GYKI-11679, RGH-5526

Chemical Name: 1-(6-Morpholino-3-pyridazinyl)-2-[1-(tert-butoxycarbonyl)-2-propylidene]hydrazine; 3-[[6-(4-Morpholinyl)-3-pyridazinyl]hydrazono]butanoic acid 1,1-dimethylethyl ester
CAS No. 69579-13-1
项目整合开发状态: Phase I
项目研究机构: Gedeon Richter (Originator)
合成路线:Heating of 3,6-dichloropyridazine (I) with hydrazine hydrate at 100 C gives 6-chloro-3-pyridazinylhydrazine (II).The hydrazino group is protected by transforming it with camphor (III) to the camphorhydrazone (IV),which is aminated by heating with morpholine to give the morpholinylhydrazone (V).After liberating the hydrazine function by acidic hydrolysis in a biphasic system,the resulting 6-morpholino-3-pyridazinylhydrazine (VI) is reacted either with tert-butylacetoacetate (VII) or with tert-butylpropiolate (VIII) to yield RGH-5526.
📌 参考资料/链接:
参考文献标题:Morpholino pyridazinylhydrazones
文献作者:Szilagyi,G.; et al.(Gedeon Richter Ltd.)
参考来源:DE 2825861; FR 2394535; GB 2000125; HU 176972; JP 54016486; US 4259328; US 4308386

📄 详细内容


合成路线:Heating of 3,6-dichloropyridazine (I) with hydrazine hydrate at 100 C gives 6-chloro-3-pyridazinylhydrazine (II).The hydrazino group is protected by transforming it with camphor (III) to the camphorhydrazone (IV),which is aminated by heating with morpholine to give the morpholinylhydrazone (V).After liberating the hydrazine function by acidic hydrolysis in a biphasic system,the resulting 6-morpholino-3-pyridazinylhydrazine (VI) is reacted either with tert-butylacetoacetate (VII) or with tert-butylpropiolate (VIII) to yield RGH-5526.

参考文献标题:RGH-5526
文献作者:N骻r醖i,M.
参考来源:Drugs Fut 1985,10(1),32


合成路线:Heating of 3,6-dichloropyridazine (I) with hydrazine hydrate at 100 C gives 6-chloro-3-pyridazinylhydrazine (II).The hydrazino group is protected by transforming it with camphor (III) to the camphorhydrazone (IV),which is aminated by heating with morpholine to give the morpholinylhydrazone (V).After liberating the hydrazine function by acidic hydrolysis in a biphasic system,the resulting 6-morpholino-3-pyridazinylhydrazine (VI) is reacted either with tert-butylacetoacetate (VII) or with tert-butylpropiolate (VIII) to yield RGH-5526.
参考文献标题:
文献作者:Inoue,H.; Yoshida,M.; Aizawa,H.; et al.
参考来源:Eur J Med Chem 1984,19(6),111-117


产品链接: CAS No. 69579-13-1››