6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid

Base Information

• Chemical Name: 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid
• CAS No.: 189005-44-5
• Molecular Formula: C17H16N2O2
• Molecular Weight: 280.326
• Hs Code.: 2933990090
• Mol file: 189005-44-5.mol

Synonyms:Zolpidicacid;2-(4-Methylphenyl)-6-methylimidazole[1,2-a]-pyridine-3-acetic Acid;imidazo[1,2-a]pyridine-3-acetic acid, 6-methyl-2-(4-methylphenyl)-;[6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid;

Chemical Property of 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid

Chemical Property:

• Appearance/Colour: Off-white to pale beige solid
• Melting Point: 243-245 °C
• Refractive Index: 1.631
• PKA: 2.87±0.10(Predicted)
• PSA: 54.60000
• Density: 1.224 g/cm³
• LogP: 3.24520
• Storage Temp.: -20°C Freezer

Purity/Quality:

99% ^*data from raw suppliers

ZolpidemAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the synthesis of Zolpidem An intermediate in the synthesis of Zolpidem.

Technology Process of 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid

There total 26 articles about 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic 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: 96.0%

ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate (193979-47-4) → 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid (189005-44-5)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 30 ℃;

DOI:10.1021/ol3020418

Reference yield: 95.2%

oxalyl dichloride (79-37-8) + 6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine (88965-00-8) → 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid (189005-44-5)

Guidance literature:

oxalyl dichloride; 6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine; With potassium carbonate; In tetrahydrofuran; at 20 - 35 ℃;

With potassium hydroxide; In tetrahydrofuran; water; at 65 - 70 ℃;

With hydrazine hydrate; In water; at 110 - 115 ℃; Reagent/catalyst; Temperature; Solvent;

Reference yield: 94.0%

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide (82626-48-0) → 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid (189005-44-5)

Guidance literature:

With hydrogenchloride; In water; at 0 ℃; for 18h; Heating / reflux;

upstream raw materials:

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine

Downstream raw materials:

methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

C₁₇H₁₅ClN₂O

N-allyl-N-methyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide

Refernces

• 1、 Xiao, Yuanjiu,Yu, Lin,Yu, Yongqi,Tan, Ze,Deng, Wei. "Visible-light-mediated C3-ethoxycarbonylmethylation of imidazo[1,2-a]pyridines and convenient access to Zolpidem". . . Retrieved 2020.
• 2、 Lichitsky, Boris V.,Tretyakov, Аleksander D.,Komogortsev, Andrey N.,Mityanov, Vitaly S.,Dudinov, Arkady А.,Krayushkin, Mikhail M.. "Synthesis of Substituted Imidazo[1,2-a]Pyridin-3-yl-Acetic Acids by Multicomponent Condensation of 2-Aminopyridines with Arylglyoxals and Meldrum’s Acid". . p. 156 - 159. Retrieved 2019/03/23.