D-4396, SCH-351591-药物合成数据库

【药物名称】D-4396, SCH-351591

化学结构式(Chemical Structure):

参考文献No.	43341
标题:	N-Oxides of heterocyclic cpds. with TNF and PDE-IV inhibiting activity
作者:	Montana, J.G.; Dyke, H.J. (Celltech Group plc)
来源:	EP 1045845; US 6262070; WO 0026208

合成路线图解说明: 8-Methoxy-2-trifluoromethylquinoline-5-carboxylic acid (I) was activated as the corresponding nitrophenyl ester (III) upon treatment with p-nitrophenol (II) and EDC. The p-nitrophenyl ester (III) was then coupled with 4-amino-3,5-dichloropyridine (IV) in the presence of NaH to produce amide (V). The pyridine ring of (V) was finally oxidized to the title N-oxide by treatment with peracetic acid.

参考文献No.	683949
标题:	Synthesis and profile of SCH351591, a novel PDE4 inhibitor
作者:	Billah, M.; Cooper, N.; Cuss, F.; Davenport, R.J.; Dyke, H.J.; Egan, R.S.; Ganguly, A.K.; Gowers, L.; Hannah, D.R.; Haughan, A.F.; Kendall, H.J.; Lowe, C.; Minnicozzi, M.; Montana, J.G.; Naylor, R.; Oxford, J.; Peake, J.C.; Piwinski, J.J.; et al.
来源:	Bioorg Med Chem Lett 2002,12(12),1621

合成路线图解说明: 8-Methoxy-2-trifluoromethylquinoline-5-carboxylic acid (I) was activated as the corresponding nitrophenyl ester (III) upon treatment with p-nitrophenol (II) and EDC. The p-nitrophenyl ester (III) was then coupled with 4-amino-3,5-dichloropyridine (IV) in the presence of NaH to produce amide (V). The pyridine ring of (V) was finally oxidized to the title N-oxide by treatment with peracetic acid.