Unexpected discovery: A new 3,3′-bipyrazolo[3,4-b]pyridine scaffold and its comprehensive analysis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F24%3A00600448" target="_blank" >RIV/61389030:_____/24:00600448 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/24:73628619

Výsledek na webu

<a href="https://doi.org/10.1016/j.heliyon.2024.e32573" target="_blank" >https://doi.org/10.1016/j.heliyon.2024.e32573</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.heliyon.2024.e32573" target="_blank" >10.1016/j.heliyon.2024.e32573</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Unexpected discovery: A new 3,3′-bipyrazolo[3,4-b]pyridine scaffold and its comprehensive analysis

Popis výsledku v původním jazyce

In this study, a novel 3,3 '-bipyrazolo [3,4-b]pyridine-type structure was synthesized from 5-acetylamino-3-methyl-1-phenylpyrazole using the Vilsmeier-Haack reaction as a key step. The spectroscopic properties and structural elucidation of the compound were determined with the use of FT-IR, HRMS, 1H NMR, and 13C NMR. Likewise, the theoretical analysis of the IR and NMR spectra allowed peaks to be assigned and a solid correlation was demonstrated between the experimental and theoretical results. Finally, ab initio calculations based on the density functional theory method at the B3LYP/6-311G (d,p) level of theory were used to determine the conformational energy barrier, facilitating the identification of the most probable conformers of the synthesized compound. Overall, our findings contribute to the understanding of bipyrazolo [3,4b]pyridine derivatives.

Název v anglickém jazyce

Unexpected discovery: A new 3,3′-bipyrazolo[3,4-b]pyridine scaffold and its comprehensive analysis

Popis výsledku anglicky

In this study, a novel 3,3 '-bipyrazolo [3,4-b]pyridine-type structure was synthesized from 5-acetylamino-3-methyl-1-phenylpyrazole using the Vilsmeier-Haack reaction as a key step. The spectroscopic properties and structural elucidation of the compound were determined with the use of FT-IR, HRMS, 1H NMR, and 13C NMR. Likewise, the theoretical analysis of the IR and NMR spectra allowed peaks to be assigned and a solid correlation was demonstrated between the experimental and theoretical results. Finally, ab initio calculations based on the density functional theory method at the B3LYP/6-311G (d,p) level of theory were used to determine the conformational energy barrier, facilitating the identification of the most probable conformers of the synthesized compound. Overall, our findings contribute to the understanding of bipyrazolo [3,4b]pyridine derivatives.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Heliyon

ISSN

2405-8440

e-ISSN

2405-8440

Svazek periodika

10

Číslo periodika v rámci svazku

11

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

e32573

Kód UT WoS článku

001251466200001

EID výsledku v databázi Scopus

2-s2.0-85195214028