8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester
• CAS No.: 173158-99-1
• Molecular Formula: C₁₈H₁₆Cl₂N₂O₃
• Molecular Weight: 379.243
• DSSTox Substance ID: DTXSID301131075
• ChEMBL ID: CHEMBL152071
• Mol file: 173158-99-1.mol

Synonyms:CHEMBL152071;DTXSID301131075;BDBM50062896;8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;ethyl 8-[(2,6-dichlorophenyl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate;173158-99-1

Chemical Property of 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 378.0537978
• Heavy Atom Count: 25
• Complexity: 458

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N1C=CC=C2OCC3=C(C=CC=C3Cl)Cl)C

Technology Process of 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester

There total 3 articles about 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester 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: 29.3%

ethyl 2-chloro-3-oxo-butyrate (609-15-4) + 2-Amino-3-(2,6-dichlorobenzyloxy)pyridine (107229-64-1) → 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (173158-99-1)

Guidance literature:

In ethanol; for 24h; Heating;

DOI:10.1021/jm970591c

Reference yield:

2-amino-3-hydroxypyridine (16867-03-1) → 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (173158-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 30, min, 2.) DMF, RT, 1 h

2: 29.3 percent / ethanol / 24 h / Heating

With sodium hydride; In ethanol;

DOI:10.1021/jm970591c

Reference yield:

1,3-Dichloro-2-chloromethyl-benzene (2014-83-7) → 8-(2,6-Dichloro-benzyloxy)-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (173158-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 30, min, 2.) DMF, RT, 1 h

2: 29.3 percent / ethanol / 24 h / Heating

With sodium hydride; In ethanol;

DOI:10.1021/jm970591c

upstream raw materials:

ethyl 2-chloro-3-oxo-butyrate

2-Amino-3-(2,6-dichlorobenzyloxy)pyridine

2-amino-3-hydroxypyridine

1,3-Dichloro-2-chloromethyl-benzene