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

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Reaction Steps

Prepared from 3,6-dichloroimidazo[1,2-b]pyridazine and 3-morpholinopropylamine according to general procedure 3. The free base was converted to the HCl salt with 2N HCl in Et2O to provide the title compound (153 mg, 57%) as a white solid; 1H NMR (500 MHz, CD3OD) δ 7.60 (d, J=9.7 Hz, 1H), 7.39 (s, 1H), 6.70 (d, J=9.7 Hz, 1H), 3.90 (br, 4H), 3.53 (t, J=6.7 Hz, 2H), 3.35-3.27 (m, 6H), 2.20-2.14 (m, 2H): 13C NMR (75 MHz, CD3OD) δ 155.8, 137.2, 127.9, 126.1, 115.6, 114.7, 65.2, 56.8, 53.4, 39.6, 24.5; HPLC tR=8.9 min (Synergi), >99%; ES-MS: (M+H)=332 m/z.

Provenance & Evidence