FR-190809
尿素,N-环庚基-N-((4-(4-氟苯氧基)苯基)甲基)-N'-(6-甲基-2,4-双(甲基磺酰)-3-吡啶基)-Chemical Name: N-Cycloheptyl-N-[4-(4-fluorophenoxy)benzyl]-N'-[6-methyl-2,4-bis(methylsulfonyl)pyridin-3-yl]urea
CAS No. 215589-63-2
项目整合开发状态: Preclinical
项目研究机构: Fujisawa (Originator)
合成路线:Condensation of 4-bromobenzaldehyde (I) with 4-fluorophenol (II) in the presence of K2CO3 in refluxing dimethylacetamide gave ether (III).Subsequent reductive amination of (III) with cycloheptylamine (IV) using ethanolic NaBH4 afforded secondary amine (V).Phenyl carbamate (VIII) was obtained by treatment of aminopyridine (VI) with phenyl chloroformate (VII) and dimethylaniline.Condensation of this carbamate with amine (V) in the presence of Et3N in refluxing toluene furnished urea (IX) (1).Both sulfide groups of (IX) were finally oxidized to sulfone using meta-chloroperbenzoic acid in CH2Cl2.
📌 参考资料/链接:
参考文献标题:Inhibitors of acyl-CoA:cholesterol O-acyltransferase.3.Discovery of a novel series of N-alkyl-N-[(fluorophenoxy)benzyl]-N'-arylureas with weak toxicological effects on adrenal glands
文献作者:Tanaka,A.; Terasawa,T.; Hagihara,H.; Ishibe,N.; Sawada,M.; Sakuma,Y.; Hashimoto,M.; Takasugi,H.; Tanaka,H.
参考来源:J Med Chem 1998,41(22),4408