1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Chemical Properties

Melting point:

205-209 °C

Boiling point:

425.3±45.0 °C(Predicted)

Density 

1.49±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

0.52±0.20(Predicted)

Appearance

Off-white to light brown Solid

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C8H6N2O2/c11-8(12)6-4-10-7-5(6)2-1-3-9-7/h1-4H,(H,9,10)(H,11,12)

InChIKey

KYBIRFFGAIFLPM-UHFFFAOYSA-N

SMILES

C12NC=C(C(O)=O)C1=CC=CN=2

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339980

1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Solid

Uses

7-Azaindole-3-carboxylic acid is a reactant for synthesis of azaindol derivatives as new acrosin inhibitors and for preparation of triazoles via regioselective heterocyclizaiton reactions. It is also a reactant for synthesis of azaindolylcarboxy-endo-tropanamide.

Synthesis

(1) (1H-pyrrolo[2,3-b]pyridin-3-yl)methanol was used as a raw material and reacted with formaldehyde under microwave radiation at a molar ratio of 1:1.2. In the reaction system, the concentration of 7-azaindole to water was 1 mol/L, the molar ratio of 7-azaindole to tetramethylguanidine was 2:5, and the mass ratio of 7-azaindole to MFI zeolites was 6:7. (2) The 7-azaindole obtained from step (1) was The 7-azaindole-3-methanol was dissolved in dichloromethane, heated to 50 °C, KMnO4 was added (the molar ratio of 7-azaindole-3-methanol to KMnO4 was 12:15) and mixed thoroughly. The reaction mixture was stirred for 3 hours, then filtered, the filtrate was evaporated under reduced pressure, and the resulting solid was purified by recrystallization to give 7-azaindole-3-carboxylic acid in 94.3% yield and 99.3% purity.

References

[1] Patent: CN107903261, 2018, A. Location in patent: Paragraph 0021-0031; 0035-0038; 0042-0045; 0049-0059

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