Acetyl chloride → 3-(4-(aminomethyl)-3-fluorophenyl)-N-butylimidazo[1,2-b]pyridazin-6-amine HCl salt

Participants

Reaction Steps

The solution of tert-butyl 4-(6-(butylamino)imidazo[1,2-b]pyridazin-3-yl)-2-fluorobenzylcarbamate (91 mg, 0.22 mmol) was cooled to 0° C. and treated with acetyl chloride (518 mg, 6.6 mmol). The reaction was maintained at room temperature for overnight. The resulting solution was concentrated under reduced pressure to afford 3-(4-(aminomethyl)-3-fluorophenyl)-N-butylimidazo[1,2-b]pyridazin-6-amine HCl salt (75 mg, 88% yield) as a white solid: 1H NMR (METHANOL-d4) δ: 8.38 (s, 1H), 8.23 (d, J=11.4 Hz, 1H), 8.05 (d, J=7.8 Hz, 1H), 8.00 (d, J=9.9 Hz, 1H), 7.74 (t, J=7.8 Hz, 1H), 7.30 (d, J=9.9 Hz, 1H), 4.31 (s, 2H), 3.43 (t, J=7.1 Hz, 2H), 1.65-1.84 (m, 2H), 1.42-1.59 (m, 2H), 1.01 (t, J=7.3 Hz, 3H); LRMS (ESI) m/e 314.4 [(M+H)+, calcd for C17H21FN5 314.2].

Provenance & Evidence