2-Methyl-5-phenylpyrazine

Base Information

• Chemical Name: 2-Methyl-5-phenylpyrazine
• CAS No.: 58861-90-8
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• Hs Code.: 2933990090
• UNII: 59SCV5OIL9
• DSSTox Substance ID: DTXSID80502759
• Wikidata: Q82356050
• Mol file: 58861-90-8.mol

Synonyms:2-Methyl-5-phenylpyrazine;58861-90-8;Pyrazine, 2-methyl-5-phenyl-;2-Methyl-5-phenyl-pyrazine;59SCV5OIL9;UNII-59SCV5OIL9;SCHEMBL2716273;DTXSID80502759;DZEFFVJHMIUDRM-UHFFFAOYSA-N;InChI=1/C11H10N2/c1-9-7-13-11(8-12-9)10-5-3-2-4-6-10/h2-8H,1H

Chemical Property of 2-Methyl-5-phenylpyrazine

Chemical Property:

• PSA: 25.78000
• LogP: 2.45200
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

95+% ^*data from raw suppliers

2-Methyl-5-phenylpyrazine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=N1)C2=CC=CC=C2

Technology Process of 2-Methyl-5-phenylpyrazine

There total 10 articles about 2-Methyl-5-phenylpyrazine 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: 94.0%

3-chloro-5-methyl-2-phenyl-pyrazine (72875-88-8) → 2-methyl-5-phenylpyrazine (58861-90-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium formate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield: 41.0%

2-5-dibromopyrazine (23229-26-7) + trimethyl(phenyl)stannane (934-56-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 2,5-diphenylpyrazine (5398-63-0) + 2-methyl-5-phenylpyrazine (58861-90-8)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; for 72h; Heating;

DOI:10.1002/1521-3765(20001215)6:24<4597::AID-CHEM4597>3.0.CO;2-4

Reference yield: 40.0%

methyl-triphenylphosphonium iodide (2065-66-9) + 2-phenylpyrazine 4-oxide (58861-94-2) → 2-methyl-5-phenylpyrazine (58861-90-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 80 ℃; for 6h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02365

upstream raw materials:

methyllithium

2-phenylpyrazine

3-chloro-5-methyl-2-phenyl-pyrazine

methyl iodide

Downstream raw materials:

2-(bromomethyl)-5-phenylpyrazine

2-((1H-imidazol-1-yl)methyl)-5-phenylpyrazine

Refernces

• 1、 Ghosh, Prithwish,Kwon, Na Yeon,Han, Sangil,Kim, Saegun,Han, Sang Hoon,Mishra, Neeraj Kumar,Jung, Young Hoon,Chung, Sang J.,Kim, In Su. "Site-Selective C-H Alkylation of Diazine N-Oxides Enabled by Phosphonium Ylides". supporting information. p. 6488 - 6493. Retrieved 2019/08/20.
• 2、 -. "SELECTIVE CYP11B1 INHIBITORS FOR THE TREATMENT OF CORTISOL DEPENDENT DISEASES". Page/Page column 75-76. . Retrieved 2012/05/05.