Synthesis of 3-amino-6-methyl-5-ethoxycarbonyl-4,7-dihydrothieno(2,3-b)pyridine derivatives

Journal Article · Wed Jul 01 00:00:00 EDT 1987 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00475486· OSTI ID:5760948

Krauze, A A; Liepin'sh, E E; Pelcher, Yu E; Dubur, G Ya

The alkylation of piperidinium salts of substituted 1,4-dihydropyridine-2-thiols with chloroacetonitrile or iodoacetamide gave 2-cyanomethylthio- and 2-carbamoylmethylthio-substituted 6-methyl-4-acryl(pyridyl)-5-ethoxycarbonyl-3-cyano-1,4-dihydropyridines, which undergo intramolecular cyclization in basic media to give 3-amino-6-methyl-4-aryl(pyridyl)-5-ethoxycarbonyl-2-cyano(carbamoyl)-4,7-dihydrothieno(2,3-b)pyridines.

• Research Organization: Institute of Organic Synthesis, Riga, USSR
• OSTI ID: 5760948
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Vol. 23:1; Other Information: Translated from Khim. Geterotsikl. Soedin.; 23: No. 1, 124-128(Jan 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
PYRIDINES
ALKYLATION
DEHYDROCYCLIZATION
NMR SPECTRA
SYNTHESIS
ALKYLATING AGENTS
AMIDES
CHEMICAL SHIFT
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
DMSO
ELECTRONIC STRUCTURE
HYPERFINE STRUCTURE
INFRARED SPECTRA
J-J COUPLING
MULTIPLETS
NITRILES
ORGANIC CHLORINE COMPOUNDS
ORGANIC IODINE COMPOUNDS
ULTRAVIOLET SPECTRA
AZINES
CHEMICAL REACTIONS
COUPLING
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INTERMEDIATE COUPLING
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
SPECTRA
SULFOXIDES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory