J 2017

Convenient Synthesis of Piperazine Substituted Quinolones

FATHALLA, Walid Mohamed and Pavel PAZDERA

Basic information

Original name

Convenient Synthesis of Piperazine Substituted Quinolones

Name in Czech

Convenient Synthesis of Piperazine Substituted Quinolones

Authors

FATHALLA, Walid Mohamed (818 Egypt) and Pavel PAZDERA (203 Czech Republic, guarantor, belonging to the institution)

Edition

Journal of Heterocyclic Chemistry, Hoboken, NJ USA, Wiley, 2017, 0022-152X

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Japan

Confidentiality degree

není předmětem státního či obchodního tajemství

Impact factor

Impact factor: 1.141

RIV identification code

RIV/00216224:14310/17:00097590

Organization unit

Faculty of Science

DOI

UT WoS

000422654000060

Keywords in English

N1-monosubstituted piperazine; Linomide; Quinolones;Azide coupling method; Amino acids

Tags

Změněno: 3/4/2018 11:31, Ing. Nicole Zrilić

Abstract

V originále

A series of 1-[(4-hydroxy-2-oxo-1-phenyl-1,2-dihydroquinolin-3-yl)carbonyl]-4-(substituted) piperazines 3a–c and methyl 2-[(4-hydroxy-2-oxo-1-phenyl-1,2-dihydroquinolin-3-yl)carbonylamino] alkanoates 5a–d has been developed by the direct condensation of ethyl [4-hydroxy-2-oxo-1-phenyl-1,2-dihydro-3-quinoline] carboxylate 2 with N1-monosubstituted piperazine hydrochlorides or amino acid ester hydrochloride in the presence of triethyl amine. The quinolone amino acid esters 5a–d were the key intermediate for the preparation of a series of 1-[2-((4-hydroxy-2-oxo-1-phenyl-1,2-dihydroquinolin-3-yl)carbonylamino)alkylcarbony]-4-substituted piperazine derivatives 8–11 (a-d) via azide coupling method with amino acid ester hydrochloride.