Trifluoroacetic acid → HCID 178526776, compound

Participants

Reaction Steps

A solution of 1.0 g (2.28 mmol) of 3-nitro-6-tritylsulfanylimidazo[1,2-b]pyridazine in 10 ml of anhydrous dichloromethane is treated with 0.73 ml (4.56 mmol) of triethylsilane and 1.0 ml (13 mmol) of trifluoroacetic acid under an argon atmosphere and stirred at room temperature for 3 h. 10 ml of 2N sodium hydroxide solution is then added and the mixture is extracted with 3×20 ml of ethyl acetate. The aqueous phase is then adjusted to pH 2 using hydrochloric acid and subsequently extracted with 3×20 ml of ethyl acetate. The organic extracts are washed with 20 ml of water, dried over magnesium sulfate and concentrated. The residue is crystallized by addition of a little diethyl ether. 0.34 g (76%) of the title compound is isolated as a pale yellow solid. M.p. 175-177° C.

Provenance & Evidence