(6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone

Base Information

• Chemical Name: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone
• CAS No.: 143468-11-5
• Molecular Formula: C₁₄H₉ClN₂O
• Molecular Weight: 256.691
• Hs Code.: 2933990090
• Mol file: 143468-11-5.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine,1-benzoyl-6-chloro;(6-Chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone;

Chemical Property of (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone

Chemical Property:

• PSA: 34.89000
• LogP: 3.37820
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(6-Chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone

There total 3 articles about (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone 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: 60.0%

benzoyl chloride (98-88-4) + 1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 1-Benzoyl-6-chloro-1H-pyrrolo<2,3-b>pyridine (143468-11-5)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1055/s-1992-26193

Reference yield: 51.0%

trimethylsilyl cyanide (7677-24-9) + benzoyl chloride (98-88-4) + 1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 1-Benzoyl-6-chloro-1H-pyrrolo<2,3-b>pyridine (143468-11-5) + 1-Benzoyl-6-cyano-1H-pyrrolo<2,3-b>pyridine (143468-08-0)

Guidance literature:

In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1055/s-1992-26193

Reference yield:

7-Azaindole (271-63-6) → 1-Benzoyl-6-chloro-1H-pyrrolo<2,3-b>pyridine (143468-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 2 h / 20 °C

2: 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 2 h / 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In ethyl acetate; toluene;

DOI:10.1016/j.ejmech.2019.03.003

upstream raw materials:

trimethylsilyl cyanide

benzoyl chloride

1H-Pyrrolo[2,3-b]pyridine-7-oxide

7-Azaindole

Downstream raw materials:

6-methyl-1H-pyrrolo<2,3-b>pyridine

1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

6-chloro-7-azaindole

Refernces

• 1、 -. "4-(Heteroaryl-methyl and substituted heteroaryl-methyl)-imidazole-2-thiones acting as alpha2 adrenergic agonists". Page/Page column 18-19. . Retrieved 2010/10/20.