Synthetic strategy toward 1,9-functionalized pyrido[2,3-d:6,5-d′]dipyrimidine-2,4,6,8-tetrones
✍ Scribed by Gabor Borzsonyi; Rachel L. Beingessner; Hicham Fenniri
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 106 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.37
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✦ Synopsis
Abstract
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A synthetic approach involving a solubilizing protecting group strategy is described to generate pyrido[2,3‐d:6,5‐d′]dipyrimidine‐2,4,6,8‐tetrones functionalized at positions 1 and 9 with alkylamine substitutents. J. Heterocyclic Chem., 46, 79 (2009).
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## Abstract The synthesis of 7,8‐dihydro‐5(6__H__)‐quinolinone (**3**) from commercially available 3‐amino‐2‐cyclohexen‐1‐one (**1**) and 3‐(dimethylamino)acrolein (**4**) in 23% yield avoids the preparation of propynal (**2**). Conversion of 5‐(4‐methylphenylsulfonyl)‐6,7,8,9‐tetrahydro‐5__H__‐pyr