Sodium hydride → HCID 178494685, compound

Participants

Reaction Steps

The 4-methyl-2-morpholino-5-pyrimidinol (D represents methyl) can be prepared by reacting methyl methoxyacetate with sodium hydride in toluene and the product is then reacted with 4-morpholinecarboximidamide sulfate to give 5-methoxy-6-methoxymethyl-2-morpholino-4-pyrimidinol. This latter compound is converted to 4-chloro-5-methoxy-6-methoxymethyl-2-morpholinopyrimidine by reaction with phosphorus oxychloride. The ring chlorine and the methoxy group in the methoxymethyl group are replaced with hydrogen on reduction with zinc in 1 normal NaOH and reaction with sodium ethylmercaptide in dimethylformamide then yields the desired pyrimidinol.

Provenance & Evidence