Hydrochloric Acid → (E)-N1,N1-Diethyl-N2-(3-(hex-1-enyl)imidazo[1,2-b]pyridazin-6-yl)ethane-1,2-diamine hydrochloride

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Reaction Steps

Prepared from the product of step A and (E)-1-hexeneboronic 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 (74 mg, 59%) as a brown solid; 1H NMR (500 MHz, CD3OD) δ 7.74 (d, J=9.6 Hz, 1H), 7.62 (s, 1H), 6.85 (d, J=9.6 Hz, 1H), 6.71-6.62 (m, 2H), 3.83 (t, J=6.3 Hz, 2H), 3.51 (t, J=6.4 Hz, 2H), 3.34 (q, J=7.0 Hz, 4H), 2.32-2.39 (m, 2H), 1.54-1.48 (m, 2H), 1.46-1.40 (m, 2H), 1.38-1.34 (t, J=7.3 Hz, 6H), 0.96 (t , J=7.3 Hz, 3H); 13C NMR (125 MHz, CD3OD) δ 155.7, 136.6, 135.3, 129.5, 125.7, 125.1, 115.8, 115.4, 51.0, 37.6, 34.4, 32.7, 23.4, 14.3, 9.2 (one signal overlapping with solvent); HPLC tR=9.3 min (Luna), 96.7%; ES-MS: (M+H)=316 m/z.

Provenance & Evidence