Abstract
Three kinds of pyridopyrimidines were synthesized from appropriate pyrimidine derivatives. Cross-coupling of 4-amino-5-iodopyrimidines with α,β-unsaturated carboxylic esters followed by ring-closure afforded pyrido[2,3-d]pyrimidines. Ammonolysis of 4-ethoxycarbonyl-5-phenylethynyl- and 5-ethoxycarbonyl-4-phenylethynyl-pyrimidines which were obtained by cross-coupling of the corresponding halopyrimidines with phenylacetylene, gave pyrido[3,4-d]- and pyrido[4,3-d]-pyrimidines, respectively.
| Original language | English |
|---|---|
| Pages (from-to) | 2410-2416 |
| Number of pages | 7 |
| Journal | Chemical and Pharmaceutical Bulletin |
| Volume | 30 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - 1982 Jan 1 |
Keywords
- 5-iodopyrimidine
- ethyl 5-pyrimidineacrylate
- palladium-catalyzed cross-coupling reaction
- phenylethynylpyrimidine
- pyridopyrimidine
- ring-closure reaction
- styrylpyrimidine
ASJC Scopus subject areas
- Chemistry(all)
- Drug Discovery
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Cite this
Sakamoto, T., Kondo, Y., & Yamanaka, H. (1982). Studies on Pyrimidine Derivatives. XXVIII. Synthesis of Pyridopyrimidine Derivatives by Cross-coupling of Halopyrimidines with Olefins and Acetylenes. Chemical and Pharmaceutical Bulletin, 30(7), 2410-2416. https://doi.org/10.1248/cpb.30.2410