3-Methylimidazo[1,5-a]pyridine

Base Information

• Chemical Name: 3-Methylimidazo[1,5-a]pyridine
• CAS No.: 6558-63-0
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2933990090
• European Community (EC) Number: 872-827-2
• DSSTox Substance ID: DTXSID40388016
• Nikkaji Number: J3.149.819H
• Mol file: 6558-63-0.mol

Synonyms:3-methylimidazo[1,5-a]pyridine;6558-63-0;SCHEMBL6840370;DTXSID40388016;AKOS001098547;EN300-35473;A867637;Z57213534

Chemical Property of 3-Methylimidazo[1,5-a]pyridine

Chemical Property:

• PSA: 17.30000
• LogP: 1.64270
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

3-Methylimidazo[1,5-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C2N1C=CC=C2

Technology Process of 3-Methylimidazo[1,5-a]pyridine

There total 10 articles about 3-Methylimidazo[1,5-a]pyridine 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: 98.0%

2-(Aminomethyl)pyridine (3731-51-9) + acetic anhydride (108-24-7) → 3-methylimidazo<1,5-a>pyridine (6558-63-0)

Guidance literature:

With toluene-4-sulfonic acid; at 100 ℃; for 3h;

DOI:10.1016/j.dyepig.2016.11.041

Reference yield: 77.0%

2-(Aminomethyl)pyridine (3731-51-9) + Nitroethane (79-24-3) → 3-methylimidazo<1,5-a>pyridine (6558-63-0)

Guidance literature:

With phosphoric acid; at 160 ℃; for 2h; Temperature;

DOI:10.3762/BJOC.16.239

Reference yield: 74.0%

pyridine-2-carbaldehyde (1121-60-4) + ethylamine (75-04-7,85404-22-4) → 3-methylimidazo<1,5-a>pyridine (6558-63-0)

Guidance literature:

With copper(I) bromide; In acetonitrile; at 80 ℃; Sealed tube;

DOI:10.1021/ol503165b

upstream raw materials:

N-(pyridin-2-ylmethyl)acetamide

N-<(2-pyridyl)methyl>thioacetamide

2-(Aminomethyl)pyridine

acetic anhydride

Downstream raw materials:

2-(5-methyl-1,2,4-oxadiazol-3-yl)pyridine

3-methylimidazo[1,5-a]pyridine-1-carbaldehyde

3-methyl-1-nitro-imidazo[1,5-a]pyridine

3-bromo-1-methylimidazo[1,5-a]pyridine

Refernces

• 1、 Prostota, Yaroslav,Kachkovsky, Oleksiy D.,Reis, Lucinda V.,Santos, Paulo F.. "New unsymmetrical squaraine dyes derived from imidazo[1,5-A]pyridine". . p. 554 - 562. Retrieved 2013.
• 2、 Aksenov, Alexander V.,Aksenov, Dmitrii A.,Arutiunov, Nikolai A.,Maliuga, Vladimir V.,Rubin, Michael. "Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes". . p. 2903 - 2910. Retrieved 2020/12/23.