Chlorosuccinimide → HCID 11210651, compound

Participants

Reaction Steps

A stirred mixture of 2-[4-(2-methoxyethoxy)phenyl]-6-propoxyimidazo[1,2-b] pyridazine (164 mg, 0.50 mmol), N-chlorosuccinimide (67 mg, 29.4 mmol) and chloroform (3 mL) was heated under reflux for 1.5 hours. The mixture was cooled and washed with saturated aqueous sodium bicarbonate solution, dried (MgSO4) and evaporated. The residue was purified by radial chromatography on silica gel. Elution with 0-2% methanol in dichloromethane afforded Compound 91 (158 mg, 87%) as an off-white solid. 1H n.m.r. (CDCl3) δ 1.07, t, J=7.5 Hz, 3H; 1.75-2.0, m, 2H; 3.47, s, 3H; 3.78, t, J=4 Hz, 2H; 4.19, t, J=4 Hz, 2 H; 4.38, t, J=6.5 Hz, 2H; 6.74, d, J=9.5 Hz, 1H; 7.04, d, J=8.5 Hz, 2H; 7.81, d, J=9.5 Hz, 1H; 8.06, d, J=8.5 Hz, 2H. Mass spectrum (APCI+) m/z 362/364 (M+H, 100%).

Provenance & Evidence