6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine
• CAS No.: 166047-14-9
• Molecular Formula: C₇H₆BrN₃
• Molecular Weight: 212.049
• European Community (EC) Number: 874-243-3
• Mol file: 166047-14-9.mol

Synonyms:6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine;166047-14-9;SCHEMBL1104630;SFZUWDXKHPTGGK-UHFFFAOYSA-N;6-bromo-1-methylimidazo[4,5-b]pyridine;FT-0748529;EN300-3547723

Chemical Property of 6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 210.97451
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

97% purity ^*data from raw suppliers

6-bromo-1-methyl-1H-Imidazo[4,5-b]pyridine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C=NC2=C1C=C(C=N2)Br

Technology Process of 6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine

There total 2 articles about 6-bromo-1-methyl-1H-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: 80.0%

formic acid (64-18-6) + 5-bromo-N3-methylpyridine-2,3-diamine (166047-15-0) → 6-bromo-1-methylimidazo<4,5-b>pyridine (166047-14-9)

Guidance literature:

for 3h; Heating;

DOI:10.1002/jhet.5570320214

Reference yield: 37.0%

6-bromo-3H-imidazo[4,5-b]pyridine (28279-49-4) + methyl iodide (74-88-4) → 6-bromo-3-methylimidazo<4,5-b>pyridine (37805-78-0) + 6-bromo-1-methylimidazo<4,5-b>pyridine (166047-14-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.8b00540

Reference yield:

6-bromo-1-methylimidazo<4,5-b>pyridine (166047-14-9) + phenylboronic acid (98-80-6) → 1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine (125572-33-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; Yield given. Multistep reaction; 1.) DME, 20 deg C, 10 min, 2.) DME, reflux, 2 h;

DOI:10.1002/jhet.5570320214

upstream raw materials:

formic acid

5-bromo-N³-methylpyridine-2,3-diamine

6-bromo-3H-imidazo[4,5-b]pyridine

methyl iodide

Downstream raw materials:

1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine