7-Azaindole Chemical Properties

Melting point:

105-107 °C (lit.)

Boiling point:

270 °C (753.1004 mmHg)

Density 

1.1151 (rough estimate)

refractive index 

1.5500 (estimate)

Flash point:

270°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform, Methanol

pka

7.69±0.20(Predicted)

form 

Powder

color 

White to off-white

BRN 

109667

InChIKey

MVXVYAKCVDQRLW-UHFFFAOYSA-N

CAS DataBase Reference

271-63-6(CAS DataBase Reference)

NIST Chemistry Reference

1H-Pyrrolo[2,3-b]pyridine(271-63-6)

EPA Substance Registry System

1H-Pyrrolo[2,3-b]pyridine (271-63-6)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36-41-37/38-22

Safety Statements 

39-26-36/37/39

WGK Germany 

3

RTECS 

UY8710000

HazardClass 

IRRITANT

HS Code 

29339990

MSDS

• Language:English Provider:1H-Pyrrolo[2,3-b]pyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

7-Azaindole Usage And Synthesis

Chemical Properties

Brown-Cyrstalline Solid

Uses

7-Azaindole is imidazolinone derivatives as CGRP receptor antagonists used in the treatment.
A heterocyclic molecule that can be utilized as a pharmaceutical building block.
Starting material in a recent synthesis of azaserotonin.

Application

7-Azaindole is a heterocyclic organic compound, which is an organic synthesis intermediate and a pharmaceutical intermediate. It is the core structure of many drugs, such as antitumor drugs, dopamine D4 receptors, p38 kinase inhibitors, thrombin inhibitors, etc.

Preparation

Synthesis of 7-azaindole: in a single-necked flask, add 2.0 g of 2-amino-3-methylpyridine and 2.5 g of N-Methylformanilide into 40 mL of dichloromethane, and add 3.15 g of PCl with stirring under an ice-water bath. After 4 hours of reaction, the reaction system was slowly poured into 40 mL of ammonia water, and the insoluble matter was removed by suction filtration. The organic layer was separated, washed twice with water, dried over anhydrous sodium sulfate, and evaporated to dryness to obtain 2.91 g of 7-azaindole as a pale yellow solid, with a yield of 70%.

Definition

ChEBI: 1H-pyrrolo[2,3-b]pyridine is a pyrrolopyridine.

Purification Methods

Recrystallise it repeatedly from EtOH, then sublime it in a vacuum [Tokumura et al. J Am Chem Soc 109 1346 1987]. The N-acetate has m 65-66o (from *C6H6), and the picrate has m 232-233o (from Me2CO) [Clemo & Swan J Chem Soc 603 1945, Beilstein 23 III/IV 1105.]

7-Azaindole (271-63-6)Related Product Information

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• Indole-3-butyric acid
• Indole-3-acetic acid
• 7-Benzyloxyindole
• 7-Fluoroindole
• 7-Aminoindole
• 7-Fluorooxindole
• 7-FLUOROINDOLINE
• 6-Azaindole
• 1H-Pyrrolo[3,2-c]pyridine, 5-Azaindole
• 5-BROMO AZAINDOLE
• 4-Azaindole
• 5-Chloro-7-azaindole
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