6-(3,4-Dimethoxyphenyl)pyrazine-2-carbonitrile

Base Information

• Chemical Name: 6-(3,4-Dimethoxyphenyl)pyrazine-2-carbonitrile
• CAS No.: 76177-51-0
• Molecular Formula: C₁₃H₁₁N₃O₂
• Molecular Weight: 241.249
• DSSTox Substance ID: DTXSID40356290
• Wikidata: Q82135553
• Mol file: 76177-51-0.mol

Synonyms:6-(3,4-dimethoxyphenyl)pyrazine-2-carbonitrile;76177-51-0;Pyrazinecarbonitrile, 6-(3,4-dimethoxyphenyl)-;6-(3,4-dimethoxyphenyl)-2-pyrazinecarbonitrile;DTXSID40356290;AQ-917/42754623

Chemical Property of 6-(3,4-Dimethoxyphenyl)pyrazine-2-carbonitrile

Chemical Property:

• PSA: 68.03000
• LogP: 2.03248
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 241.085126602
• Heavy Atom Count: 18
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=NC(=CN=C2)C#N)OC

Technology Process of 6-(3,4-Dimethoxyphenyl)pyrazine-2-carbonitrile

There total 4 articles about 6-(3,4-Dimethoxyphenyl)pyrazine-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: 80.0%

5-(3,4-dimethoxyphenyl)pyrazine-2,3-dicarbonitrile (67170-61-0) → 5-(3,4-dimethoxyphenyl)pyrazine-3-carbonitrile (76177-51-0)

Guidance literature:

With triethylamine; In acetonitrile; Irradiation;

DOI:10.1246/cl.1980.921

Reference yield: 38.0%

3-Cyano-5-(3,4-dimethoxy-phenyl)-pyrazine-2-carboxylic acid methyl ester (104856-84-0) → 5-(3,4-dimethoxyphenyl)pyrazine-3-carbonitrile (76177-51-0)

Guidance literature:

With water; lithium iodide; In N,N-dimethyl-formamide; for 3h; Heating;

Reference yield:

3-Cyano-5-(3,4-dimethoxy-phenyl)-pyrazine-2-carboximidic acid methyl ester (104856-86-2) → 5-(3,4-dimethoxyphenyl)pyrazine-3-carbonitrile (76177-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrochloric acid

2: 38 percent / water, lithium iodide trihydrate / dimethylformamide / 3 h / Heating

With hydrogenchloride; water; lithium iodide; In N,N-dimethyl-formamide;

upstream raw materials:

3-Cyano-5-(3,4-dimethoxy-phenyl)-pyrazine-2-carboxylic acid methyl ester

5-(3,4-dimethoxyphenyl)pyrazine-2,3-dicarbonitrile

3-Cyano-5-(3,4-dimethoxy-phenyl)-pyrazine-2-carboximidic acid methyl ester

Downstream raw materials:

3-carbamoyl-5-(3,4-dimethoxyphenyl)-1-methyl-1,6-dihydropyrazin-6-one

3-cyano-5-(3,4-dimethoxyphenyl)-1-methyl-1,4,5,6-tetrahydropyrazin-6-one

6-(3,4-Dimethoxy-phenyl)-3-hydroxy-4-methyl-3,4-dihydro-pyrazine-2-carbonitrile

3-cyano-5-(3,4-dimethoxyphenyl)-1-methyl-1,6-dihydropyrazin-6-one