7-Azaindole-4-carboxylic acid Chemical Properties

Melting point:

>330℃

Density 

1.506±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

Solid

pka

1.45±0.10(Predicted)

color 

White to cream

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

7-Azaindole-4-carboxylic acid Usage And Synthesis

Chemical Properties

Yellow solid

Uses

The sensitivity of 7-azaindole to its environment is demonstrated and then exploited by studying it and its analogs in peptides and in complexes with larger proteins containing many tryptophan residues.

Synthesis

General procedure for the synthesis of 7-azaindole-4-carboxylic acid from 4-cyano-7-azaindole: A mixture of 4-cyano-7-azaindole (11.5 g, 80 mmol), sodium hydroxide (32 g, 800 mmol), water (100 mL) and ethanol (100 mL) was heated to reflux. After 6 hours of reaction, the reaction mixture was cooled to room temperature, neutralized and acidified with concentrated hydrochloric acid. The precipitated solid was collected by filtration to afford 7-azaindole-4-carboxylic acid (10.4 g, 80% yield), which was used in subsequent reactions without further purification.

References

[1] Patent: WO2012/127506, 2012, A1. Location in patent: Page/Page column 65
[2] Patent: WO2011/23081, 2011, A1. Location in patent: Page/Page column 52

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