N-[p-[[(2, 4-Diaminopyrido [2, 3-d] pyrimidin-6-yl) methyl] amino] benzoyl]-~-glutamic acid (la, 5-deazaaminopterin) and the 5-methyl analogue (lb) were synthesized in 14 steps from 5- cyanouracil (4a) and 5-cyano-6-methyluracil (4b), respectively, by exploitation of the novel pyrimidine to pyrido [2, 3-d] pyrimidine ring transformation reaction. The 5-cyanouracils 4 were treated with chloromethyl methyl ether to the 1, 3-bis (methoxymethyl) uracils (5, ...
[Piper, J. R.; McCaleb, G. S.; Montgomery, J. A.; Kisliuk, R. L.; Gaumont, Y.; Sirotnak, F. M. Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 1080 - 1087]
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![6-(acetoxymethyl)-1,3-bis(methoxymethyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione结构式](https://image.chemsrc.com/caspic/370/101348-08-7.png)
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![6-(bromomethyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine结构式](https://image.chemsrc.com/caspic/477/101348-32-7.png)
![7-chloro-1,3-bis(methoxymethyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile结构式](https://image.chemsrc.com/caspic/108/101348-24-7.png)
![N-((1,3-bis(methoxymethyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-6-yl)methyl)acetamide结构式](https://image.chemsrc.com/caspic/032/101348-26-9.png)
![(1,3-bis(methoxymethyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-6-yl)methyl acetate结构式](https://image.chemsrc.com/caspic/446/101348-28-1.png)
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