(4-(Aminomethyl)phenyl)boronic acid → 1-{3-[3-(4-Aminomethyl-phenyl)-imidazo[1,2-b]pyridazin-6-ylamino]-propyl}-pyrrolidin-2-one

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Reaction Steps

The 1-(3-((3-bromoimidazo[1,2-b]pyridazin-6-yl)amino)propyl)pyrrolidin-2-one was also coupled to (4-(aminomethyl)phenyl)boronic acid using the Suzuki coupling conditions described in example 5.6.19 to obtain the titled product in 64% yield. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.94-2.09 (m, 4H) 2.33-2.43 (m, 2H) 3.36-3.53 (m, 6H) 4.16 (s, 2H) 6.74 (d, J=9.60 Hz, 1H) 7.57 (m, J=8.34 Hz, 2H) 7.65 (d, J=9.60 Hz, 1H) 7.81 (s, 1H) 8.25 (m, J=8.34 Hz, 2H); LRMS (ESI) m/e 365.0 [(M+H)+, calcd for C20H24N6O 364.0].

Provenance & Evidence