1-(1,3-Dioxaindan-5-yl)-2-bromoethan-1-one → HCID 11335851, compound

Participants

Reaction Steps

A stirred mixture of 6-cyclopropylmethoxypyridazin-3-amine (110 mg), 2-bromo-1-(3,4-methylenedioxyphenyl]ethanone (162 mg), sodium hydrogen carbonate (84 mg, 1 mmol) and ethanol (5 mL) was heated under reflux for 3 hours. Sodium hydrogen carbonate (56 mg) was added and the mixture was refluxed for a further 0.5 hour. The mixture was evaporated. The residue was extracted with chloroform (50 mL) and the extract washed with saturated, aqueous, sodium chloride solution (50 mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica gel. Elution with 1-3% methanol in dichloromethane afforded Compound 43 (162 mg). 1H n.m.r. (CDCl3) δ 0.33-0.43, m, 2H; 0.62-0.72, m, 2H; 1.22-1.44, m, 1H; 4.13, d, 2H; 6.0, s, 2H; 6.72, d, 1H; 6.86, d, 1H; 7.38, s, 1H; 7.40, d, 1H; 7.78, d, 1H; 7.90, s, 1H.

Provenance & Evidence