPLC retention time: 2.67 minutes (G Method).

Provenance & Evidence