A New Approach to Pyrazino[2,1-b]quinazolines and Pyrazino[1,2-a]thieno[3,2-d]pyrimidines
| Autor: | Anton V. Tverdokhlebov, Andrey A. Tolmachev, Alexander N. Chernega, Svetlana N. Kulik, Oleg V. Shishkin, Alexander S. Kobko |
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| Rok vydání: | 2007 |
| Předmět: | |
| Zdroj: | Synthesis. 2007:1503-1508 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/s-2007-966025 |
| Popis: | The reaction of [2-(chloromethyl)-4-oxo-3,4-dihydroquinazolin-3-yl]acetonitrile and 2-(chloromethyl)-3-(2-oxopropyl)quinazolin-4(3 H)-one with aliphatic primary amines was shown to yield 2-alkyl-3-(alkylimino)-1,2,3,4-tetrahydro-6 H-pyrazino[2,1- B]quinazolin-6-ones and 2-alkyl-3-methyl-1,2-dihydro-6 H-pyrazino[2,1- B]quinazolin-6-ones, respectively. The starting- materials were prepared by alkylation of 2-(chloromethyl)quinazolin-4(3 H)-one with chloroacetonitrile or chloroacetone. Furthermore 2-alkyl-3-(alkylimino)-1,2,3,4,7,8,9,10-octahydro-6 H-[1]benzothieno[2,3- D]pyrazino[1,2- A]pyrimidin-6-ones and 8-alkyl-2,3,7-trimethyl-8,9-dihydro-4 H-pyrazino[1,2- A]thieno[2,3- D]pyrimidin-4-ones were obtained through the same sequence starting from the appropriate 2-(chloromethyl)thieno[2,3- D]pyrimidin-4(3 H)-ones. |
| Databáze: | OpenAIRE |
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