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

Base Information

• Chemical Name: 2-Chloro-3-methyl-3H-imidazo[4,5-b]pyridine
• CAS No.: 30458-68-5
• Molecular Formula: C7H6ClN3
• Molecular Weight: 167.598
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90445300
• Wikidata: Q82263666
• Mol file: 30458-68-5.mol

Synonyms:2-Chloro-3-methyl-3H-imidazo[4,5-b]pyridine;30458-68-5;3H-Imidazo[4,5-b]pyridine, 2-chloro-3-methyl-;2-CHLORO-3-METHYLIMIDAZO[4,5-B]PYRIDINE;SCHEMBL1699294;DTXSID90445300;YPHGAEKALDRGJE-UHFFFAOYSA-N;AKOS022176715;DS-7973;2-chloro-3-methyl-3H-imidazo[4,5]pyridine;C74563;A876187;F1910-0085

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

Chemical Property:

• Melting Point: 65-67 °C
• Boiling Point: 321.3±34.0 °C(Predicted)
• PKA: 2.80±0.30(Predicted)
• PSA: 30.71000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: 1.62170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.0250249
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-3-methyl-3H-imidazo[4,5-b]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC=N2)N=C1Cl

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

There total 7 articles about 2-Chloro-3-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: 49.0%

3-methyl-3H-imidazo[4,5-b]pyridine (6688-61-5) → 2-chloro-3-methyl-3H-imidazo[4,5-b]pyridine (30458-68-5)

Guidance literature:

3-methyl-3H-imidazo[4,5-b]pyridine; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 1h;

With N-chloro-succinimide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - 20 ℃;

DOI:10.1002/hc.20711

Reference yield: 43.0%

3-methyl-1,3-dihydro-imidazo[4,5-b]pyridin-2-one (21991-39-9) → 2-chloro-3-methyl-3H-imidazo[4,5-b]pyridine (30458-68-5)

Guidance literature:

With trichlorophosphate; at 125 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.bmcl.2014.12.089

Reference yield:

3-amino-2-methylaminopyridine (5028-20-6) → 2-chloro-3-methyl-3H-imidazo[4,5-b]pyridine (30458-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / CH₂Cl₂ / 2 h / Heating

2: 29 percent / POCl₃ / 1.5 h / Heating

With trichlorophosphate; In dichloromethane; 1: Carbonylation / 2: Chlorination;

DOI:10.1021/jm990522t

upstream raw materials:

3-methyl-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

3-amino-2-methylaminopyridine

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

2-Chloro-3-nitropyridine

Downstream raw materials:

C₁₈H₂₁N₅

3-methyl-3H-imidazo[4,5-b]pyridin-2-amine