SB-238039

Chemical Name: N-[4-[4-(4-Fluorophenyl)-1-(4-piperidinyl)-1H-imidazol-5-yl]pyridin-2-yl]-N-phenylamine
CAS No. 186315-03-7
项目整合开发状态: Preclinical
项目研究机构: GlaxoSmithKline (Originator)
合成路线:2-Chloronicotinic acid (I) was reduced to alcohol (II) employing borane,generated from NaBH4 and BF3.Et2O.Subsequent oxidation of (II) with N-bromosuccinimide produced aldehyde (III),which was condensed with N-Boc-4-aminopiperidine (IV),yielding imine (V).Addition to (V) of (4-fluorophenyl)-toluenesulfonylmethyl isocyanide (VI) gave rise to imidazole (VII).Then,displacement of the 2-chloro of (VII) by means of aniline (VIII) in the presence of NaH furnished the 2-anilinopyridine derivative (IX).The Boc protecting group of (IX) was finally removed by treatment with trifluoroacetic acid.
📌 参考资料/链接:
参考文献标题:Imidazole cpds.
文献作者:Adams,J.L.; Gallagher,T.F.; Sisko,J.; Peng,Z.-Q.; Osifo,I.K.; Boehm,J.C.(SmithKline Beecham plc)
参考来源:EP 0831830; JP 1999513017; US 5658903; WO 9640143