SEA-0400
2-[4-[(2,5-二氟苯基)甲氧基]苯氧基]-5-乙氧基苯胺Chemical Name: 2-[4-(2,5-Difluorobenzyloxy)phenoxy]-5-ethoxyphenylamine
CAS No. 223104-29-8, 223104-09-4 (HCl)
项目整合开发状态: Preclinical
项目研究机构: Taisho (Originator)
合成路线:The reaction of 4-chloro-3-nitrophenol (I) with ethyl iodide and K2CO3 in hot acetone gives the aryl ether (II),which is condensed with 4-benzyloxyphenol (III) by means of t-BuOK in DMF at 150 C to yield the adduct (IV).The reductive debenzylation of (IV),with simultaneous reduction of the nitro group by means of H2 over Pd/C in THF/ethanol affords 5-ethoxy-2-(4-hydroxyphenoxy)aniline (V),which is finally condensed with 2,5-difluorobenzyl bromide (VI) by means of tBu-OK in DMF to provide the target aniline.
📌 参考资料/链接：
参考文献标题:2-Phenoxyaniline derivs.
文献作者:Tomisawa,K.; Taguchi,M.; Nakanishi,M.; Ota,T.; Aibe,I.(Taisho Pharmaceutical Co.,Ltd.)
参考来源:EP 1031556; JP 1999193263; US 6162832; WO 9920598
📄 详细内容
合成路线:The reaction of 4-chloro-3-nitrophenol (I) with ethyl iodide and K2CO3 in hot acetone gives the aryl ether (II),which is condensed with 4-benzyloxyphenol (III) by means of t-BuOK in DMF at 150 C to yield the adduct (IV).The reductive debenzylation of (IV),with simultaneous reduction of the nitro group by means of H2 over Pd/C in THF/ethanol affords 5-ethoxy-2-(4-hydroxyphenoxy)aniline (V),which is finally condensed with 2,5-difluorobenzyl bromide (VI) by means of tBu-OK in DMF to provide the target aniline.
参考文献标题:Na+/Ca2+ exchange inhibitors
文献作者:Taguchi,M.; Ohta,T.; Nakanishi,M.; Tomizawa,K.; Soube,I.(Taisho Pharmaceutical Co.,Ltd.)
参考来源:JP 2000355537
产品链接: CAS No. 223104-29-8››