3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile

Base Information

• Chemical Name: 3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile
• CAS No.: 137695-89-7
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.25
• DSSTox Substance ID: DTXSID10576544
• Nikkaji Number: J469.790A
• Wikidata: Q82466297
• Mol file: 137695-89-7.mol

Synonyms:137695-89-7;3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile;DTXSID10576544

Chemical Property of 3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 225.090211983
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=C(C(=N1)OC)C#N)C2=CC=CC=C2

Technology Process of 3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile

There total 3 articles about 3-Methoxy-5-methyl-6-phenylpyrazine-2-carbonitrile 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: 35.0%

(1E,3E)-4-Amino-3-cyano-4-methoxy-1-phenyl-2-aza-1,3-butadiene (126210-90-0) + Triethyl orthoacetate (78-39-7) → 2-Cyano-3-methoxy-5-methyl-6-phenyl-1,4-diazabenzene (137695-89-7) + 2-Cyano-5-ethoxy-3-methoxy-5-methyl-6-phenyl-4,5-dihydro-1,4-diazabenzene (137695-90-0)

Guidance literature:

pyridinium p-toluenesulfonate; In toluene; for 48h; Heating;

DOI:10.1021/jo00028a029

Reference yield:

(1E,3E)-4-Amino-3-cyano-4-methoxy-1-phenyl-2-aza-1,3-butadiene (126210-90-0) → 2-Cyano-3-methoxy-5-methyl-6-phenyl-1,4-diazabenzene (137695-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / PPTS / toluene / 48 h / Heating

2: pyridine / Heating

With pyridine; pyridinium p-toluenesulfonate; In toluene;

DOI:10.1021/jo00028a029

Reference yield:

2-Cyano-5-ethoxy-3-methoxy-5-methyl-6-phenyl-4,5-dihydro-1,4-diazabenzene (137695-90-0) → 2-Cyano-3-methoxy-5-methyl-6-phenyl-1,4-diazabenzene (137695-89-7)

Guidance literature:

With pyridine; Yield given; Heating;

DOI:10.1021/jo00028a029

upstream raw materials:

2-Cyano-5-ethoxy-3-methoxy-5-methyl-6-phenyl-4,5-dihydro-1,4-diazabenzene

(1E,3E)-4-Amino-3-cyano-4-methoxy-1-phenyl-2-aza-1,3-butadiene

Triethyl orthoacetate