Synthesis of Substituted Imidazo[1,2-a]Pyridin-3-yl-Acetic Acids by Multicomponent Condensation of 2-Aminopyridines with Arylglyoxals and Meldrum's Acid

被引：7

作者：

Lichitsky, Boris V. ^{[1
]}

Tretyakov, Aleksander D. ^{[1
,2
]}

Komogortsev, Andrey N. ^{[1
]}

Mityanov, Vitaly S. ^{[1
,2
]}

Dudinov, Arkady A. ^{[1
]}

Krayushkin, Mikhail M. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Ave, Moscow 119991, Russia

[2] D Mendeleev Univ Chem Technol Russia, 9 Miusskaya Sq, Moscow 125047, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2019年 / 55卷 / 02期

关键词：

2-aminopyridines; arylglyoxals; imidazo[1; 2-a]pyridines; 2-a]pyridin-3-yl-acetic acids; Meldrum's acid; multicomponent reaction; Translated from Khimiya Geterotsiklicheskikh Soedinenii; 2019; 55(2); 156-159; INHIBITORS; DESIGN; AGONISTS;

D O I：

10.1007/s10593-019-02432-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and effective method for the synthesis of substituted imidazo[1,2-a]pyridin-3-yl-acetic acids has been developed based on the multicomponent condensation of 2-aminopyridines with arylglyoxals and Meldrum's acid.

引用

页码：156 / 159

页数：4

共 21 条

[1] IMIDAZO[1,2-A]PYRIDINE ANTHELMINTIC AND ANTIFUNGAL AGENTS [J].

FISHER, MH ;

LUSI, A .

JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (09) :982-&

[2] Imidazo[1,2-a]pyrimidines as functionally selective and orally bioavailable GABA-α2/α3 binding site agonists for the treatment of anxiety disorders [J].

Goodacre, SC ;

Street, LJ ;

Hallett, DJ ;

Crawforth, JM ;

Kelly, S ;

Owens, AP ;

Blackaby, WP ;

Lewis, RT ;

Stanley, J ;

Smith, AJ ;

Ferris, P ;

Sohal, B ;

Cook, SM ;

Pike, A ;

Brown, N ;

Wafford, KA ;

Marshall, G ;

Castro, JL ;

Atack, JR .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (01) :35-38

[3] Synthesis of condensed furylacetic acids based on multicomponent condensation of heterocyclic enols with arylglyoxals and Meldrum's acid [J].

Gorbunov, Yurii O. ;

Lichitsky, Boris V. ;

Komogortsev, Andrei N. ;

Mityanov, Vitaly S. ;

Dudinov, Arkadii O. ;

Krayushkin, Mikhail M. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (07) :692-695

[4] Structure-based design of a new class of highly selective aminoimidazo[1,2-a]pyridine-based inhibitors of cyclin dependent kinases [J].

Hamdouchi, C ;

Zhong, B ;

Mendoza, J ;

Collins, E ;

Jaramillo, C ;

De Diego, JE ;

Robertson, D ;

Spencer, CD ;

Anderson, BD ;

Watkins, SA ;

Zhang, FM ;

Brooks, HB .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (07) :1943-1947

[5] 2-amino-3-substituted-6-[(E)-1-phenyl-2-(N-methylcarbamoyl)vinyl]imidazo-[1,2-a]pyridines as a novel class of inhibitors of human rhinovirus:: Stereospecific synthesis and antiviral activity [J].

Hamdouchi, C ;

de Blas, J ;

del Prado, M ;

Gruber, J ;

Heinz, BA ;

Vance, L .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (01) :50-59

[6]

Kaplan J.-P., 1982, US Patent, Patent No. 4382938

[7] Photochromic properties of terarylene derivatives having a π-conjugation unit on central aromatic ring [J].

Kutsunugi, Yuichiro ;

Kawai, Shigekazu ;

Nakashima, Takuya ;

Kawai, Tsuyoshi .

NEW JOURNAL OF CHEMISTRY, 2009, 33 (06) :1368-1373

[8]

Lange J, 2001, Acta Pol Pharm, V58, P43

[9] The sleep-wake cycle and sleeping pills [J].

Lemmer, Bjorn .

PHYSIOLOGY & BEHAVIOR, 2007, 90 (2-3) :285-293

[10] Design, synthesis, and biological evaluation of fluorinated imidazo [1,2-a]pyridine derivatives with potential antipsychotic activity [J].

Marcinkowska, Monika ;

Kolaczkowski, Marcin ;

Kaminski, Krzysztof ;

Bucki, Adam ;

Pawlowski, Maciej ;

Siwek, Agata ;

Karcz, Tadeusz ;

Mordyl, Barbara ;

Starowicz, Gabriela ;

Kubowicz, Paulina ;

Pekala, Elibieta ;

Wesolowska, Anna ;

Samochowiec, Jerzy ;

Mierzejewski, Pawel ;

Bienkowski, Przemyslaw .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 124 :456-467

← 1 2 3 →