Facile methods for preparation of thiazolopyridine and tetrahydrothiazolopyridine derivatives

被引:19
作者
Haginoya, N [1 ]
Komoriya, S [1 ]
Osanai, K [1 ]
Yoshino, T [1 ]
Nagata, T [1 ]
Nagamochi, M [1 ]
Muto, R [1 ]
Yamaguchi, M [1 ]
Nagahara, T [1 ]
Kanno, H [1 ]
机构
[1] Daiichi Pharmaceut Co Ltd, Med Chem Res Lab, Edogawa Ku, Tokyo 1348630, Japan
关键词
D O I
10.3987/COM-04-10071
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The improved routes to prepare tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid lithium salts (2 and 3) were developed. Route A is consisted of the improved preparation of thiazolopyridine intermediates, and Route B is applicable for a large scale synthesis of tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid derivatives. The methods we developed may serve as facile means for preparing thiazolopyridine and tetrahydrothiazolopyridine derivatives.
引用
收藏
页码:1555 / 1561
页数:7
相关论文
共 11 条
[1]   ALKYL NITRITE METAL HALIDE DEAMINATION REACTIONS .2. SUBSTITUTIVE DEAMINATION OF ARYLAMINES BY ALKYL NITRITES AND COPPER(II) HALIDES - DIRECT AND REMARKABLY EFFICIENT CONVERSION OF ARYLAMINES TO ARYL HALIDES [J].
DOYLE, MP ;
SIEGFRIED, B ;
DELLARIA, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (14) :2426-2431
[2]  
HAGINOYA N, IN PRESS
[3]  
HAGINOYA N, 2004, IN PRESS BIOORG MED
[4]   A NOVEL PREPARATION OF THIAZOLO[5,4-C]PYRIDINES AND THE SYNTHESIS OF SOME IMIDAZO[4,5-C]PYRIDINES AND OXAZOLO[4,5-C]PYRIDINES [J].
KATNER, AS ;
BROWN, RF .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (03) :563-566
[5]   A SIMPLE METHOD FOR THE PROTECTION OF ARYL AMINES AS THEIR T-BUTYLCARBAMOYL (BOC) DERIVATIVES [J].
KELLY, TA ;
MCNEIL, DW .
TETRAHEDRON LETTERS, 1994, 35 (48) :9003-9006
[6]   SYNTHESIS OF THE THIAZOLONE ANALOG OF THE ACETYLCHOLINESTERASE INHIBITOR, HUPERZINE-A [J].
KOZIKOWSKI, AP ;
TUCKMANTEL, W ;
SAXENA, A ;
DOCTOR, BP .
HELVETICA CHIMICA ACTA, 1994, 77 (05) :1256-1266
[7]   Intramolecular nonbonded S•••O interaction recognized in (acylimino)thiadiazoline derivatives as angiotensin II receptor antagonists and related compounds [J].
Nagao, Y ;
Hirata, T ;
Goto, S ;
Sano, S ;
Kakehi, A ;
Iizuka, K ;
Shiro, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (13) :3104-3110
[8]  
TAKAHASHI T, 1956, Pharm Bull, V4, P216
[9]  
TAKAHASHI T, 1954, Pharm Bull, V2, P196