Patent ID: 7507738

Claim:
A method of making a 5-protected aminopyrimidine compound represented by (5) or salt thereof: wherein P 1 is a hydrogen atom or a benzyl group, P 2 is a urethane type protecting group or an acyl type protecting group when P 1 is a hydrogen atom, or a benzyl group when P 1 is a benzyl group, or P 1 and P 2 are linked to show a phthaloyl group, and R 2 is an alkyl group optionally having substituents, an aryl group optionally having substituents, an aralkyl group optionally having substituents, or a group represented by a formula selected from the group consisting of formula (a), the formula (b), and formula (c): wherein R 4 is an alkyl group optionally having substituents, an aryl group optionally having substituents or an aralkyl group optionally having substituents, R 5 is a hydrogen atom, an alkyl group optionally having substituents, an aryl group optionally having substituents or an aralkyl group optionally having substituents, wherein said method comprises (i) reacting a glycine compound of formula (1): wherein R 1 is an alkyl group and P 1 and P 2 are as defined above, with a compound selected from the group consisting of t-butoxybisdimethylaminomethane, dimethylformamidedimethylacetal, and dimethylformamidediethylacetal to produce a dialkylaminomethylene compound of formula (2): wherein P 1 , P 2 and R 1 are as defined above, X 1 and X 2 are each independently a methyl group or an ethyl group; (ii) reacting said dialkylaminomethylene compound of formula (2) in the presence of an acid to produce a hydroxymethylene compound of formula (3): wherein P 1 , P 2 and R 1 are as defined above and M is a hydrogen atom or an alkali metal; and (iii) reacting said hydroxymethylene compound of formula (3) with an amidine compound of formula (4): wherein R 2 is as defined above, or a salt thereof, to produce the 5-protected aminopyrimidine compound represented by (5) or salt thereof.