Diamino-benzylpyrimidines

C - Chemistry – Metallurgy – 07 – D

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260/262.5

C07D 239/48 (2006.01)

Patent

CA 1091673

ABSTRACT OF THE DISCLOSURE A method is provided for preparing a 2,4-diamino- 5-benzylpyrimidine of the formula (XI): Image (XI) for example, trimethoprim, which requires no unusual apparatus or reaction conditions, and proceeds with high yields; the method comprises reacting a benzyl cyanoacetal of formula (I): Image (I) wherein R1, R2 and R3 are the same or different and each is a halogen or hydrogen atom, an alkoxy group, an alkyl group or a dialkylamino group; R4 is an alkoxycarbonyl group, or an aldehyde group; and R5 is an alkyl group; the alkyl or alkoxy groups each having from 1 to 4 carbon atoms, with guanidine in a solvent compatible with and capable of dis- solving both reactants; the benzylcyanoacetals can be pre- pared in good yield from readily available materials.

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