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Regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates via the cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with substituted hydrazines.
Zhao, Rulin; Hong, Zhenqiu; Wang, Bei; Kempson, James; Cornelius, Lyndon; Li, Jianqing; Li, Yi-Xin; Mathur, Arvind.
Afiliação
  • Zhao R; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. rulin.zhao@bms.com.
  • Hong Z; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. rulin.zhao@bms.com.
  • Wang B; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. rulin.zhao@bms.com.
  • Kempson J; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. rulin.zhao@bms.com.
  • Cornelius L; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. rulin.zhao@bms.com.
  • Li J; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, 200 Cambridge Park Drive, Cambridge, MA 02140, USA.
  • Li YX; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early, 700 Bay Rd, Redwood City, CA 04063, USA.
  • Mathur A; Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA. arvind.mathur@bms.com.
Org Biomol Chem ; 20(48): 9746-9752, 2022 12 14.
Article em En | MEDLINE | ID: mdl-36444969
ABSTRACT
A simple and expeditious method for the regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates was developed. The method involves cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with a series of monosubstituted hydrazines to give N1-substituted-4-nitropyrazole-5-carboxylates with excellent regioselectivity and good yields. Solvent effects on regioselectivity of the cyclocondensation were examined.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Carboxílicos / Hidrazinas Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Estados Unidos
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Carboxílicos / Hidrazinas Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Estados Unidos