5-Chloro-2-methyl-3H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 5-Chloro-2-methyl-3H-imidazo[4,5-b]pyridine
• CAS No.: 40851-92-1
• Molecular Formula: C7H6ClN3
• Molecular Weight: 167.59600
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40420783
• Mol file: 40851-92-1.mol

Synonyms:5-Chloro-2-methyl-3H-imidazo[4,5-b]pyridine;40851-92-1;5-chloro-2-methyl-1H-imidazo[4,5-b]pyridine;1H-Imidazo[4,5-b]pyridine, 5-chloro-2-methyl-;SCHEMBL6299123;SCHEMBL12909163;AMY4947;DTXSID40420783;MFCD08692376;AKOS006280232;AKOS016007802;CS-W022347;PB48791;DS-12752;EN300-109719

Chemical Property of 5-Chloro-2-methyl-3H-imidazo[4,5-b]pyridine

Chemical Property:

• PSA: 41.57000
• LogP: 1.91970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.0250249
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Chloro-2-methyl-3H-imidazo[4,5-B]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC2=C(N1)C=CC(=N2)Cl

Technology Process of 5-Chloro-2-methyl-3H-imidazo[4,5-b]pyridine

There total 9 articles about 5-Chloro-2-methyl-3H-imidazo[4,5-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: 63.0%

acetic acid (64-19-7,77671-22-8) + 2-acetamido-6-chloro-3-nitropyridine (139086-97-8) → 5-chloro-2-methylimidazo<4,5-b>pyridine (40851-92-1) + 2,3-diacetamido-6-chloropyridine (139086-99-0)

Guidance literature:

With iron; In ethanol; for 2h; Heating;

Reference yield: 61.0%

6-chloro-2-fluoro-3-iodopyridine (1187732-65-5) + acetamidine hydrochloride (124-42-5) → 5-chloro-2-methylimidazo<4,5-b>pyridine (40851-92-1)

Guidance literature:

6-chloro-2-fluoro-3-iodopyridine; acetamidine hydrochloride; With caesium carbonate; In dimethyl sulfoxide; at 90 ℃; for 18h; Schlenk technique;

With copper(l) iodide; In dimethyl sulfoxide; at 90 ℃; for 10h; regiospecific reaction; Schlenk technique;

DOI:10.1039/d0ob01904f

Reference yield: 19.0%

2-acetamido-6-chloro-3-nitropyridine (139086-97-8) → 5-chloro-2-methylimidazo<4,5-b>pyridine (40851-92-1) + 2,3-diacetamido-6-chloropyridine (139086-99-0)

Guidance literature:

With iron; acetic acid; In ethanol; for 2h; Heating;

upstream raw materials:

6-chloropyridine-2,3-diamine

acetic anhydride

2-amino-3-nitropyridine

Triethyl orthoacetate

Downstream raw materials:

5-bromo-3-(2-bromo-4-chlorobenzyl)-2-methyl-3H-[4,5-b]pyridine

5-bromo-1-(2-bromo-4-chlorobenzyl)-2-methyl-1H-imidazo[4,5-b]pyridine

2-methyl-1H-imidazo[4,5-b]pyridine-5-carbonitrile

3-(2-chloro-4-phenylbenzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carbonitrile

Refernces

• 1、 -. "Sulfonamide compounds and medicinal use thereof". Page column 44. . Retrieved 2010/02/04.