3-broMo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

Base Information

• Chemical Name: 3-broMo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid
• CAS No.: 889658-85-9
• Molecular Formula: C10H9BrN2O2
• Molecular Weight: 269.098
• Mol file: 889658-85-9.mol

Synonyms:3-BROMO-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic nacid;

Chemical Property of 3-broMo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

Chemical Property:

• Boiling Point: 408.5±40.0 °C(Predicted)
• PKA: 11.01±0.40(Predicted)
• PSA: 54.98000
• Density: 1.624±0.06 g/cm3(Predicted)
• LogP: 2.50210
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylicacidethylester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-broMo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

There total 2 articles about 3-broMo-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester (17288-32-3) → ethyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-85-9)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

2-methyl-3-nitropyridine (18699-87-1) → ethyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 15 h

2: hydrogen / palladium 10% on activated carbon / ethanol / 3 h / 20 °C / 1500.15 Torr

3: pyridine; pyridinium hydrobromide perbromide / 0.25 h / 50 °C

With pyridine; pyridinium hydrobromide perbromide; hydrogen; palladium 10% on activated carbon; In ethanol;

Reference yield: 95.0%

ethyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (889658-85-9) + 4-methylphenylboronic acid (5720-05-8) → ethyl 3-(4-methylphenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Guidance literature:

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); cesium fluoride; In water; 1,2-dichloro-ethane; toluene; at 100 ℃; for 3h; Inert atmosphere;

upstream raw materials:

1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester

2-methyl-3-nitropyridine

Downstream raw materials:

ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate