About: Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A highly efficient solid-phase synthesis of 2-substituted-3-hydroxy-4(1H)-quinolinone-7-carboxamides was developed using anthranilates and bromoketones as the key synthons. Primary amines immobilized to an acid-cleavable BAL linker were acylated with 1-methyl-2-aminoterephtalate. After cleavage of the methyl ester, bromoketones were used to form resin-bound phenacyl esters. Acid-mediated cleavage and subsequent cyclization in solution afforded 3-hydroxy-4(1H)-quinolinones in high purity and yield. Highly efficient solid-phase synthesis (purity > 90%, yield > 80%, synthetic time ) 2 days using commercially available synthons) is amenable to high-throughput/combinatorial synthesis to match the high-throughput screening capability. A highly efficient solid-phase synthesis of 2-substituted-3-hydroxy-4(1H)-quinolinone-7-carboxamides was developed using anthranilates and bromoketones as the key synthons. Primary amines immobilized to an acid-cleavable BAL linker were acylated with 1-methyl-2-aminoterephtalate. After cleavage of the methyl ester, bromoketones were used to form resin-bound phenacyl esters. Acid-mediated cleavage and subsequent cyclization in solution afforded 3-hydroxy-4(1H)-quinolinones in high purity and yield. Highly efficient solid-phase synthesis (purity > 90%, yield > 80%, synthetic time ) 2 days using commercially available synthons) is amenable to high-throughput/combinatorial synthesis to match the high-throughput screening capability. (en) Práce popisuje efektivní způsob syntézy 2-substituovaných-3-hydroxy-4(1H)-chinolonů-7-carboxamidů na pevné fázi. Výchozí aminy byly imobilizovány na kysele štěpitelný BAL linker, acylovány 1-methyl-2-aminotereftalovou kyselinou. Po odštěpení methylesterové skupiny byly připraveny fenacylestery, které byly dále cyklizovány za vzniku příslušných chinolonů za současného odštěpení z matrice. (cs)
Title	Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions Efektivní syntéza 2-substituovaných-3-hydroxy-4(1H)-chinolon-7-karboxamidů (cs) Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions (en)
skos:prefLabel	Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions Efektivní syntéza 2-substituovaných-3-hydroxy-4(1H)-chinolon-7-karboxamidů (cs) Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions (en)
skos:notation	RIV/61989592:15310/07:00004869!RIV08-MSM-15310___
http://linked.open.../vavai/riv/strany	793-796
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	5
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Soural, Miroslav
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Palackého v Olomouci / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	419366
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/07:00004869
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	quinolinones; solid phase; synthesis (en)
http://linked.open.../riv/klicoveSlovo	quinolinones solid phase synthesis
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[F0C2064FEE90]
http://linked.open...i/riv/nazevZdroje	Journal of Combinatorial Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	2 (xsd:int)
http://linked.open...UplatneniVysledku	2007
http://linked.open...v/svazekPeriodika	9
http://linked.open...iv/tvurceVysledku	Soural, Miroslav Krchňák, Viktor
http://linked.open...n/vavai/riv/zamer	Modulation of signalling and regulatory pathways in normal and cancer cells
issn	1520-4766
number of pages	4 (xsd:int)
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions Efficient Solid-Phase Synthesis of 2-Substituted-3-Hydroxy-4(1H)-Quinolinone-7-Carboxamides withTwo Diversity Positions

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