Hydrochloric Acid → HCID 69430048, compound

Participants

Reaction Steps

To the solution of 5-[3-(4-chlorophenyl)-2-(2-chlorophenyl)-2H-pyrazolo[4,3-d]pyrimidin-7-yl]-2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 2A-46 (595 mg, 1.11 mmol) in dioxane (8 ml) was added HCl (2.22 ml, 4 N in dioxane, 8.88 mmol). The reaction mixture was stirred for 3 hours under nitrogen at room temperature. Then, the reaction mixture was concentrated and co-evaporated with diethyl ether (25 ml). The residue was further dried in a drying pistol under vacuum at 65° C. to give Rac-(S,S)-3-(4-chlorophenyl)-2-(2-chlorophenyl)-7-(2,5-diazabicyclo[2.2.1]hept-2-yl)-2H-pyrazolo[4,3-d]pyrimidine HCl salt 4A-1 (522 mg, 92%): MS: 437.1 (M+1)+; 1H NMR (400 MHz, CD3OD) δ 8.6 (d, J=6.2 Hz, 1H), 7.7 (dd, J=15.8, 7.1 Hz, 1H), 7.6 (m, 2H), 7.5 (m, 1H), 7.4 (dd, J=8.3, 3.3 Hz, 2H), 7.3 (t, J=7.5 Hz, 2H), 6.3 (s, 0.5H), 5.8 (s, 0.5H), 4.7 (m, 1H), 4.6 (d, J=13.7 Hz, 0.5H), 4.5 (dd, J=13.7, 2.5 Hz, 0.5H), 4.2 (ddd, J=29.5, 14.1, 1.7 Hz, 1H), 3.6 (m, 2H), 2.5 (dd, J=24.0, 12.0 Hz, 1H), 2.3 (t, J=11.2 Hz, 1H).

Provenance & Evidence