A convenient synthesis of 2-(alkylamino)pyridines

被引：29

作者：

Krein, DM ^{[1
]}

Lowary, TL ^{[1
]}

机构：

[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 14期

关键词：

D O I：

10.1021/jo020057z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a series of 2-(alkylamino)pyridines (1) in three steps from 2-aminopyridine (4) is reported. The products were obtained in 67-91% overall yield from 4.

引用

页码：4965 / 4967

页数：3

共 8 条

[1] A general and convenient procedure for the synthesis of N-alkylarylamines and N-alkylheteroarylamines by electrophilic amination of cuprates with N-alkylhydroxylamines [J].

Bernardi, P ;

Dembech, P ;

Fabbri, G ;

Ricci, A ;

Seconi, G .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :641-643

[2] Enantioselective reductions by chirally modified alumino- and borohydrides [J].

Daverio, P ;

Zanda, M .

TETRAHEDRON-ASYMMETRY, 2001, 12 (16) :2225-2259

[3] ASYMMETRIC REDUCTION OF PROCHIRAL CYCLIC-KETONES WITH LITHIUM ALUMINUM-HYDRIDE PARTIALLY DECOMPOSED BY (1R,2S)-(-)-N-METHYLEPHEDRINE AND 2-ALKYLAMINOPYRIDINE [J].

KAWASAKI, M ;

SUZUKI, Y ;

TERASHIMA, S .

CHEMISTRY LETTERS, 1984, (02) :239-242

[4] SODIUM-BOROHYDRIDE REDUCTION OF ADDUCTS OF PRIMARY AMINES WITH ALDEHYDES AND P-THIOCRESOL - THE ALKYLATION OF HETEROCYCLIC AND AROMATIC AMINO-COMPOUNDS [J].

KEMAL, O ;

REESE, CB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (05) :1569-1573

[5] THE USE OF N-FORMYLAMINO ACIDS IN PEPTIDE SYNTHESIS [J].

SHEEHAN, JC ;

YANG, DDH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (05) :1154-1158

[6]

TSCHITSCHIBABIN AE, 1931, CHEM BER, V64, P2841

[7] INHIBITORS OF CYCLIC-AMP PHOSPHODIESTERASE .3. SYNTHESIS AND BIOLOGICAL EVALUATION OF PYRIDO AND IMIDAZOLYL ANALOGS OF 1,2,3,5-TETRAHYDRO-2-OXOIMIDAZO[2,1-B]QUINAZOLINE [J].

VENUTI, MC ;

STEPHENSON, RA ;

ALVAREZ, R ;

BRUNO, JJ ;

STROSBERG, AM .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (11) :2136-2145

[8] Ruthenium complex-controlled catalytic N-mono- or N,N-dialkylation of heteroaromatic amines with alcohols [J].

Watanabe, Y ;

Morisaki, Y ;

Kondo, T ;

Mitsudo, T .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (13) :4214-4218

← 1 →