Water → HCID 86753175, compound

Participants

Reaction Steps

2.0 g (0.017 mol) of 3-cyano-2-pyridone (Brana, Rodriguez, J. Heterocycl. Chem., 1297 (1982)) are dissolved in 30 ml of absolute N,N-dimethylformamide, and 0.56 g (0.019 mol) of sodium hydride (80% suspension) are added at 0° C. After the mixture has been stirred for 20 minutes, a solution of 2.75 g (0.017 mol) of 2-chloro-5-chloromethyl pyridine in 10 ml of absolute acetonitrile is added dropwise, and the mixture is stirred for 3 hours at room temperature. The reaction mixture is then poured into 400 ml of water and extracted using ethyl acetate, and the organic phase is dried over magnesium sulphate and then distilled to dryness. The residue is stirred with a little diethyl ether and filtered off with suction. In this manner, 3.2 g of 1-(2'-chloropyridin-3-yl)-3-cyano-2-pyridone of melting point 145° C. are obtained.

Provenance & Evidence