4(1H)-Pyrimidinone, 5-methoxy-2-methyl- (9CI) synthesis

Yield:698-35-1 56.2%

Reaction Conditions:

with sodium in diethyl ether;ethanol;

Steps:

2 4-hydroxy-2-methyl-5-methoxypyrimidine

Example 2 4-hydroxy-2-methyl-5-methoxypyrimidine A modified form of the Maccoss Malcolm EP 330263 process was used. To a suspension of sodium (4.88 g 0.212 at-gr) in 300 ml of ethyl ether was added dropwise over 1 hour a mixture of 25 g (0.212 mol) of ethylmethoxyacetate and 23.5 g (0.23 mol) of ethyl formate. At the end of the addition, the reaction was refluxed under a N₂ atmosphere for 2 hours and thereafter at room temperature overnight. The solvent was removed by decantation and the residue was washed with 3 x 100 ml of ethyl ether. The residue was dissolved in 250 ml of ethanol and 20 g (0.212 mol) acetamidine chloride were added. The mixture was refluxed for 6 hours. It was cooled to room temperature and the salts were filtered. The filter liquors were concentrated to dryness and chromatographed on silica gel, eluding with dichloromethane/ethanol 7/3, yielding 16.7 g of a white solid (56.2%).

References:

EP714896,1996,A1