(5-Acetylthiophen-2-yl)boronic acid → HCID 86696381, compound

Participants

Reaction Steps

The reaction of 3-bromo-N-(3-(2-methylpiperidin-1-yl)propyl)imidazo[1,2-b]pyridazin-6-amine with (5-acetylthiophen-2-yl)boronic acid, under the Suzuki coupling condition described in example 5.6.19, afforded the desired compound in 71% yield. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.34 (d, J=6.57 Hz, 3H) 1.45-1.59 (m, 1H) 1.67-1.96 (m, 5H) 2.13-2.31 (m, 2H) 2.60 (s, 3H) 2.74 (dd, J=10.86, 4.80 Hz, 1H) 2.83-2.95 (m, 1H) 3.11 (br. s., 1H) 3.17-3.31 (m, 1H) 3.34-3.46 (m, 1H) 3.53-3.72 (m, 2H) 6.72 (d, J=9.85 Hz, 1H) 7.56 (d, J=4.04 Hz, 1H) 7.64-7.73 (m, 2H) 7.94 (s, 1H); LRMS (ESI) m/e 398.0 [(M+H)+, calcd for C21H27N5OS 397.0].

Provenance & Evidence