HCID 68839933, compound → HCID 57932956, compound

Participants

Reaction Conditions

Reaction Steps

To a flask containing 8-(1-ethyl-propyl)-3-(5-iodo-3-methoxy-thiophen-2-yl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.45 g, 0.99 mmol) and PdCl2(dppf) (0.057 g, 0.078 mmol) is added a 0.5 M solution of 2-thiazolylzinc bromide (9.9 mL, 4.94 mmol). The solution is heated at 65° C. overnight, diluted with EtOAc (50 mL), washed with sat. NH4Cl (50 mL), dried over MgSO4, filtered and concentrated. The residue is purified by ISCO column chromatography (15%-20% EtOAc/hexane gradient) furnish the title compound (0.29 g, 0.70 mmol, 71%). 1H NMR (CDCl3) δ0.86 (t, J=7.5 Hz, 6H), 1.72-1.90 (m, 4H), 2.51 (s, 3H), 2.53 (s, 3H), 3.28-3.37 (m, 1H), 3.93 (s, 3H), 6.67 (s, 1H), 7.28 (d, J=3.3 Hz, 1H), 7.41 (s, 1H), 7.80 (d, J=3.3 Hz, 1H). LC/MS (m/z): calcd. for C21H24N4OS2 (M+H)+: 413.6; found: 414.3.

Provenance & Evidence