6-bromo-7-methyl-1H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 6-bromo-7-methyl-1H-imidazo[4,5-b]pyridine
• CAS No.: 91996-63-3
• Molecular Formula: C7H6BrN3
• Molecular Weight: 212.049
• Hs Code.: 2933990090
• European Community (EC) Number: 804-345-5
• DSSTox Substance ID: DTXSID30704483
• Wikidata: Q82636919
• Mol file: 91996-63-3.mol

Synonyms:6-bromo-7-methyl-1H-imidazo[4,5-b]pyridine;91996-63-3;6-Bromo-7-methyl-3H-imidazo[4,5-b]pyridine;6-Bromo-7-methylimidazo[4,5-b]pyridine;MFCD12546392;SCHEMBL13201391;DTXSID30704483;XVEGORLAVIFJMX-UHFFFAOYSA-N;AKOS040854155;AS-30648;SY034605;6-Bromo-7-methyl-4-azabenzimidazole, 95%;CS-0172079;FT-0717386;A857906

Chemical Property of 6-bromo-7-methyl-1H-imidazo[4,5-b]pyridine

Chemical Property:

• Melting Point: 270-275°C
• PSA: 41.57000
• LogP: 2.02880
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 210.97451
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-7-methyl-4-azabenzimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=NC=C1Br)N=CN2
• Uses: 6-Bromo-7-methyl-4-azabenzimidazole is an intermediate used to prepare 6-methyl-7-deaza analog of adenosine that potently inhibits replication of Polio and Dengue viruses.

Technology Process of 6-bromo-7-methyl-1H-imidazo[4,5-b]pyridine

There total 2 articles about 6-bromo-7-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:

2-amino-5-bromo-4-methylpyridine (98198-48-2) → 6-bromo-7-methyl-1(3)H-imidazo[4,5-b]pyridine (91996-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1: concentrated H₂SO₄; concentrated HNO₃

2: SnCl₂; aqueous HCl

With hydrogenchloride; sulfuric acid; nitric acid; tin(ll) chloride;

Reference yield:

2-amino-5-bromo-4-methylpyridine (98198-48-2) → 6-bromo-7-methyl-3H-imidazo[4,5-b]pyridine (91996-63-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; nitric acid / -10 - 22 °C

2.1: sulfuric acid / 2 h / 22 °C

2.2: 22 °C

3.1: hydrogenchloride; tin(ll) chloride / water / 0 - 100 °C

4.1: 1 h / Erfllectrochemical reaction

With hydrogenchloride; sulfuric acid; nitric acid; tin(ll) chloride; In water;

DOI:10.1021/jm100593s

Reference yield: 43.0%

4-chlorobenzenesulfonyl chloride (98-60-2) + 6-bromo-7-methyl-3H-imidazo[4,5-b]pyridine (91996-63-3) → 6-Bromo-3-(4-chloro-benzenesulfonyl)-7-methyl-3H-imidazo[4,5-b]pyridine (944718-24-5)

Guidance literature:

With triethylamine; dmap; In dichloromethane; for 0.5h;

upstream raw materials:

2-amino-5-bromo-4-methylpyridine

Downstream raw materials:

6-bromo-1(3)H-imidazo[4,5-b]pyridine-7-carboxylic acid

6-Bromo-3-(4-chloro-benzenesulfonyl)-7-methyl-3H-imidazo[4,5-b]pyridine