Efficient Preparation of Imidazo[1,5-a]pyridine-1-carboxylic Acids

被引:8
作者
Tverdiy, Dmytro O. [1 ,2 ,3 ]
Chekanov, Maksym O. [1 ]
Savitskiy, Pavlo V. [1 ]
Syniugin, Anatolii R. [1 ]
Yarmoliuk, Sergiy M. [1 ]
Fokin, Andrey A. [2 ]
机构
[1] Inst Mol Biol & Genet NAS Ukraine, Dept Med Chem, 150 Zabolotnogo Str, UA-03143 Kiev, Ukraine
[2] Natl Tech Univ Ukraine, Kiev Polytech Inst, Dept Organ Chem, 37 Peremohy Ave, UA-03056 Kiev, Ukraine
[3] Azepine Ltd, Suite 7777,6 Slington House,Rankine Rd, Basingstoke RG24 8PH, Hants, England
来源
SYNTHESIS-STUTTGART | 2016年 / 48卷 / 23期
关键词
amides; cyclization; heterocycles; bicyclic compounds; acylation; BIOLOGICAL EVALUATION; RECEPTOR ANTAGONISTS; CRIBROSTATIN; 6; AGENTS; DERIVATIVES; INHIBITORS;
D O I
10.1055/s-0035-1561489
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a novel and efficient approach to the synthesis of imidazo[1,5-a]pyridine-1-carboxylic acids. By using the reaction of 2-(aminomethyl) pyridine with acyl chlorides followed by one-pot treatment with trifluoroacetic anhydride, 2,2,2-trifluoro-1-imidazo[1,5-a]pyridin-1-ylethanones were obtained, which were then converted into imidazo[1,5-a]pyridine-1-carboxylic acids in high preparative yields through haloform cleavage.
引用
收藏
页码:4269 / 4277
页数:9
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