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Statements

Subject Item
n2:RIV%2F61989592%3A15310%2F10%3A10215444%21RIV11-MSM-15310___
rdf:type
skos:Concept n9:Vysledek
dcterms:description
Solid-phase synthesis of bisheterocyclic compounds that contain purine and 3-hydroxyquinolin-4(1H)-one skeleton connected with an aliphatic spacer of a different length/structure is described. The reaction sequence started from the primary amines immobilized on aminomethylated polystyrene resin equipped with BAL linker. After the arylation of amines with 2,6-dichloropurine via its C6, purine N9 was alkylated and subsequently the chlorine atom at purine C2 was substituted with aliphatic diamines. The resulting terminal aminogroup was used as the starting point for the synthesis of 3-hydroxyquinolin-4(1H)-one precursores based on the acylation with 1-methyl-2-aminoterephtalate followed by the saponification of the methyl ester and esterification of the resulting carboxylic acid with various haloketones. The intermediates were cleaved from the resin and their cyclisation to the target purine-hydroxyquinolinone bisheterocycles was accomplished by heating in acetic or trifluoroacetic acid. Solid-phase synthesis of bisheterocyclic compounds that contain purine and 3-hydroxyquinolin-4(1H)-one skeleton connected with an aliphatic spacer of a different length/structure is described. The reaction sequence started from the primary amines immobilized on aminomethylated polystyrene resin equipped with BAL linker. After the arylation of amines with 2,6-dichloropurine via its C6, purine N9 was alkylated and subsequently the chlorine atom at purine C2 was substituted with aliphatic diamines. The resulting terminal aminogroup was used as the starting point for the synthesis of 3-hydroxyquinolin-4(1H)-one precursores based on the acylation with 1-methyl-2-aminoterephtalate followed by the saponification of the methyl ester and esterification of the resulting carboxylic acid with various haloketones. The intermediates were cleaved from the resin and their cyclisation to the target purine-hydroxyquinolinone bisheterocycles was accomplished by heating in acetic or trifluoroacetic acid.
dcterms:title
Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles
skos:prefLabel
Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles Solid-phase Synthesis of Highly Diverse Purine-Hydroxyquinolinone Bisheterocycles
skos:notation
RIV/61989592:15310/10:10215444!RIV11-MSM-15310___
n3:aktivita
n13:P n13:Z
n3:aktivity
P(ME09057), Z(MSM6198959216)
n3:cisloPeriodika
6
n3:dodaniDat
n8:2011
n3:domaciTvurceVysledku
n10:1759256 n10:5110386 n10:4351940
n3:druhVysledku
n15:J
n3:duvernostUdaju
n17:S
n3:entitaPredkladatele
n16:predkladatel
n3:idSjednocenehoVysledku
288507
n3:idVysledku
RIV/61989592:15310/10:10215444
n3:jazykVysledku
n5:eng
n3:klicovaSlova
Hydroxyquinolinones, Purines, Bisheterocycles, Solid-phase synthesis
n3:klicoveSlovo
n4:Purines n4:Bisheterocycles n4:Solid-phase%20synthesis n4:Hydroxyquinolinones
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[0F2457EA901E]
n3:nazevZdroje
Journal of Combinatorial Chemistry
n3:obor
n7:CC
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
3
n3:projekt
n12:ME09057
n3:rokUplatneniVysledku
n8:2010
n3:svazekPeriodika
12
n3:tvurceVysledku
Soural, Miroslav Hlaváč, Jan Vaňková, Barbora
n3:wos
000283810600014
n3:zamer
n19:MSM6198959216
s:issn
1520-4766
s:numberOfPages
5
n18:organizacniJednotka
15310