D-4418-药物合成数据库

【药物名称】D-4418

化学结构式(Chemical Structure):

参考文献No.	35086
标题:	Quinoline carboxamides as TNF inhibitors and as PDE-IV inhibitors
作者:	Dyke, H.J.; Montana, J.G.; Lowe, C.; Kendall, H.J.; Sabin, V.M. (Celltech Group plc)
来源:	EP 0952832; JP 2000510865; US 5804588; WO 9744036

合成路线图解说明: 8-Methoxyquinoline-5-carboxylic acid (III) was prepared by Skraup synthesis from 3-amino-4-methoxybenzoic acid (I) and glycerol (II) in sulfuric acid at 180 C. Subsequent treatment of (III) with oxalyl chloride using a catalytic amount of DMF gave the corresponding acid chloride (IV), which was finally coupled with 4-amino-3,5-dichloropyridine (V) in the presence of NaH in DMF to provide the target amide.

参考文献No.	683952
标题:	8-Methoxyquinoline-5-carboxamides as PDE4 inhibitors: A potential treatment for asthma
作者:	Buckley, G.M.; Cooper, N.; Dyke, H.J.; Galleway, F.P.; Gowers, L.; Haughan, A.F.; Kendall, H.J.; Lowe, C.; Maxey, R.; Montana, J.G.; Naylor, R.; Oxford, J.; Peake, J.C.; Picken, C.L.; Runcie, K.A.; Sabin, V.; Sharpe, A.; Warneck, J.B.
来源:	Bioorg Med Chem Lett 2002,12(12),1613

合成路线图解说明: 8-Methoxyquinoline-5-carboxylic acid (III) was prepared by Skraup synthesis from 3-amino-4-methoxybenzoic acid (I) and glycerol (II) in sulfuric acid at 180 C. Subsequent treatment of (III) with oxalyl chloride using a catalytic amount of DMF gave the corresponding acid chloride (IV), which was finally coupled with 4-amino-3,5-dichloropyridine (V) in the presence of NaH in DMF to provide the target amide.