53277-42-2

Usage

Classification

Organic compound

Compound Class

Pyrrolopyridines

Structural Feature

Pyrrolopyridine skeleton with a ketone group at position 1

Potential Applications

Pharmaceuticals, agrochemicals

Usage

Building block in the synthesis of biologically active compounds

Medicinal Properties

Under investigation for potential benefits

Research Status

Further research needed to fully understand and harness its potential benefits

Upstream product

• 271-63-6 7-Azaindole 
• 127-19-5 N,N-dimethyl acetamide 
• 108-24-7 acetic anhydride 
• 108-05-4 vinyl acetate 

Downstream Products

• 60884-14-2 7-acetyl-2,2-diphenyl-2,2a,7,7a-tetrahydro-oxeto[3',2':4,5]pyrrolo[2,3-b]pyridine 
• 5654-95-5 1H-pyrrolo[2,3-b]pyridine-2,3-dione 
• 271-63-6 7-Azaindole 
• 111097-45-1 1-acetyl-2,3-dihydropyrrolo<2,3-b>pyridine 

Relevant academic research and scientific papers

Na 2 CO 3-Catalyzed N-Acylation of Indoles with Alkenyl Carboxylates

The N-acylation of indoles has been accomplished via inorganic base catalysis. It provided an efficient and simple catalysis system for the preparation of N-acylindoles with alkenyl carboxylates as acylating agents. A broad variety of indoles undergo the smooth N-acylation using Na 2 CO 3 as catalyst in MeCN at 120? °C to give the corresponding N-acylindoles in good to excellent yields.

Oxidant-controlled regioselectivity in the oxidative arylation of N-acetylindoles

N-Acetylindoles can be oxidatively coupled with arenes such as benzene or pentafluorobenzene in dioxane. The use of Cu(OAc)2 as the stoichiometric oxidant produces selective arylation at the 3-position of indole while AgOAc produces selective a

Pyridine-derived heterocycles as potential photoacylating reagents

We prepared several pyridine-derived heterocycles and investigated their photoacylating properties. Among representatives of 4 families of compounds (1-acetyl-7-azaindole, 1-acetyl-7-azaindoline, 2-acetamindpyridine and 2-amidopyrimidines), the 2-aminopyrimidine derivatives were the most promising candidates. Photoacylation of dodecylamine yields up to 47% were obtained, upon irradiation with UV light at 254 nm.

Reactivity of 1H-Pyrrolopyridine. I. Synthesis of 3-Acetyl-7-azaindole and Related Compounds

The bihaviour of 1H-pyrrolo(2,3-b)pyridine (7-azaindole) towards several acylating reagents are reported.The preparation of 3-acetyl-7-azaindole, 3-chloroacetyl-7-azaindole and 3-(2-hydroxyethyl)-7-azaindole are described.

diazaindenes (azaindoles)-IV. Oxidation of 1,5- and 1,7-diazaindenes and a novel route to 3-substituted diazaindenes

Treatment of certain 1,5- and 1,7-diazaindenes with a small molar excess of hydrogen peroxide in acetic acid causes opening of the pyrrole ring with loss of the 2-C atom to give aminopyridyl ketones or aminopyridine carboxylic acids. The former have been used as intermediates in the synthesis of 3-substituted diazaindenes by reaction with dimethylsulphonium methylide. Stable iodine complexes with 1,5-diazaindenes may be formed: 6-(4-aminopyrid-3-yl)-6-oxohexanoic acid gave 4-(1-methyl-1,5-diazainden-3-yl)butanoic acid.