1-benzyl-4-chloro-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 1-benzyl-4-chloro-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 74420-04-5
• Molecular Formula: C₁₄H₁₁ClN₂
• Molecular Weight: 242.708
• DSSTox Substance ID: DTXSID601225817
• Mol file: 74420-04-5.mol

Synonyms:1-benzyl-4-chloro-1H-pyrrolo[2,3-b]pyridine;74420-04-5;SCHEMBL19730198;DTXSID601225817;4-Chloro-1-(phenylmethyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 1-benzyl-4-chloro-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 242.0610761
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC3=C(C=CN=C32)Cl

Technology Process of 1-benzyl-4-chloro-1H-pyrrolo[2,3-b]pyridine

There total 4 articles about 1-benzyl-4-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: 33.0%

1-Benzyl-1H-pyrrolo<2,3-b>pyridine-4-ol (74420-14-7) → 1-Benzyl-4-Chloro-1H-pyrrolo<2,3-b>pyridine (74420-04-5)

Guidance literature:

With trichlorophosphate; In chloroform; at 85 - 90 ℃; for 3h;

DOI:10.1021/jo01308a021

Reference yield:

benzyl bromide (100-39-0) + 4-chloro-7-azaindole (55052-28-3) → 1-Benzyl-4-Chloro-1H-pyrrolo<2,3-b>pyridine (74420-04-5)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) Hexamethylphosphoramide, 0 deg C, Room temperature, 5 h; 2.) 0 deg C; Room temperature, overnight;

DOI:10.1021/jo01308a021

Reference yield:

1-Benzyl-4-oxo-4,7-dihydro-1H-pyrrolo<2,3-b>pyridine-3,5-dicarboxylic acid (74420-13-6) → 1-Benzyl-4-Chloro-1H-pyrrolo<2,3-b>pyridine (74420-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74.7 percent / diphenyl ether / 2 h / Heating

2: 33 percent / Phosphorus oxychloride / CHCl₃ / 3 h / 85 - 90 °C

With trichlorophosphate; In diphenylether; chloroform;

DOI:10.1021/jo01308a021

upstream raw materials:

benzyl bromide

4-chloro-7-azaindole

1-Benzyl-1H-pyrrolo<2,3-b>pyridine-4-ol

1-Benzyl-4-oxo-4,7-dihydro-1H-pyrrolo<2,3-b>pyridine-3,5-dicarboxylic acid