Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

Base Information

• Chemical Name: Ethyl imidazo[1,2-a]pyrazine-2-carboxylate
• CAS No.: 77112-52-8
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.19
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL66557
• DSSTox Substance ID: DTXSID40474342
• Wikidata: Q72475446
• Mol file: 77112-52-8.mol

Synonyms:ethyl imidazo[1,2-a]pyrazine-2-carboxylate;77112-52-8;Imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester;MFCD08460079;Imidazo[1,2-a]pyrazine-2-carboxylic acid, ethyl ester;CHEMBL66557;SCHEMBL2922016;DTXSID40474342;SWABYVXORFBBAT-UHFFFAOYSA-N;AKOS005265094;CS-W003528;DS-0369;PB22159;SY008394;AM20070387;FT-0682342;ethyl imidazo [1,2-a] pyrazine-2-carboxylate;A838959;Ethyl imidazo[1 pound not2-a]pyrazine-2-carboxylate;J-521251

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

Chemical Property:

• Melting Point: 175-177 °C(Solv: ethanol (64-17-5))
• PKA: 0.78±0.30(Predicted)
• PSA: 56.49000
• Density: 1.332 g/cm³
• LogP: 0.90600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 191.069476538
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethylimidazo[1,2-a]pyrazine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN2C=CN=CC2=N1

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

There total 5 articles about Ethyl imidazo[1,2-a]pyrazine-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: 90.0%

2-Aminopyrazine (5049-61-6) + ethyl Bromopyruvate (70-23-5) → ethyl imidazo[1,2-a]pyrazine-2-carboxylate (77112-52-8)

Guidance literature:

In ethanol; at 150 ℃; Microwave irradiation;

DOI:10.14233/ajchem.2020.22365

Reference yield:

2-Aminopyrazine (5049-61-6) + ethyl 3-bromo-2-hydroxy propionate (92234-23-6) → ethyl imidazo[1,2-a]pyrazine-2-carboxylate (77112-52-8)

Guidance literature:

In 1,2-dimethoxyethane; at 0 - 25 ℃; for 4h;

Reference yield:

ethanol (64-17-5) + imidazo <1,2-a>pyrazine-2-carboxylic acid (77112-53-9) → ethyl imidazo[1,2-a]pyrazine-2-carboxylate (77112-52-8)

Guidance literature:

for 2h; Reflux;

upstream raw materials:

2-Aminopyrazine

ethyl Bromopyruvate

ethyl 2-oxo-3-chloropropionate

ethyl 3-bromo-2-hydroxy propionate

Downstream raw materials:

(2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-(2-(ethoxycarbonyl)-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)butan-2-ol

ethyl 7-(tert-butoxycarbonyl)-3-chloro-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

7-(tert-butyl) 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate

ethyl 7-[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

Refernces

• 1、 Jyothi, Boggavarapu,Madhavi, Nannapaneni. "Green Synthesis and Antimicrobial Activity of Some Novel N-Arylimidazo[1,2-a]pyrazine-2-Carboxamide Derivatives". . p. 84 - 90. Retrieved 2019/12/02.
• 2、 -. "HETERO-HALO INHIBITORS OF HISTONE DEACETYLASE". Paragraph 496. . Retrieved 2017/01/26.