Methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate
• CAS No.: 91476-81-2
• Molecular Formula: C₈H₁₁N₃O₂
• Molecular Weight: 181.194
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20531780
• Wikidata: Q82403882
• Mol file: 91476-81-2.mol

Synonyms:91476-81-2;methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate;Imidazo[1,2-a]pyrazine-2-carboxylic acid, 5,6,7,8-tetrahydro-, methyl ester;METHYL 5H,6H,7H,8H-IMIDAZO[1,2-A]PYRAZINE-2-CARBOXYLATE;5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid methyl ester;Imidazo[1,2-a]pyrazine-2-carboxylic acid, 5,6,7,8-tetrahydro-, methyl ester (9CI);SCHEMBL20775921;DTXSID20531780;AKOS006312447;CS-W022856;MB08182;DS-10473;EN300-265464;A843944;J-516493;F1907-0777;Imidazo[1,2-a]pyrazine-2-carboxylic acid, 5,6,7,8-tetrahydro-, methylester;Methyl 5 pound not6 pound not7 pound not8-tetrahydroimidazo[1 pound not2-a]pyrazine-2-carboxylate

Chemical Property of Methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

Chemical Property:

• Vapor Pressure: 3.01E-06mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 388.7 °C at 760 mmHg
• PKA: 7.98±0.20(Predicted)
• Flash Point: 188.9 °C
• PSA: 56.15000
• Density: 1.42g/cm³
• LogP: 0.10170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.085126602
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

Methyl5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN2CCNCC2=N1
• Uses: Methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate is used to synthesize histone deacetylase inhibitors.

Technology Process of Methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

There total 1 articles about Methyl 5,6,7,8-tetrahydroimidazo[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:

Imidazo[1,2-a]pyrazine-2-carboxylic acid methyl ester (87597-22-6) → tetrahydro-5,6,7,8 imidazo<1,2-a>pyrazinecarboxylate-2 de methyle (91476-81-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 1h;

Reference yield:

tetrahydro-5,6,7,8 imidazo<1,2-a>pyrazinecarboxylate-2 de methyle (91476-81-2) + biphenyl-4-carboxylic acid (92-92-2) → 7-(biphenyl-4-ylcarbonyl)-N-hydroxy-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxamide (1338561-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate

2: hydroxylamine hydrochloride; potassium hydroxide / methanol

With hydroxylamine hydrochloride; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2014.10.022

Reference yield:

tetrahydro-5,6,7,8 imidazo<1,2-a>pyrazinecarboxylate-2 de methyle (91476-81-2) + biphenyl-4-carboxylic acid (92-92-2) → C22H21N3O3

Guidance literature:

With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;

DOI:10.1016/j.bmcl.2014.10.022

upstream raw materials:

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

Downstream raw materials:

7-(biphenyl-4-ylcarbonyl)-N-hydroxy-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxamide

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