ChemicalBook CAS DataBase List 4-Azaindole

4-Azaindole synthesis

11synthesis methods

Product Name:4-Azaindole
CAS Number:272-49-1
Molecular formula:C7H6N2
Molecular Weight:118.14

947330-64-5 Synthesis

2-((Trimethylsilyl)ethynyl)pyridin-3-amine

947330-64-5
27 suppliers
$155.00/50mg

272-49-1
285 suppliers
$8.00/250mg

Yield:272-49-1 97%

Reaction Conditions:

with potassium tert-butylate in tetrahydrofuran;acetonitrile at 20; for 2 h;

Steps:

8.1 Preparation of 4-azaindole 1a
Product 25 7 (1.96 g, 10.3 mtnol, 1 eq.) was subjected to a cyclization reaction in the presence of a 1M 28 THF solution 29 potassium-tert-butoxide (10.3 ml, 10.3 mmol, 1 eq.) in 30 CH₃CN (15 ml) at room temperature for 2 hours. The mixture was then diluted with ethyl acetate and hydrolyzed with water. After decantation, the organic phase was washed with saturated aqueous NaCl solution, dried over MgSO₄and concentrated under reduced pressure. 22 4-azaindole was isolated by flash column chromatography on silicagel (ethyl acetate/petroleum ether=1/1) with a yield of 97%

References:

CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE;UNIVERSITE D' ORLEANS;UNIVERSITE FRANCOIS RABELAIS DE TOURS;CENTRE HOSPITALIER REGIONAL UNIVERSITAIRE DE TOURS;INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE;ROUTIER, Sylvain;SUZENET, Franck;CHALON, Sylvie;BURON, Frederic;VERCOUILLIE, Johnny;MELKI, Ronald;BOIARYNA, Liliana;GUILLOTEAU, Denis;PIERI, Laura Ronald US2019/211011, 2019, A1 Location in patent:Paragraph 0587; 0589

FullText