Acetic Acid → 3-Methoxy-4-[2-(4-methyl-1,3-thiazol-2-yl)-3-oxobut-1-en-1-yl]benzonitrile

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Reaction Steps

400 mg (2.48 mmol) of the compound from example 3A and 424 mg (2.73 mmol) of the compound from example 4A are dissolved in 10 ml of dichloromethane, and 0.245 ml (2.48 mmol) of piperidine and 0.142 ml (2.48 mmol) of acetic acid are added. The reaction mixture is heated under reflux with an inverse water trap overnight. The volatile components are then removed in a rotary evaporator, and the crude product is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 390 mg (53% of theory) of the title compound are obtained as a mixture of the E/Z isomers.

Provenance & Evidence