Ammonia → 2-[8-(1-Ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazin-3-yl]-thieno[3,2-b]pyridine-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

50 mg of 3-(3-Bromo-thieno[3,2-b]pyridin-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.12 mmol) and 32 mg of copper (I) cyanide (0.36 mmol) are placed into a reaction vial with 2.0 ml of dry DMF. The vial is capped with a Teflon cap and heated at 120° C. overnight. The reaction mixture is applied onto a silica-gel chromatography column (1st column; Hexane:AcOEt=5:1, 2nd column; Hexane:AcOEt:2M NH3 in MeOH=20:4:1) to give 7.2 mg of the title compound (16%). mass spectrum (m/e): 376; 1H-NMR (CDCl3): 8.86 (m, 1H), 8.22 (m, 1H), 7.40 (dd, 1H, J=8.2 Hz, 4.6 Hz), 6.83 (s, 1H), 3.32 (m, 1H), 2.73 (s, 3H), 2.60 (s, 3H), 1.85 (m, 4H), 0.88 (t, 6H, J=7.5 Hz) ppm.

Provenance & Evidence