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

Base Information

• Chemical Name: Methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate
• CAS No.: 258273-50-6
• Molecular Formula: C18H18N2O2
• Molecular Weight: 294.353
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90431662
• Nikkaji Number: J3.189.800E
• Wikidata: Q72492879
• Mol file: 258273-50-6.mol

Synonyms:258273-50-6;Methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate;methyl 2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetate;6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]-pyridine-3-acetate,methyl ester;6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]-pyridine-3-acetate methyl ester;methyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate;SCHEMBL2930904;DTXSID90431662;UVFOVSRWICIMNX-UHFFFAOYSA-N;AKOS015899967;FT-0766177;3-ETHYL-2-METHYLBENZOTHIAZOLIUMPERCHLORATE;(6-methyl-2-p-tolyl imidazo[1,2-a]pyridin-3-yl) acetic acid methyl ester;(6-methyl-2-p-tolyl imidazo[1,2-a]pyridin-3-yl)acetic acid methyl ester;(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid methyl ester;6-methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetate,methyl ester;Methyl [6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetate;2-(4-Methylphenyl)-6-methylimidazo[1,2-a]pyridine-3-acetic acid methyl ester

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

Chemical Property:

• Refractive Index: 1.599
• PKA: 6.48±0.50(Predicted)
• PSA: 43.60000
• Density: 1.161 g/cm³
• LogP: 3.33360
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 294.136827821
• Heavy Atom Count: 22
• Complexity: 393

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=C(N3C=C(C=CC3=N2)C)CC(=O)OC

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

There total 8 articles about Methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate 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: 93.3%

methanol (67-56-1) + 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid (189005-44-5) → methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate (258273-50-6)

Guidance literature:

methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; sulfuric acid; at 5 - 20 ℃; for 4h; Heating / reflux;

With sodium carbonate; In water; pH=8; Product distribution / selectivity;

Reference yield: 84.0%

4-methylphenylboronic acid (5720-05-8) + methyl 6-methyl-2-{2-chloroimidazo[1,2-a]pyridin-3-yl}acetate → methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate (258273-50-6)

Guidance literature:

With potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; In toluene; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2019.01.015

Reference yield: 82.0%

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine (88965-00-8) + methyl diazoacetate (6832-16-2) → methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate (258273-50-6)

Guidance literature:

With rhodium (II) octanoate dimer; In chloroform; at 20 ℃; for 4h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1016/j.tet.2020.130998

upstream raw materials:

methanol

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

(5-methyl-pyridin-2-yl)amine

Methyl 3-bromo-4-keto-4-(4'-methylphenyl)butanoate

Downstream raw materials:

(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid hydrazide

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

Refernces

• 1、 Dong, Hui,Hu, Wenhao,Huang, Qiuyao,Li, Bingbing,Wang, Yuanxiang. "Rhodium catalyzed direct C3-ethoxycarbonylmethylation of imidazo[1,2-a]pyridines with ethyl diazoacetate". supporting information. . Retrieved 2020/02/13.
• 2、 -. "Imidazo[1,2-a]pyridin-3-yl-acetic acid hydrazides, processes for their preparation and pharmaceutical uses thereof". Page/Page column 9-10. . Retrieved 2008/06/13.