Direct synthesis of Cbz-protected (2-amino)-6-(2-aminoethyl)pyridines

被引：5
|
作者：
Roy, Sudipta [1 ]
Zych, Andrew J. [1 ]
Herr, R. Jason [1 ]
Cheng, Cliff [2 ]
Shipps, Gerald W., Jr. [2 ]
机构：
[1] AMRI, Dept Med Chem, Albany, NY 12212 USA
[2] Schering Plough Res Inst, Cambridge, MA 02141 USA
来源：
TETRAHEDRON | 2010年 / 66卷 / 11期
关键词：
2-(Aminoethyl)pyridines; Aminoethylation; Suzuki-Miyaura reactions; Pd-catalyzed reactions; 2-Halopyridines; HIV-1; REVERSE-TRANSCRIPTASE; ACTIVE HYDROGEN COMPOUNDS; CROSS-COUPLING REACTIONS; ASYMMETRIC-SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; DESIGN; SUZUKI; PYRIDYLETHYLATION; DERIVATIVES; INHIBITORS;
D O I：
10.1016/j.tet.2010.01.025
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1973 / 1979
页数：7
相关论文
共 50 条
12345