Methyl iodide → HCID 15581183, compound

Reaction equation

[Na].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[CH2:8][C:9]3[CH:15]=[C:14]([CH:16]([C:20]#[N:21])[C:17]([CH3:19])=[O:18])[CH:13]=[CH:12][C:10]=3[O:11][C:3]=12.[CH3:22]I>CN(C)C=O>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[CH2:8][C:9]3[CH:15]=[C:14]([C:16]([C:20]#[N:21])([CH3:22])[C:17](=[O:18])[CH3:19])[CH:13]=[CH:12][C:10]=3[O:11][C:3]=12

Participants

Procedure

2.9 g of sodium salt of 1-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)-1-cyano-acetone is dissolved in 15 ml of dried dimethylformamide, 1.6 g of methyl iodide is added to the solution with stirring, and the mixture is stirred at room temperature for 1.5 hours. The reaction mixture is concentrated, and water is added to the oily residue. The crystalline precipitate is filtered off and recrystallized from ethanol to give 2.2 g of 3-(5H-[1]-benzopyrano[2,3-b]pyridin-7-yl)-3-cyano-2-butanone as white needles melting at 163.5°-164.5°C.