ELB-176, AWD-34-176
Chemical Name: 5-(2,6-Difluorobenzyl)-2-methyl-4,5-dihydro-2H-pyrazolo[3,4-d]pyrimidin-4-one
CAS No. 402570-60-9
项目整合开发状态: Preclinical
项目研究机构: elbion (Originator)
合成路线:Benzaldehyde (I) is converted into the corresponding hydrazone (II) upon treatment with methylhydrazine in toluene.Condensation of hydrazone (II) with ethyl (ethoxymethylene)cyanoacetate (III) produces the hydrazinomethylene cyanoacetate (IV),which is further cyclized to the pyrazole (V) under acidic conditions (1).Heating of amino ester (V) with formamide gives rise to the pyrazolopyrimidinone (VI).This is finally alkylated with 2,6-difluorobenzyl chloride (VII) to furnish the title compound
📌 参考资料/链接：
参考文献标题:2,5-Dihydro-pyrazolo[3,4-d]pyrimidin-4-ones with an anticonvulsive action and methods for producing the same
文献作者:Lankau,H.-J.; Unverferth,K.; Tober,C.; Rundfeldt,C.; Arnold,T.; Dost,R.; Gasparic,A.; Bernter,K.(AWD.pharma GmbH & Co.KG)
参考来源:WO 0218387
📄 详细内容
合成路线:Benzaldehyde (I) is converted into the corresponding hydrazone (II) upon treatment with methylhydrazine in toluene.Condensation of hydrazone (II) with ethyl (ethoxymethylene)cyanoacetate (III) produces the hydrazinomethylene cyanoacetate (IV),which is further cyclized to the pyrazole (V) under acidic conditions (1).Heating of amino ester (V) with formamide gives rise to the pyrazolopyrimidinone (VI).This is finally alkylated with 2,6-difluorobenzyl chloride (VII) to furnish the title compound
参考文献标题:Synthesis and anticonvulsant activity of AWD 34-176
文献作者:Unverferth,K.; Lankau,H-J.; Arnold,T.
参考来源:Drugs Fut 2002,27(Suppl.A),