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Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction

Identifieur interne : 000878 ( Main/Exploration ); précédent : 000877; suivant : 000879

Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction

Auteurs : Maryna V. Murlykina [Ukraine, Belgique] ; Oleksandr V. Kolomiets [Ukraine] ; Maryna M. Kornet ; Yana I. Sakhno [Ukraine] ; Sergey M. Desenko [Ukraine] ; Victoriya V. Dyakonenko [Ukraine] ; Svetlana V. Shishkina [Ukraine] ; Oleksandr A. Brazhko ; Vladimir I. Musatov [Ukraine] ; Alexander V. Tsygankov [Ukraine] ; Erik V. Van Der Eycken [Belgique, Russie] ; Valentyn A. Chebanov [Ukraine, Belgique]

Source :

RBID : PMC:6604699

Abstract

Substituted 1H-pyrazolo[3,4-b]pyridine-4- and 1H-pyrazolo[3,4-b]pyridine-6-carboxamides have been synthetized through a Doebner–Ugi multicomponent reaction sequence in a convergent and versatile manner using diversity generation strategies: combination of two multicomponent reactions and conditions-based divergence strategy. The target products contain as pharmacophores pyrazolopyridine and peptidomimetic moieties with four points of diversity introduced from readily available starting materials including scaffold diversity. A small focused compound library of 23 Ugi products was created and screened for antibacterial activity.


Url:
DOI: 10.3762/bjoc.15.126
PubMed: 31293676
PubMed Central: 6604699


Affiliations:


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<title xml:lang="en" level="a" type="main">Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction</title>
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<nlm:aff id="A1">Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine, Nauky Ave., 60, 61072, Kharkiv, Ukraine</nlm:aff>
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<name sortKey="Van Der Eycken, Erik V" sort="Van Der Eycken, Erik V" uniqKey="Van Der Eycken E" first="Erik V" last="Van Der Eycken">Erik V. Van Der Eycken</name>
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<nlm:aff id="A3">Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), KU Leuven, Celestijnenlaan 200F, B-3001, Leuven, Belgium</nlm:aff>
<country xml:lang="fr">Belgique</country>
<wicri:regionArea>Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), KU Leuven, Celestijnenlaan 200F, B-3001, Leuven</wicri:regionArea>
<wicri:noRegion>Leuven</wicri:noRegion>
</affiliation>
<affiliation wicri:level="3">
<nlm:aff id="A6">Peoples' Friendship University of Russia, Miklukho-Maklya str., 6, 117198, Moscow, Russia</nlm:aff>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Peoples' Friendship University of Russia, Miklukho-Maklya str., 6, 117198, Moscow</wicri:regionArea>
<placeName>
<settlement type="city">Moscou</settlement>
<region>District fédéral central</region>
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</affiliation>
</author>
<author>
<name sortKey="Chebanov, Valentyn A" sort="Chebanov, Valentyn A" uniqKey="Chebanov V" first="Valentyn A" last="Chebanov">Valentyn A. Chebanov</name>
<affiliation wicri:level="1">
<nlm:aff id="A1">Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine, Nauky Ave., 60, 61072, Kharkiv, Ukraine</nlm:aff>
<country xml:lang="fr">Ukraine</country>
<wicri:regionArea>Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine, Nauky Ave., 60, 61072, Kharkiv</wicri:regionArea>
<wicri:noRegion>Kharkiv</wicri:noRegion>
</affiliation>
<affiliation wicri:level="1">
<nlm:aff id="A2">Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq., 4, 61077, Kharkiv, Ukraine</nlm:aff>
<country xml:lang="fr">Ukraine</country>
<wicri:regionArea>Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq., 4, 61077, Kharkiv</wicri:regionArea>
<wicri:noRegion>Kharkiv</wicri:noRegion>
</affiliation>
<affiliation wicri:level="1">
<nlm:aff id="A3">Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), KU Leuven, Celestijnenlaan 200F, B-3001, Leuven, Belgium</nlm:aff>
<country xml:lang="fr">Belgique</country>
<wicri:regionArea>Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), KU Leuven, Celestijnenlaan 200F, B-3001, Leuven</wicri:regionArea>
<wicri:noRegion>Leuven</wicri:noRegion>
</affiliation>
</author>
</analytic>
<series>
<title level="j">Beilstein Journal of Organic Chemistry</title>
<idno type="eISSN">1860-5397</idno>
<imprint>
<date when="2019">2019</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc>
<textClass></textClass>
</profileDesc>
</teiHeader>
<front>
<div type="abstract" xml:lang="en">
<p>Substituted 1
<italic>H</italic>
-pyrazolo[3,4-
<italic>b</italic>
]pyridine-4- and 1
<italic>H</italic>
-pyrazolo[3,4-
<italic>b</italic>
]pyridine-6-carboxamides have been synthetized through a Doebner–Ugi multicomponent reaction sequence in a convergent and versatile manner using diversity generation strategies: combination of two multicomponent reactions and conditions-based divergence strategy. The target products contain as pharmacophores pyrazolopyridine and peptidomimetic moieties with four points of diversity introduced from readily available starting materials including scaffold diversity. A small focused compound library of 23 Ugi products was created and screened for antibacterial activity.</p>
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</front>
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<li>Belgique</li>
<li>Russie</li>
<li>Ukraine</li>
</country>
<region>
<li>District fédéral central</li>
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<li>Moscou</li>
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<name sortKey="Chebanov, Valentyn A" sort="Chebanov, Valentyn A" uniqKey="Chebanov V" first="Valentyn A" last="Chebanov">Valentyn A. Chebanov</name>
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<name sortKey="Desenko, Sergey M" sort="Desenko, Sergey M" uniqKey="Desenko S" first="Sergey M" last="Desenko">Sergey M. Desenko</name>
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<name sortKey="Musatov, Vladimir I" sort="Musatov, Vladimir I" uniqKey="Musatov V" first="Vladimir I" last="Musatov">Vladimir I. Musatov</name>
<name sortKey="Sakhno, Yana I" sort="Sakhno, Yana I" uniqKey="Sakhno Y" first="Yana I" last="Sakhno">Yana I. Sakhno</name>
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<name sortKey="Shishkina, Svetlana V" sort="Shishkina, Svetlana V" uniqKey="Shishkina S" first="Svetlana V" last="Shishkina">Svetlana V. Shishkina</name>
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<name sortKey="Van Der Eycken, Erik V" sort="Van Der Eycken, Erik V" uniqKey="Van Der Eycken E" first="Erik V" last="Van Der Eycken">Erik V. Van Der Eycken</name>
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</record>

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