3-Phenylimidazo[1,2-a]pyrazine

Base Information

• Chemical Name: 3-Phenylimidazo[1,2-a]pyrazine
• CAS No.: 126052-34-4
• Molecular Formula: C12H9N3
• Molecular Weight: 195.224
• Hs Code.: 2933990090
• Mol file: 126052-34-4.mol

Synonyms:2-Phenylimidazo[1,2-a]pyrazine; imidazo[1,2-a]pyrazine, 2-phenyl-

Chemical Property of 3-Phenylimidazo[1,2-a]pyrazine

Chemical Property:

• Melting Point: 132-134℃
• PKA: 3.48±0.30(Predicted)
• PSA: 30.19000
• Density: 1.21g/cm³
• LogP: 2.39630
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylimidazo[1,2-a]pyrazine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Phenylimidazo[1,2-a]pyrazine

There total 5 articles about 3-Phenylimidazo[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: 91.0%

2-Aminopyrazine (5049-61-6) + 2,2-dimethoxy-2-phenylethyl 4-methylbenzenesulfonate → 2-phenylimidazo[1,2-a]pyrazine (126052-34-4)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In acetonitrile; at 120 ℃; for 2h;

DOI:10.1021/acs.orglett.5b02966

Reference yield: 67.0%

imidazo[1,2-a]pyrazin-2-yl trifluoromethanesulfonate + phenylboronic acid (98-80-6) → 2-phenylimidazo[1,2-a]pyrazine (126052-34-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; at 100 ℃; for 0.166667h; Sealed tube; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.ejmech.2015.09.002

Reference yield: 41.0%

8-chloro-2-phenylimidazo[1,2-a]pyrazine (1447607-84-2) → 2-phenylimidazo[1,2-a]pyrazine (126052-34-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triethylamine; In tetrahydrofuran; at 110 ℃; for 2h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

2-Aminopyrazine

α-bromoacetophenone

phenylboronic acid

acetophenone

Downstream raw materials:

3-bromo-2-phenylimidazo[1,2-a]pyrazine

Refernces

• 1、 Mu, Bing,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Chang, Junbiao,Wu, Yangjie. "One-pot synthesis of 6H-2,2a1,3-triazaaceanthrylen-6-ones and 6H-2,2a1,4-triazaaceanthrylen-6-ones via tandem cyclization strategies". supporting information. p. 4816 - 4821. Retrieved 2017/12/07.
• 2、 McDonald, Ivar M.,Peese, Kevin M.. "General Method for the Preparation of Electron-Deficient Imidazo[1,2-a]pyridines and Related Heterocycles". supporting information. p. 6002 - 6005. Retrieved 2016/01/09.