Method of producing dihydroxypyrimidine derivatives

Details Method of producing dihydroxypyrimidine derivatives Method of producing dihydroxypyrimidine derivatives

C - Chemistry, Metallurgy

12

P

C12P 17/12 (2006.01) C07D 239/54 (2006.01) C12P 13/02 (2006.01)

Patent

CA 2227949

The invention concerns a novel method of producing dihydroxypyrimidine derivatives of general formula (I), in which R1 and R2 are identical or different and designate a hydrogen atom, a C1 - C4 alkyl group or an aryl group. In the first step, as a substrate, a compound of general formula (II), in which R2 has the above meaning and R3 designates -CN or COOR4, R4 being a C1 - C4 alkyl group, is converted by microorganisms of the Rhodococcus species into a malonic acid derivative of general formula (III), in which R2 has the above meaning and R5 designates a C1 - C4 alkoxy group or -NH2, and this derivative is then cyclized in the second step with a carboxylic acid amide of general formula (IV), in which R1 has the above meaning, in the presence of a base to form an end product according to formula (I).

L'invention concerne un nouveau procédé de préparation de dérivés de dihydroxypyrimidine de la formule générale (I), dans laquelle R?1¿ et R?2¿ sont identiques ou différents et désignent un atome d'hydrogène, un groupe alkyle C¿1?-C¿4? ou un groupe aryle. A cours de la première étape, un composé de la formule générale (II), dans laquelle R?2¿ a la notation mentionnée et R?3¿ désigne -CN ou COOR?4¿, R?4¿ désignant un groupe alkyle C¿1?-C¿4?, ledit composé étant utilisé comme substrat, est converti au moyen de micro-organismes de l'espèce Rhodococcus en un dérivé d'acide malonique de la formule générale (III), dans laquelle R?2¿ a la notation mentionnée et R?5¿ désigne un groupe alcoxy C¿1?-C¿4? ou -NH¿2?. Ledit dérivé est ensuite cyclisé au cours de la seconde étape avec un amide d'acide carboxylique de la formule générale (IV), dans laquelle R?1¿ a la notation mentionnée, en présence d'une base, pour former un produit final selon la formule (I).

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