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US 4,789,743 AGranted
Process for the preparation of 2,4-diamino-5-benzylpyrimidines
AssigneeSociete Anonyme: Sanofi Pharma S.A. - Succursale de Carouge
InventorAbram Becker
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Abstract
The invention relates to a process for the preparaton of compounds of the formula I by reacting an alkali metal alcoholate with a compound of the formula II in the presence of an aliphatic ester such as methyl formate, and then condensing guanidine with the resulting compound of the formula III. The compound of the formula II can be prepared by reacting the corresponding benzaldehyde with acrylonitrile in the presence of diazabicyclo-2,2,2,-octane. ##STR1##
Claims18
A process for the preparation of 2,4 diamino-5-benzylpyrimidines derivatives of formula I:
- ##STR19## in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4, which are identical or different, represent hydrogen, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxygroup, dialkylamino group in which the alkyl group is C.sub.1 -C.sub.3 or a halogen atom, or R.sub.1 and R.sub.2 together represent a methylenedioxy group, which comprises:
- (a) reacting, in a liquid phase, at a temperature between about 0.degree. C. and about 80.degree. C., a 3-hydroxy-2-methylenephenylpropionitrile derivative of formula II:
- ##STR20## in which each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is defined as above, with 1 to 2.5 molar equivalents of an alkali metal alcoholate of formulate ROM, in which M represents an alkali metal cation and R is a C.sub.1 -C.sub.4 alkyl group, in the presence of an ester of an aliphatic alcohol to give the compound of formula III:
- ##STR21## in which each of R.sub.1, R.sub.2, R.sub.3, and R.sub.4 is defined as above;
- and (b) reacting the compound of formula III with guanidine at a temperature between about 80.degree. C. and about 120.degree. C.
2 more elements
Dependencies are inferred from the claim text.