4-Bromo-1H-Pyrrolo[2,3-c]Pyridine

Base Information

• Chemical Name: 4-Bromo-1H-Pyrrolo[2,3-c]Pyridine
• CAS No.: 69872-17-9
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 2933990090
• Mol file: 69872-17-9.mol

Synonyms:4-Bromopyrrolo[2,3-c]pyridine;

Chemical Property of 4-Bromo-1H-Pyrrolo[2,3-c]Pyridine

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 188-189℃
• Refractive Index: 1.728
• Boiling Point: 337.619 °C at 760 mmHg
• PKA: 13.73±0.40(Predicted)
• Flash Point: 157.986 °C
• PSA: 28.68000
• Density: 1.771 g/cm³
• LogP: 2.32540
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98.0% Min., ^*data from raw suppliers

4-Bromo-1H-pyrrolo[2,3-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-1H-Pyrrolo[2,3-c]Pyridine

There total 9 articles about 4-Bromo-1H-Pyrrolo[2,3-c]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: 97.0%

[2-(3-bromo-5-nitro-pyridin-4-yl)-vinyl]-dimethyl-amine (69872-16-8) → 4-bromo-1H-pyrrolo[2,3-c]pyridine (69872-17-9)

Guidance literature:

With iron; acetic acid; at 120 ℃;

DOI:10.1002/hlca.202100211

Reference yield: 73.0%

(E)-2-(3-bromo-5-nitro-4-pyridinyl)-N,N-dimethylethenamine (1258875-12-5) → 4-bromo-1H-pyrrolo[2,3-c]pyridine (69872-17-9)

Guidance literature:

With iron; acetic acid; for 0.75h; Heating / reflux;

Reference yield:

4-hydroxy-3-nitropyridine (5435-54-1) → 4-bromo-1H-pyrrolo[2,3-c]pyridine (69872-17-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bromine / water / 2 h / 50 °C

2.1: diethylamine; trichlorophosphate / 5 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0 °C

3.2: 1 h / 0 °C

4.1: hydrogenchloride; water / 16 h / Reflux

5.1: N,N-dimethyl-formamide / 4 h / 90 °C

6.1: iron; acetic acid / 3 h / 90 °C

With hydrogenchloride; water; bromine; iron; sodium hydride; acetic acid; diethylamine; trichlorophosphate; In water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.11.070

upstream raw materials:

(E)-2-(3-bromo-5-nitro-4-pyridinyl)-N,N-dimethylethenamine

[2-(3-bromo-5-nitro-pyridin-4-yl)-vinyl]-dimethyl-amine

3-bromo-5-nitropyridin-4-ol

3-bromo-4-chloro-5-nitropyridine

Downstream raw materials:

tert-butyl 4-bromo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate

B-1H-pyrrolo[2,3-c]pyridin-4-ylboronic acid

3-iodo-1H-pyrrolo[2,3-c]pyridine-4-carbonitrile

Refernces

• 1、 -. "AZAINDOLE CARBOXAMIDE COMPOUNDS FOR THE TREATMENT OF MYCOBACTERIAL INFECTIONS". Page/Page column 115. . Retrieved 2021/04/02.
• 2、 Piatnitski Chekler, Eugene L.,Khan, Taukeer A.,Mamidala, Rajanikanth,Anderson, James T.,Tangirala, Raghuram S.,Verhoest, Patrick R.,Gilbert, Adam M.. "Azaindolines: Derisking the indoline structural alert". scheme or table. p. 377 - 379. Retrieved 2012/01/31.