Ethyl imidazo[1,5-a]pyridine-5-carboxylate

Base Information

• Chemical Name: Ethyl imidazo[1,5-a]pyridine-5-carboxylate
• CAS No.: 76292-67-6
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40504779
• Wikidata: Q82359518
• Mol file: 76292-67-6.mol

Synonyms:Ethyl imidazo[1,5-a]pyridine-5-carboxylate;76292-67-6;MFCD23135762;Ethylimidazo[1,5-a]pyridine-5-carboxylate;Imidazo[1,5-a]pyridine-5-carboxylic acid, ethyl ester;SCHEMBL11105577;DTXSID40504779;PS-20532;SY324163;CS-0455599;F15292;A865511

Chemical Property of Ethyl imidazo[1,5-a]pyridine-5-carboxylate

Chemical Property:

• PSA: 43.60000
• LogP: 1.51100
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

Ethylimidazo[1,5-a]pyridine-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC2=CN=CN21

Technology Process of Ethyl imidazo[1,5-a]pyridine-5-carboxylate

There total 9 articles about Ethyl imidazo[1,5-a]pyridine-5-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: 43.0%

3-Ethylsulfanyl-imidazo[1,5-a]pyridine-5-carboxylic acid ethyl ester (76266-08-5) → ethyl imidazo [1,5-a]pyridine-5-carboxylate (76292-67-6)

Guidance literature:

With nickel;

DOI:10.1016/S0040-4039(00)78996-9

Reference yield:

ethyl 6-(formamidomethyl)picolinate → ethyl imidazo [1,5-a]pyridine-5-carboxylate (76292-67-6)

Guidance literature:

With trichlorophosphate; In toluene; at 80 ℃; for 2h;

Reference yield:

imidazo[1,5-a]pyridine-3-thiol (76259-00-2) → ethyl imidazo [1,5-a]pyridine-5-carboxylate (76292-67-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / K₂CO₃ / acetone / 45 °C

2: 1.) BuLi

3: 43 percent / Raney nickel

With n-butyllithium; nickel; potassium carbonate; In acetone;

DOI:10.1016/S0040-4039(00)78996-9

upstream raw materials:

3-Ethylsulfanyl-imidazo[1,5-a]pyridine-5-carboxylic acid ethyl ester

imidazo[1,5-a]pyridine-3-thiol

3-ethylsulfanyl-imidazo[1,5-a]pyridine

6-(aminomethyl)pyridine-2-carboxylic acid ethyl ester

Downstream raw materials:

ethyl 5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-5-carboxylate

5-formylimidazo<1,5-a>pyridine

imidazo[1,5-a]pyridine-5-carboxylic acid