Potassium Carbonate → HCID 86696390, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ((3-bromo-imidazo[1,2-b]pyridazin-6-yl)-[2-(2-methoxy-phenoxy)-ethyl]-amine (75 mg, 0.21 mmol), (4-aminomethylphenyl)boronic acid hydrochloride (51 mg, 0.27 mmol), K2CO3 (87 mg, 0.63 mmol) and dichlorobis(triphenylphosphine)palladium(II) (7.4 mg, 0.011 mmol) in MeCN/water (3.2 ml/0.8 ml) was heated in a microwave at 150° C. for 15 min. The reaction mixture was diluted with MeOH (3 ml) and filtered. The filtrate was subjected to preparative HPLC to give the titled compound as AcOH salt (59.6 mg). 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.93 (s, 3H) 3.76-3.83 (m, 5H) 4.13 (s, 2H) 4.26 (t, J=5.56 Hz, 2H) 6.77 (d, J=9.60 Hz, 1H) 6.85-6.99 (m, 4H) 7.51 (d, J=8.34 Hz, 2H) 7.65 (d, J=9.60 Hz, 1H) 7.79 (s, 1H) 8.21 (d, J=8.34 Hz, 2H). LRMS (ESI) m/z 390.2 [(M+H)]+, calc'd for C22H23N5O2: 389.46.

Provenance & Evidence