A New Route to Roflumilast via Copper-Catalyzed Hydroxylation

被引：16
|
作者：
Ni, Feng [1 ,2 ]
Li, Jianqi [1 ,2 ]
机构：
[1] Shanghai Inst Pharmaceut Ind, Novel Technol Ctr Pharmaceut Chem, Shanghai 200040, Peoples R China
[2] Shanghai Engn Res Ctr Pharmaceut Proc, Shanghai 200040, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 23期
关键词：
Roflumiast; PDE4; inhibitor; preparation; hydroxylation; copper catalyzed; ARYL HALIDES; SUBSTITUTED PHENOLS; EFFICIENT SYNTHESIS; HYDROXIDE; WATER; MANAGEMENT; INHIBITOR; IODIDES;
D O I：
10.1055/s-0032-1317527
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new route to Roflumilast, a selective phosphodiesterase type 4 (PDE 4) inhibitor, is described. The synthetic procedure starts from 4-hydroxy-3-iodobenzoic acid to access the key intermediate 3-(cyclopropylmethoxy)-4-(difluoromethoxy) benzoic acid via copper-catalyzed hydroxylation and utilizes amide coupling to accomplish the synthesis of Roflumilast in 80% overall yield.
引用
收藏
页码：3598 / 3602
页数：5
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