Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate
• CAS No.: 214958-33-5
• Molecular Formula: C₁₁H₉N₃O₂
• Molecular Weight: 215.211
• DSSTox Substance ID: DTXSID70441062
• Wikidata: Q72458336
• Mol file: 214958-33-5.mol

Synonyms:Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate;214958-33-5;6-CYANO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;SCHEMBL1638034;DTXSID70441062;IZFWEISJHSMCDD-UHFFFAOYSA-N;6-CYANO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLICACIDETHYLESTER;MFCD06739178;AKOS005070833;AB28787;CS-0084913;FT-0680544;6Z-0705;Ethyl6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate;ethyl 6-cyano-imidazo[1,2-a]pyridine-2-carboxylate;J-521194;ethyl 6-cyanoH-imidazo[1,2-a]pyridine-2-carboxylate;ethyl 6-cyanoimidazo[1,2-alpha]pyridine-2-carboxylate

Chemical Property of Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate

Chemical Property:

• Melting Point: 177-180ºC
• PKA: 0.84±0.50(Predicted)
• PSA: 67.39000
• Density: 1.28
• LogP: 1.38268
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.069476538
• Heavy Atom Count: 16
• Complexity: 322

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl6-Cyanoimidazo[1,2-a]pyridine-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=C(C=CC2=N1)C#N

Technology Process of Ethyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylate

There total 6 articles about Ethyl 6-Cyanoimidazo[1,2-a]pyridine-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: 59.0%

6-aminonicotinonitrile (4214-73-7) + ethyl Bromopyruvate (70-23-5) → 6-cyano-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (214958-33-5)

Guidance literature:

In ethanol; for 15h; Heating;

DOI:10.1021/jm9803368

Reference yield:

C11H10BrN3O2 → 6-cyano-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (214958-33-5)

Guidance literature:

With hydrogenchloride; In methanol;

Reference yield:

2-amino-5-iodopyridine (20511-12-0) → 6-cyano-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (214958-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / ethanol / 18 h / Heating

2: CuI, Pd3>4, 18-crown-6 / dimethylformamide / 2 h / Heating

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9803368

upstream raw materials:

6-aminonicotinonitrile

ethyl Bromopyruvate

potassium cyanide

ethyl 6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylate

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