6-Bromo-4H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 6-Bromo-4H-imidazo[4,5-b]pyridine
• CAS No.: 28279-49-4
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933990090
• European Community (EC) Number: 664-322-9
• DSSTox Substance ID: DTXSID70358722
• Nikkaji Number: J3.202.979E
• Wikidata: Q72457104
• ChEMBL ID: CHEMBL1562708
• Mol file: 28279-49-4.mol

Synonyms:6-Bromo-4H-imidazo[4,5-b]pyridine;28279-49-4;6-Bromo-3H-imidazo[4,5-b]pyridine;6-Bromo-1H-imidazo[4,5-b]pyridine;6-Bromoimidazo[4,5-b]pyridine;1H-Imidazo[4,5-b]pyridine, 6-bromo-;MFCD00460092;MLS000767375;SCHEMBL190623;CHEMBL1562708;DTXSID70358722;HMS2785J12;6-Bromo-4-azabenzimidazole, 95%;6-bromo3h-imidazo[4,5-b]pyridine;MFCD00196765;STL259617;AKOS002287811;AKOS015900780;AKOS015940824;6-bromo-1 H-imidazo[4,5-b]pyridine;CS-W005621;FS-2373;FS-3768;PB22201;SMR000429706;SY027741;A5381;AM20051035;FT-0647666;EN300-85316;P10098;6-Bromo-3H-imidazo[4,5-b]pyridine, AldrichCPR;J-518397;Z1259341134;2-AMINO-4-[(METHOXYCARBONYL)AMINO]-BENZENESULFONICACID

Chemical Property of 6-Bromo-4H-imidazo[4,5-b]pyridine

Chemical Property:

• Vapor Pressure: 9.76E-07mmHg at 25°C
• Melting Point: 227-228℃ (water )
• Refractive Index: 1.745
• Boiling Point: 415.678 °C at 760 mmHg
• PKA: 7.02±0.20(Predicted)
• Flash Point: 205.195 °C
• PSA: 41.57000
• Density: 1.895 g/cm³
• LogP: 1.72040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.95886
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-1h-imidazo[4,5-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC2=C1NC=N2)Br

Technology Process of 6-Bromo-4H-imidazo[4,5-b]pyridine

There total 16 articles about 6-Bromo-4H-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: 99.0%

5-bromo-pyridine-2,3-diamine (38875-53-5) → 6-bromo-3H-imidazo[4,5-b]pyridine (28279-49-4)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.bmc.2018.09.031

Reference yield: 96.0%

5-bromo-pyridine-2,3-diamine (38875-53-5) + formic acid (64-18-6) → 6-bromo-3H-imidazo[4,5-b]pyridine (28279-49-4)

Guidance literature:

With orthoformic acid triethyl ester; at 100 ℃; for 3h;

Reference yield: 95.0%

5-bromo-pyridine-2,3-diamine (38875-53-5) + trimethyl orthoformate (149-73-5) → 6-bromo-3H-imidazo[4,5-b]pyridine (28279-49-4)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1002/ejoc.201600166

upstream raw materials:

5-bromo-pyridine-2,3-diamine

formic acid

5-bromo-3-nitro-pyridin-2-ylamine

orthoformic acid triethyl ester

Downstream raw materials:

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

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo [4,5-b]pyridine

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

6-bromo-3-methylimidazo<4,5-b>pyridine

Refernces

• 1、 Yutilov,Lopatinskaya,Smolyar,Gres'Ko. "Halogenation of 2-unsubstituted and 2-methylimidazo[4,5-b]pyridine derivatives". . p. 450 - 454. Retrieved 2005.
• 2、 Smirnova, Olga V.,Tolkunov, Andrew S.,Tolkunov, Sergei V.,Tolkunov, Valery S.. "Convenient synthesis of imidazo[1,5-a]pyrimidine derivatives and their unusual recyclization into 3H-imidazo[4,5-b]pyridine derivatives". . p. 554 - 559. Retrieved 2021/06/14.