Uses
ChemicalBook > CAS DataBase List > 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID

5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID

Uses
Product Name
5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID
CAS No.
849068-61-7
Chemical Name
5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID
Synonyms
5-Bromo-7-azaindole-3-car...;3-b]pyridine-3-carboxylic acid;5-BroMo-7-azaindole-3-carboxylic;5-Bromo-7-azaindole-3-carboxylic acid;5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic;5-Bromopyrrolo[2,3-b]pyridine-3-carboxylic Acid;5-bromo-1H-pyrrolo[5,4-b]pyridine-3-carboxylic acid;5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID;1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid, 5-bromo-
CBNumber
CB11502728
Molecular Formula
C8H5BrN2O2
Formula Weight
241.04
MOL File
849068-61-7.mol
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5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Property

Density 
1.946±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
form 
solid
pka
13.34±0.40(Predicted)
Appearance
White to off-white Solid
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22-36
Safety Statements 
26-24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ADE001006
Product name
5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Purity
Aldrich
Packaging
1g
Price
$817
Updated
2025/07/31
TRC
Product number
B698913
Product name
5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Packaging
25mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142320
Product name
5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Packaging
100mg
Price
$80
Updated
2021/12/16
Matrix Scientific
Product number
032334
Product name
5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Packaging
250mg
Price
$90
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142320
Product name
5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Packaging
250mg
Price
$125
Updated
2021/12/16
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5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Chemical Properties,Usage,Production

Uses

5-Bromo-1H-pyrrolo[2,3-B]pyridine-3-carboxylic acid is an important raw material in organic synthesis. Its derivative, pyrrolopyridine-2-carboxamide, is a glycogen phosphorylase inhibitor used to prevent or treat diabetes, hypertension, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, atherosclerosis, or tissue ischemia, and can also be used as a cardioprotective agent.

Synthesis

76-02-8

183208-35-7

849068-61-7

The general procedure for the synthesis of 5-bromo-1H-pyrrolo[2,3-B]pyridine-3-carboxylic acid using 5-bromo-7-azaindole and trichloroacetyl chloride as starting materials was as follows: 5-bromo-7-azaindole (10.00 g, 50.75 mmol) was dissolved in dichloromethane (200 mL), followed by the addition of aluminum chloride (34.00 g, 254.99 mmol). stirred for 10 minutes at room temperature. Next, trichloroacetyl chloride (8.6 mL, 77 mmol) was added slowly and the reaction continued to be stirred at room temperature overnight. After completion of the reaction, the reaction mixture was slowly poured into ice water and filtered to collect the white solid. The filtrate was extracted with ethyl acetate (200 mL x 3). The organic phases were combined and concentrated to give a white solid. The solid was dissolved in water (125 mL), triethylamine (50 mL) was added and stirred at room temperature for 24 hours. At the end of the reaction, the solvent was concentrated to remove the solvent, the pH was adjusted to 5-6 with 1.0 M dilute hydrochloric acid, the product was collected by filtration and dried at 50 °C to give the final 5-bromo-1H-pyrrolo[2,3-B]pyridine-3-carboxylic acid (8.20 g, off-white solid) in 67.0% yield.

References

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 5, p. 2052 - 2070
[2] Patent: CN106336413, 2017, A. Location in patent: Paragraph 0557; 0558; 0559

5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID 849068-61-7
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08

849068-61-7, 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACIDRelated Search:


  • 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID
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  • 5-Bromopyrrolo[2,3-b]pyridine-3-carboxylic Acid
  • 5-bromo-1H-pyrrolo[5,4-b]pyridine-3-carboxylic acid
  • 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic
  • 849068-61-7
  • CHIRAL CHEMICALS