A Facile Synthesis of 5-Halopyrimidine-4-Carboxylic Acid Esters via a Minisci Reaction

Autor:	Fabrice Pierre, Collin F. Regan, David M. Ryckman, Mustapha Haddach, Michael K. Schwaebe, Michael E. Jung
Rok vydání:	2012
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Pyrimidine Carboxylic acid Radical Organic Chemistry Regioselectivity Carboxylate Chemical synthesis Combinatorial chemistry Homolysis Minisci reaction
Zdroj:	Synlett. 23:443-447
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0031-1290136
Popis:	This paper reports the synthesis of various 5-halopyrimidine-4-carboxylic acid esters via the Minisci homolytic alkoxycarbonylation of 5-halopyrimidines. The reaction was found to be highly regioselective, allowing the one-step synthesis of useful amounts (>10 g) of ethyl 5-bromopyrimidine-4-carboxylate where other methods proved difficult. Ethyl 5-bromopyrimidine-4-carboxylate was used for the preparation of potent CK2 inhibitors including CX-5011. This work represents an interesting application of radical chemistry for the preparation of pharmacologically active molecules.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d6cd84a716460538e0a784b185ca3102 https://doi.org/10.1055/s-0031-1290136 Zobrazit plný text záznamu