An efficient palladium-catalyzed synthesis of 1-heteroaryl-4-aminopiperidine derivatives from heteroaryl chlorides. Issue 20 (17th May 2017)

• Record Type: Journal Article
• Authors: Zhang, Kena; Li, Hui; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng
• Is Part Of: Tetrahedron letters. Volume 58:Issue 20(2017)
• Page Start: 1976
• Page End: 1979
• Publication Date: 2017-05-17
• Subjects: 1-Pyridyl-4-aminopiperidine -- Buchwald-Hartwig amination -- Heteroaryl chlorides; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.04.014
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A facile and efficient strategy for the construction of 1-heteroaryl-4-aminopiperidine has been developed. A broad range of 1-heteroaryl-4-( N -Boc- N -methyl)aminopiperidine can be prepared from relative heteroaryl chlorides. The deprotection process is easy-handled and wide applicability. Abstract: An efficient protocol for the synthesis of 1-heteroaryl-4-( N -methyl)aminopiperidines starting from heteroaryl chloride derivatives is described. A broad range of 1-heteroaryl-4-( N -Boc- N -methyl)aminopiperidine derivatives were obtained in good to excellent yields using DavePhos as optimal ligand for Pd-catalyzed Buchwald-Hartwig amination reaction. After a mild and efficient acidolysis the amination products could be obtained successfully.