5-Bromoimidazo[1,2-a]pyrazine

Base Information

• Chemical Name: 5-Bromoimidazo[1,2-a]pyrazine
• CAS No.: 87597-26-0
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933990090
• European Community (EC) Number: 875-437-0
• DSSTox Substance ID: DTXSID10236499
• Wikidata: Q83118472
• ChEMBL ID: CHEMBL294772
• Mol file: 87597-26-0.mol

Synonyms:5-BIPZ;5-bromoimidazo(1,2-a)pyrazine

Chemical Property of 5-Bromoimidazo[1,2-a]pyrazine

Chemical Property:

• Refractive Index: 1.751
• Boiling Point: 385.299 °C at 760 mmHg
• PKA: 2.65±0.30(Predicted)
• Flash Point: 186.823 °C
• PSA: 30.19000
• Density: 1.706 g/cm³
• LogP: 1.49180
• 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: 196.95886
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromoimidazo[1,2-a]pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=CN=CC2=N1)Br

Technology Process of 5-Bromoimidazo[1,2-a]pyrazine

There total 2 articles about 5-Bromoimidazo[1,2-a]pyrazine 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: 95.0%

imidazo[1,2-a]pyrazine (274-79-3) → 5-bromoimidazo<1,2-a>pyrazine (87597-26-0)

Guidance literature:

With bromine; In ethanol;

DOI:10.1016/j.tet.2011.08.090

Reference yield: 81.0%

imidazo[1,2-a]pyrazine (274-79-3) → 3,5-dibromoimidazo<1,2-a>pyrazine (63744-21-8) + 5-bromoimidazo<1,2-a>pyrazine (87597-26-0) + 3-bromoimidazo<1,2-a>pyrazine (57948-41-1)

Guidance literature:

With bromine; In ethanol; for 1h; Heating;

DOI:10.1021/jm00368a018

Reference yield: 85.6%

5-ethynyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)nicotinamide + 5-bromoimidazo<1,2-a>pyrazine (87597-26-0) → 5-(2-{imidazo[1,2-a]pyrazin-5-yl}ethynyl)-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}pyridine-3-carboxamide

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; for 15h; Inert atmosphere;

upstream raw materials:

imidazo[1,2-a]pyrazine

Refernces

• 1、 -. "Aryl halide and synthesis method and application thereof". Paragraph 0109-0111. . Retrieved 2020/06/02.
• 2、 Harris, Anthony R.,Nason, Deane M.,Collantes, Elizabeth M.,Xu, Wenjian,Chi, Yushi,Wang, Zhihan,Zhang, Bingzhi,Zhang, Qingjian,Gray, David L.,Davoren, Jennifer E.. "Synthesis of 5-bromo-6-methyl imidazopyrazine, 5-bromo and 5-chloro-6-methyl imidazopyridine using electron density surface maps to guide synthetic strategy". scheme or table. p. 9063 - 9066. Retrieved 2011/12/03.