Hydrochloric Acid → 3-Cyclohexenyl-N-(3-morpholinopropyl)imidazo[1,2-b]pyridazin-6-amine hydrochloride

Participants

Reaction Steps

Prepared from the product of step A (example 16) and 1-cyclopenteneboronic acid according to general procedure 2. The free base was converted to the HCl salt with 2N HCl in Et2O to provide the title compound (82 mg, 75%) as a brown solid; 1H NMR (500 MHz, CD3OD) δ 7.66 (d, J=9.7 Hz, 1H), 7.47 (s, 1H), 7.13-7.12 (m, 1H), 6.78 (d, J=9.7 Hz, 1H), 3.89-3.87 (m, 4H), 3.49 (t, J=6.4 Hz, 2H), 3.21-3.17 (m, 6H), 2.51-2.49 (m, 2H), 2.32-2.30 (m, 2H), 2.17-2.12 (m, 2H), (1.84-1.81 (m, 2H), 1.75-1.70 (m, 2H); 13C NMR (75 MHz, CD3OD) δ 155.4, 137.2, 131.1, 128.3, 126.6, 126.2, 124.8, 115.0, 65.4, 57.0, 53.6, 39.9, 27.9, 26.7, 24.3, 23.8, 23.2; HPLC tR=9.1 min (Synergi), 98%; ES-MS: (M+H)=342 m/z.

Provenance & Evidence