23443-20-1Relevant academic research and scientific papers
Synthesis of Fused Pyrimidinone and Quinolone Derivatives in an Automated High-Temperature and High-Pressure Flow Reactor
Tsoung, Jennifer,Bogdan, Andrew R.,Kantor, Stanislaw,Wang, Ying,Charaschanya, Manwika,Djuric, Stevan W.
, p. 1073 - 1084 (2018/06/18)
Fused pyrimidinone and quinolone derivatives that are of potential interest to pharmaceutical research were synthesized within minutes in up to 96% yield in an automated Phoenix high-temperature and high-pressure continuous flow reactor. Heterocyclic scaffolds that are either hard to synthesize or require multisteps are readily accessible using a common set of reaction conditions. The use of low-boiling solvents along with the high conversions of these reactions allowed for facile workup and isolation. The methods reported herein are highly amenable for fast and efficient heterocycle synthesis as well as compound scale-ups.
STUDIES ON KETENE AND ITS DERIVATIVES 114. 1,4-CYCLOADDITION OF KETENE TO ETHYL N-(2-PYRIDYL)FORMIMIDATES
Katagiri, Nobuya,Niwa, Ryuji,Kato, Tetsuzo
, p. 597 - 600 (2007/10/02)
Reaction of ketene with ethyl N-(2-pyridyl)formimidate (1a) in acetone at room temperature gave 3-acetylpyridopyrimidin-4(4H)-one (2) whereas excess ketene gas was passed over the imidate 1a without solvent at 75 deg C to give pyridopyrimidin-4(4H)-one (3a) and 2-formamidopyridine (4a), both of which would be formed by 1,4-cycloaddition of ketene.Similarly, reactions of ketene with the methyl analogs 1b-e were also carried out to give pyridopyrimidines (3b-e) and 2-formamidopyridines (4b,c,e).
