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

Participants

Reaction Steps

500 mg (3.10 mmol) of the compound from example 3A and 632 mg (3.41 mmol) of the compound from example 13A are dissolved in 15 ml of dichloromethane, and 0.307 ml (3.10 mmol) of piperidine and 0.178 ml (3.10 mmol) of acetic acid are added. The reaction mixture is heated under reflux with an inverse water trap overnight. The volatile components are 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). 200 mg (20% of theory) of the title compound are obtained as a mixture of the E/Z isomers.

Provenance & Evidence