Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction

被引：2

作者：

Comins, Daniel L. ^{[1
]}

机构：

[1] North Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

MOLECULES | 2022年 / 27卷 / 06期

关键词：

N-methyl-N-(2-pyridyl)formamide; 2-methylaminopyridine amides; 2-alkyl(aryl)aminopyridines; Goldberg reaction; copper-catalyzed reactions; cross-coupling reactions; 1; 10-phenanthroline; COPPER-CATALYZED AMIDATION; N-ARYLATION; ARYL BROMIDES; C-N; EFFICIENT; AMIDES; FORMYLATION; CHEMISTRY; KF/AL2O3; ALCOHOLS;

D O I：

10.3390/molecules27061833

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A short and economical synthesis of various 2-methylaminopyidine amides (MAPA) from 2-bromopyridine has been developed using the catalytic Goldberg reaction. The effective catalyst was formed in situ by the reaction of CuI and 1,10-phenanthroline in a 1/1 ratio with a final loading of 0.5-3 mol%. The process affords high yields and can accommodate multigram-scale reactions. A modification of this method provides a new preparation of 2-N-substituted aminopyridines from various secondary N-alkyl(aryl)formamides and 2-bromopyridine. The intermediate aminopyridine formamide is cleaved in situ through methanolysis or hydrolysis to give 2-alkyl(aryl)aminopyridines in high yields.

引用

页数：10

共 48 条

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