Methyl iodide → HCID 13259338, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.7 g of 1-(m-trifluoromethylphenyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine and 10 ml of dimethylformamide was added 0.13 g of sodium hydride. To this was added a mixture of 5.1 g of methyl iodide and 5 ml of dimethylformamide, dropwise under cooling, and immediately the resulting mixture was heated for 1.5 hour in an oil bath maintained at 100° C. After the reaction was complete, the solvent was distilled off under reduced pressure to leave a residue, to which was added ice-cold water. This residue was extracted with ether, washed and dehydrated. Separation and purification were accomplished by passing the solution through a column of alumina, and the eluate obtained was concentrated to give 0.6 g of 1-(m-trifluoromethylphenyl)-3-methyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine as colorless prisms, melting at 122° - 124° C.

Provenance & Evidence