5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 951626-91-8
• Molecular Formula: C7H4BrClN2
• Molecular Weight: 231.479
• Hs Code.: 2933990090
• Mol file: 951626-91-8.mol

Synonyms:5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine;5-Bromo-3-chloro-7-azaindole;5-Bromo-3-chloro-7-azaindole 96%

Chemical Property of 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Melting Point: 216-220 °C
• PSA: 28.68000
• LogP: 2.97880
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine

There total 1 articles about 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine 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: 94.0%

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine (951626-91-8)

Guidance literature:

With N-chloro-succinimide; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

Reference yield: 99.0%

5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine (951626-91-8) + bis(pinacol)diborane (73183-34-3) → 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (1111638-73-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dichloromethane; at 100 ℃;

Reference yield: 89.0%

5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine (951626-91-8) + Cyclohexanecarboxylic acid (98-89-5) → C13H14BrClN2

Guidance literature:

With copper(I) thiophene-2-carboxylate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(5-methyl-2-(4-fluorophenyl)pyridine(-1H))-iridium(III) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; bathophenanthroline; iodomesitylene diacetate; In 1,4-dioxane; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere; Irradiation;

DOI:10.1038/s41586-018-0234-8

upstream raw materials:

5-bromo-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

3-chloro-5-(4-(4-(trifluoromethyl)phenyl)-1,4-diazepan-1-yl)-1H-pyrrolo[2,3-b]pyridine

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine