Acetic Anhydride → HCID 178473827, compound

Participants

Reaction Steps

(1S,2S,3R,4R)-3-[6-Chloro-2-(1-piperidin-4-yl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridine-7-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (100 mg, 0.20 mmol) and acetic anhydride (45.1 mg, 0.442 mmol) were combined in pyridine (1 mL) and stirred at ambient temperature overnight. The mixture was concentrated and the crude product was purified employing reverse phase chromatography (Gilson) to afford following lyophilization of desired fractions a white lyophilate—the title compound (100%). 1H NMR (d-chloroform): 8.38 (d, J=8 Hz, 1H), 8.12 (s, 2H), 7.80 (s, 1H), 6.48 (m, 1H), 6.43 (m, 1H), 5.81 (br s, 1H), 5.40 (br s, 1H), 5.35 (m, 1H), 4.81 (m, 1H), 4.47 (m, 1H), 4.04 (m, 1H), 3.31 (t, J=8 Hz, 1H), 3.17 (s, 1H), 3.03 (s, 1H), 2.82 (m, 1H), 2.65 (m, 1H), 2.36-1.98 (m, 8H), 1.67 (d, J=8 Hz, 1H), 1.26 (d, J=8 Hz, 1H). MS: 494.9 (M+H). HPLC retention time: 1.88 minutes (G Method).

Provenance & Evidence