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
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
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.
N-Bromosuccinimide Price
- 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
- Product number
- B698913
- Product name
- 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
- Packaging
- 25mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FB142320
- Product name
- 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
- Packaging
- 100mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 032334
- Product name
- 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
- Packaging
- 250mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- FB142320
- Product name
- 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
- Packaging
- 250mg
- Price
- $125
- Updated
- 2021/12/16
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
5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID Suppliers
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- Country
- United Kingdom
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View Lastest Price from 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID manufacturers
- 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