10592-27-5

Basic information

• Product Name: 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE;7-azaindoline;1H-Pyrrolo[2,3-b]pyridine,2,3-dihydro-(6CI,8CI,9CI);2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine 7-azaindoline;2,3-Dihydro-7-azaindole;1H,2H,3H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 2,3-dihydro-;2,3-Dihydropyrrolo[2,3-b]pyridine, 97+%
• CAS NO: 10592-27-5
• Molecular Formula: C₇H₈N₂
• Molecular Weight: 120.15
• Product Categories: PYRROLIDINE;API intermediates
• Mol File: 10592-27-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 78-83 °C
• Boiling Point: 114°C/10mmHg(lit.)
• Flash Point: 114.012 °C
• Appearance: White/Powder
• Density: 1.23
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: Room temperature.
• Solubility: soluble in Methanol
• PKA: 10.75±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(10592-27-5)
• EPA Substance Registry System: 2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(10592-27-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 10592-27-5(Hazardous Substances Data)

Usage

Chemical Properties

Beige powder

Uses

It can be used as pharmaceutical raw material and intermediate.

InChI:InChI=1/C7H8N2/c1-2-6-3-5-9-7(6)8-4-1/h1-2,4H,3,5H2,(H,8,9)

Upstream product

• 271-63-6 7-Azaindole 
• 1603-40-3 3-methylpyridin-2-ylamine 
• 138343-75-6 tert-butyl (3-methylpyridin-2-yl)carbamate 
• 52200-48-3 3-bromo-2-chloropyridine 
• 54230-88-5 8-bromotetrazolo[1,5-a]pyridine 
• 111097-54-2 N-(but-3-yn-1-yl)pyrimidin-2-amine 
• 111097-51-9 2-(N-acetyl-3-butynylamino)pyrimidine 
• 110167-08-3 3-(3-butynyl-1-amino)-1,2,4-triazine 

Downstream Products

• 115170-40-6 7-aza-5-bromoindoline 
• 118600-53-6 5-nitro-7-azaindoline 
• 1609172-05-5 1-(3-bromophenylsulfonyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine 
• 1609172-09-9 (E)-tert-butyl 3-(3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-1-ylsulfonyl)phenyl)acrylate 
• 1609172-13-5 (E)-3-(3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-ylsulfonyl)phenyl)acrylic acid 
• 1609172-21-5 (E)-tert-butyl 3-(4-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-ylsulfonyl)phenyl)acrylate 
• 1609172-25-9 (E)-3-(4-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-ylsulfonyl)phenyl)acrylic acid 
• 1609171-97-2 (E)-3-(3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-ylsulfonyl)phenyl)-N-hydroxyacrylamide 
• 1609171-98-3 (E)-3-(4-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-ylsulfonyl)phenyl)-N-hydroxyacrylamide 
• 1609172-17-9 1-(4-bromophenylsulfonyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine 
• 1616337-39-3 C₂₆H₂₄N₂ 

Relevant articles and documents

Iron-Catalyzed Amination of Strong Aliphatic C(sp3)-H Bonds

A concept for intramolecular denitrogenative C(sp3)-H amination of 1,2,3,4-tetrazoles bearing unactivated primary, secondary, and tertiary C-H bonds is discovered. This catalytic amination follows an unprecedented metalloradical activation mechanism. The utility of the method is showcased with the short synthesis of a bioactive molecule. Moreover, an initial effort has been embarked on for the enantioselective C(sp3)-H amination through the catalyst design. Collectively, this study underlines the development of C(sp3)-H bond functionalization chemistry that should find wide application in the context of drug discovery and natural product synthesis.

Sustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles

We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-(but-2-enoyl)indoles with broad substrate scopes in up to 90% isolated yield. This method provides sustainable and efficient access to synthesize difluoroalkylated pyrrolo[1,2-a]indoles with a quaternary carbon center under mild conditions.

Synthesis method of 5-chloro-7-azaindole

The invention provides a synthesis method of 5-chloro-7-azaindole. The synthesis method comprises the following steps: (1) reacting a dilithium initiator and trimethylbromosilane to prepare silicon-containing organic lithium; (2) reacting 2-amino-3-methylpyridine and di-tert-butyl dicarbonate to prepare 2-N-BOC-amino-3-methylpyridine; (3) performing lithiation on the 2-N-BOC-amino-3-methylpyridine through the silicon-containing organic lithium, and performing delithiation activation, cyclization and dehydration to prepare 7-azaindole; (4) performing hydrogenation reduction reaction on the 7-azaindole to generate 2,3-dihydro-7-azaindole; (5) performing chlorination reaction on the 2,3-dihydro-7-azaindole through liquid chlorine to generate 5-chloro-2,3-dihydro-7-azaindole; and (6) performing dehydrogenation reaction on the 5-chloro-2,3-dihydro-7-azaindole to obtain 5-chloro-7-azaindole. The synthesis method provided by the invention has the advantages of mild conditions and high yield.