Dichloromethane → HCID 89876177, compound

Participants

Reaction Steps

A solution of SO2Cl2 (47 μl, 0.583 mmol) in DCM (2 mL) is added dropwise to a solution of 4-(3-bromoindol-1-yl)-5-methoxy-2,6-dimethyl-pyridazin-3-one (203 mg, 0.583 mmol) in DCM (6 mL) at 0° C. The solution went pale yellow. After stirring for 5 min the cooling bath is removed and the resulting reaction mixture stirred at ambient temperature for 2 h. The reaction mixture is shaken well with a solution of NaHCO3. The layers are separated and the aqueous layer extracted with DCM (3×20 mL). The combined DCM layers were filtered through MgSO4 and concentrated in vacuo. The resulting solid was purified by flash chromatography (combiflash, 0 to 10% DCM/EtOAc) to yield the desired product 5-methoxy-2,6-dimethyl-4-(2-chloro-3-bromoindol-1-yl)pyridazin-3-one (194 mg, 0.507 mmol, 87% Yield).

Provenance & Evidence