Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate
• CAS No.: 87597-23-7
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.21300
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL303019
• DSSTox Substance ID: DTXSID20540155
• Wikidata: Q82416058
• Mol file: 87597-23-7.mol

Synonyms:Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate;87597-23-7;ethyl N-6-pyridino-imidazole-2-methyl-3-carboxylate;ethyl N-6-pyridinoimidazole-2-methyl-3-carboxylate;CHEMBL303019;SCHEMBL1965048;DTXSID20540155;GHOUMCRCULAJLG-UHFFFAOYSA-N;AMY19587;AKOS005265101;Ethyl2-methylimidazo[1,2-a]pyrazine-3-carboxylate;2-Methyl-imidazo[1,2-a]pyrazine-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate

Chemical Property:

• PSA: 56.49000
• LogP: 1.21440
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 205.085126602
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N1C=CN=C2)C

Technology Process of Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate

There total 3 articles about Ethyl 2-methylimidazo[1,2-a]pyrazine-3-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: 58.0%

2-Aminopyrazine (5049-61-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 2-methylimidazo<1,2-a>pyrazine-3-carboxylate (87597-23-7)

Guidance literature:

In ethanol; for 9h; Heating / reflux;

Reference yield: 8.0%

2-Aminopyrazine (5049-61-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → 3-chloro-2-methyl-4-oxo-4H-pyrazino<1,2-a>pyrimidine (97678-07-4) + ethyl 2-chloro-3-(2-pyrazinyl)aminocrotonate (97678-08-5) + ethyl 2-methylimidazo<1,2-a>pyrazine-3-carboxylate (87597-23-7)

Guidance literature:

In ethanol; for 5h; Heating;

Reference yield:

2-Aminopyrazine (5049-61-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → 1-(2-Chloro-imidazo[1,2-a]pyrazin-3-yl)-ethanone (87597-24-8) + 7-Methyl-5H-pyrrolo[2,3-b]pyrazine-6-carboxylic acid ethyl ester (87597-25-9) + ethyl 2-methylimidazo<1,2-a>pyrazine-3-carboxylate (87597-23-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given; 1.) EtOH, reflux, 3 h, 2.) EtOH, reflux, 1 h;

DOI:10.1021/jm00368a018

upstream raw materials:

2-Aminopyrazine

ethyl 2-chloro-3-oxo-butyrate

Downstream raw materials:

3-[3-(3-chloro-4-isopropoxy-phenyl)-[1,2,4]oxadiazol-5-yl]-2-methyl-imidazo[1,2-a]pyrazine

2-methylimidazo<1,2-a>pyrazine-3-carboxylic acid

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