Imidazo[1,2-a]pyrazine-2-carboxylic acid

Base Information

• Chemical Name: Imidazo[1,2-a]pyrazine-2-carboxylic acid
• CAS No.: 77112-53-9
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL67007
• DSSTox Substance ID: DTXSID90506485
• Nikkaji Number: J2.803.901H
• Wikidata: Q72482454
• Mol file: 77112-53-9.mol

Synonyms:Imidazo[1,2-a]pyrazine-2-carboxylic acid;77112-53-9;MFCD08460077;CHEMBL67007;SCHEMBL1812266;DTXSID90506485;KVRLBPBHYUWTAR-UHFFFAOYSA-N;BCP24922;AKOS005264164;AB45687;CS-W003527;SY022481;TS-00113;A9764;AM20070414;FT-0649012;EN300-101182;Imidazo[1 pound not2-a]pyrazine-2-carboxylic Acid

Chemical Property of Imidazo[1,2-a]pyrazine-2-carboxylic acid

Chemical Property:

• Melting Point: 280 °C (decomp)
• Refractive Index: 1.739
• PKA: -2.07±0.41(Predicted)
• PSA: 67.49000
• Density: 1.585 g/cm³
• LogP: 0.42750
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

99.5% ^*data from raw suppliers

Imidazo[1,2-a]pyrazine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=C(N=C2C=N1)C(=O)O

Technology Process of Imidazo[1,2-a]pyrazine-2-carboxylic acid

There total 2 articles about Imidazo[1,2-a]pyrazine-2-carboxylic acid 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: 93.7%

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

Guidance literature:

With lithium chloride hydrate; In ethanol; water; at 20 ℃; for 8h;

Reference yield:

2-Aminopyrazine (5049-61-6) + ethyl Bromopyruvate (70-23-5) → imidazo <1,2-a>pyrazine-2-carboxylic acid (77112-53-9)

Guidance literature:

In 1,2-dimethoxyethane; at 20 - 35 ℃; for 2h;

Reference yield: 92.0%

4-chloro-aniline (106-47-8) + imidazo <1,2-a>pyrazine-2-carboxylic acid (77112-53-9) → N-(4-chlorophenyl)imidazo[1,2-a]pyrazine-2-carboxamide

Guidance literature:

With 1-methyl-1H-imidazole; 2-chloro-1-methyl-pyridinium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 0.25h; Inert atmosphere; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.14233/ajchem.2020.22365

upstream raw materials:

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

2-Aminopyrazine

ethyl Bromopyruvate

Downstream raw materials:

C₂₅H₂₆F₂N₈O₅

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

5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester hydrochloride

2-bromo-7-(tert-butoxycarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Refernces

• 1、 -. "Three nitrogen antifungal compound, its pharmaceutical composition and its preparation and use". Paragraph 0214-0216. . Retrieved 2016/10/20.
• 2、 Sablayrolles,Cros,Milhavet,Rechenq,Chapat,Boucard,Serrano,McNeill. "Synthesis of imidazo[1,2-a]pyrazine derivatives with uterine-relaxing, antibronchospastic, and cardiac-stimulating properties". . p. 206 - 212. Retrieved 2007/10/02.