Ethyl 3-methylpyrazine-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-methylpyrazine-2-carboxylate
• CAS No.: 25513-92-2
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80474407
• Wikidata: Q82304410
• Mol file: 25513-92-2.mol

Synonyms:Ethyl 3-methylpyrazine-2-carboxylate;25513-92-2;3-methylpyrazine-2-carboxylate;MFCD09839066;ETHYL3-METHYLPYRAZINE-2-CARBOXYLATE;SCHEMBL750492;DTXSID80474407;OZDZUPFOJNCJNW-UHFFFAOYSA-N;AKOS006328556;AB53416;AC-33817;AS-62614;SY029597;CS-0151839;FT-0725153;3-Methylpyrazine-2-carboxylic acid ethyl ester;3-methyl-pyrazine-2-carboxylic acid ethyl ester;A877560

Chemical Property of Ethyl 3-methylpyrazine-2-carboxylate

Chemical Property:

• Melting Point: 51.5-52.5 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 239.8±35.0 °C(Predicted)
• PKA: -0.52±0.10(Predicted)
• PSA: 52.08000
• Density: 1.133±0.06 g/cm3(Predicted)
• LogP: 0.96170
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-methylpyrazine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC=CN=C1C
• Uses: Ethyl 3-methylpyrazine-2-carboxylate is used as a reactant in the preparation of pyrazines, piperazinones, and quinoxalines.

Technology Process of Ethyl 3-methylpyrazine-2-carboxylate

There total 8 articles about Ethyl 3-methylpyrazine-2-carboxylate 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: 66.0%

ethanol (64-17-5) + 3-methylpyrazine-2-carboxylic acid (41110-28-5) → ethyl 3-methyl-pyrazine-2-carboxylate (25513-92-2)

Guidance literature:

With hydrogenchloride; In ethanol; at 70 ℃; for 16h;

Reference yield: 35.0%

ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate (94127-05-6) + ethylenediamine (107-15-3,85404-18-8) → ethyl 3-methyl-pyrazine-2-carboxylate (25513-92-2)

Guidance literature:

ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate; ethylenediamine; In ethanol; at 20 ℃; for 1h;

palladium on activated charcoal; In ethanol; for 14h; Heating;

DOI:10.1021/jo060450v

Reference yield: 32.0%

tert-butyl 2-(4-ethoxy-4-oxobut-2-en-2-yl)diazene-1-carboxylate (95239-03-5) + ethylenediamine (107-15-3,85404-18-8) → ethyl 3-methyl-pyrazine-2-carboxylate (25513-92-2)

Guidance literature:

tert-butyl 2-(4-ethoxy-4-oxobut-2-en-2-yl)diazene-1-carboxylate; ethylenediamine; In ethanol; at 20 ℃; for 1h;

palladium on activated charcoal; In ethanol; for 14h; Heating;

DOI:10.1021/jo060450v

upstream raw materials:

ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate

ethylenediamine

tert-butyl 2-(4-ethoxy-4-oxobut-2-en-2-yl)diazene-1-carboxylate

ethanol

Downstream raw materials:

3-[2-chloro-4-methanesulfonyl-3-(3-methyl-4,5-dihydro-isoxazol-5-yl)-phenylmethanesulfonylmethyl]-pyrazine-2-carboxylic acid methyl ester

3-[2-chloro-4-methanesulfonyl-3-(3-methyl-4,5-dihydro-isoxazol-5-yl)benzylsulfanylmethyl]-pyrazine-2-carboxylic acid methyl ester

Refernces

• 1、 -. "HERBICIDAL COMPOUNDS". Page/Page column 39. . Retrieved 2010/12/17.
• 2、 -. "Dipeptidyl peptidase-IV inhibitors". Page/Page column 27. . Retrieved 2010/02/14.