Patent · US Active

Thieno[3,2-b]pyridine-5(4H)-one derivative compound, preparation method thereof and use thereof

US11306103B2 · kind B2 · utility

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8Claims
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Key dates

Filing dateDec 27, 2017
Grant dateApr 19, 2022
Priority date
Expiry dateJan 15, 2038

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC09K2211/1018
  • WIPO fieldMeasurement
  • WIPO sectorInstruments

Abstract

The present invention relates to a novel thieno[3,2-b]pyridine-5(4H)-one derivative compound, a preparation method thereof, and a use thereof. The novel thieno[3,2-b]pyridine-5(4H)-one derivative compound according to the present invention is synthesized via an aza-[3+3] cyclization addition reaction using BOP, wherein the compound is obtained by synthesizing a 4-arylthiophen-3-amine in which aryl groups such as 4-piperidyl-C6H4, 4-pyrrolidyl-C6H4, 4-MeOC6H4, 3,4,5-(MeO)3C6H4, C6H5, 4-C6H5C6H4, and 4-F3COC6H4 are introduced via a synthesis process by a bromination reaction, a hydrolysis reaction, a decarboxylation reaction, and a Suzuki coupling reaction of methyl 3-aminothiophene carboxylate, and by synthesizing 4-arylthiophen-3-amine and mono-methyl fumarate via a formal aza-[3+3] cyclization addition reaction using BOP and conjugation. Accordingly, novel thieno[3,2-b]pyridine-5(4H)-one derivative compounds according to the present invention have fluorescence properties with a wide range of emission wavelengths and thus may be utilized in various industrial fields such as physics, chemistry, and biomedical research.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.