Dimethyl Sulfate → HCID 11431603, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-(2-bromo-4-isopropyl-phenyl)-6-methyl-1-(1-propyl-butyl)-1H-1,5,7b-triaza-cyclopenta[cd]inden-2-ylideneamine hydrochloride (350 mg) and dimethylsulfate (866 mg) in tetrahydrofuran (3.5 mL) was added NaH (60% in oil, 139 mg) and heated at 65° C. for 1 hour. After addition of water, the reaction mixture was poured into 2.5 M NaOH aqueous solution, extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by a silica gel column chromatography (silica gel: Wako Gel (C200), eluent: chloroform/ethyl acetate=10:1) to give [4-(2-bromo-4-isopropyl-phenyl)-6-methyl-1-(1-propyl-butyl)-1H-1,5,7b-triaza-cyclopenta[cd]inden-2-ylidene]-methyl-amine (135 mg)

Provenance & Evidence