HCID 13220427, compound → HCID 57752687, compound

Participants

Reaction Conditions

Reaction Steps

80 mg of 3-Chloro-thieno[3,2-b]pyridine (0.47 mmol) is dissolved in 3.0 ml of dry THF and cooled to −78° C. 0.19 ml of n-BuLi (0.47 mmol) is added slowly and stirred at −78° C. for 10 min. 0.94 ml of 0.5M ZnCl2 in THF (0.47 mmol) is added at −78° C. and stirred at room temperature for 10 min. 161 mg of 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.47 mmol) and 22 mg of PdCl2(dppf) (0.03 mmol) are added and the vial is capped with a Teflon cap and heated at 80° C. overnight. The reaction mixture is concentrated and applied onto a silica-gel chromatography column (Hexane:AcOEt:2M NH3 in MeOH=20:4:1) to give 84 mg of the title compound (47%). mass spectrum (m/e): 385; 1H-NMR (CDCl3): 8.84 (d, 1H, J=4.7 Hz), 8.20 (d, 1H, J=8.3 Hz), 7.38 (dd, 1H, J=4.7 Hz, 8.3 Hz), 6.76 (s, 1H), 3.34 (m, 1H), 2.56 (s, 3H), 2.52 (s, 3H), 1.85 (m, 4H), 0.89 (t, 6H, J=7.4 Hz) ppm.

Provenance & Evidence