New approach toward the synthesis of deuterated pyrazolo[1,5-a] pyridines and 1,2,4-triazolo[1,5-a] pyridines

被引：8

作者：

Vorob'ev, Aleksey Yu. ^{[1
,2
]}

Supranovich, Vyacheslav I. ^{[1
,2
]}

Borodkin, Gennady I. ^{[1
,2
]}

Shubin, Vyacheslav G. ^{[1
]}

机构：

[1] Vorozhtsov Novosibirsk Inst Organ Chem, Acad Lavrentiev Ave 9, Novosibirsk 630090, Russia

[2] Novosibirsk State Univ, Pirogov St 2, Novosibirsk 630090, Russia

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 13卷

基金：

俄罗斯基础研究基金会;

关键词：

deuteration; 1,3-dipolar cycloaddition; pyrazolo[1,5-a]pyridine; 1,2,4-triazolo[1,5-a]pyridine; N-IMINOPYRIDINIUM YLIDES; DRUG DISCOVERY; INHIBITORS; DESIGN; POTENT; PHARMACOLOGY; DEUTERIUM; RECEPTOR; AGENTS;

D O I：

10.3762/bjoc.13.80

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and operationally simple synthesis of 7-deuteropyrazolo[1,5-a] pyridine and 7-deutero-1,2,4-triazolo[1,5-a] pyridine derivatives using alpha-H/D exchange of 1-aminopyridinium cations in basic D2O followed by a 1,3-cycloaddition of acetylenes and nitriles is presented. A high regioselectivity and a high degree of deuterium incorporation were achieved. The procedure was applied for several 4-R-1-aminopyridinium cations (R = H, Me, OMe).

引用

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页码：800 / 805

页数：6

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