Hydrochloric Acid → HCID 68556702, compound

Participants

Reaction Steps

Hydrochloric acid in methanol (1.25 M, 5 mL) was added to the (E)-[2-(3-{4-[1-(4-bromo-phenylcarbamoyl)-3-({1S,4S}-2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-propyl]-phenyl}-acryloylamino)-phenyl]-carbamic acid tert-butyl ester residue, the mixture was stirred for about 4 h, and then NaHCO3 was added to the reaction system. After filtration of solids, the crude mixture was purified by preparative HPLC to obtain light yellow solid. MS: calc'd 575 (MH+), exp 575 (MH+). 1H NMR (d6-DMSO, 400 MHz), 10.25 (d, 1H, J=8.8 Hz), 9.40 (s, 1H), 7.59-7.45 (broad m, 9H), 7.39 (d, 1H, J=8.0 Hz), 6.94-6.85 (m, 2H), 6.75 (d, 1H, J=8.0 Hz), 6.58 (t, 1H, J=8.0 Hz), 4.95 (s, 1H), 4.31 (s, 1H), 3.85-3.78 (broad m, 2H), 3.47-3.42 (broad m, 2H), 2.78 (broad s, 1H), 2.43-2.20 (broad m, 3H), 1.78-1.54 (broad m, 3H).

Provenance & Evidence