Nitrogen → HCID 57932899, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2,6-dimethyl-imidazo[1,2-b]pyridazine (0.32 g, 2.17 mmol), 5-(5-bromo-4-chloro-thiophen-2-yl)-1-methyl-1H-[1,2,4]triazole (0.72 g, 2.61 mmol), Cs2CO3 (1.49 g, 4.57 mmol) and DMF (6 mL) is de-gassed for 15 minutes with N2. Pd(OAc)2 (0.024 g, 0.11 mmol) and PPh3 (0.057 g, 0.22 mmol) are added and the solution is heated at 135° C. for 4 hours. The solution is diluted with CH2Cl2 (50 mL), washed with sat. NH4Cl (2×50 mL), water (50 mL), filtered and concentrated. The residue is purified by ISCO flash chromatography (30%-100% EtOAc gradient) furnish the title compound (0.29 g, 0.84 mmol, 39%). 1H NMR (CDCl3) δ 2.49 (s, 3H), 2.50 (s, 3H), 4.10 (s, 3H), 6.92 (d, J=9.2 Hz, 1H), 7.44 (s, 1H), 7.74 (d, J=7.5 Hz, 1H), 7.85 (s, 1H). LC/MS (m/z): calcd. for C15H13ClN6S (M+H)+: 345.1; found: 345.2.

Provenance & Evidence