Methyl imidazo[1,2-a]pyridine-8-carboxylate

Base Information

• Chemical Name: Methyl imidazo[1,2-a]pyridine-8-carboxylate
• CAS No.: 133427-07-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• Mol file: 133427-07-3.mol

Synonyms:imidazo[1,2-a]pyridine-8-carboxylic acid methyl ester;methyl 8-imidazo<1,2-a>pyridinecarboxylate;

Chemical Property of Methyl imidazo[1,2-a]pyridine-8-carboxylate

Chemical Property:

• PKA: 4.00±0.50(Predicted)
• PSA: 43.60000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 1.12090
• Storage Temp.: 2-8°C

Purity/Quality:

99.3% ^*data from raw suppliers

MethylImidazo[1,2-A]pyridine-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Imidazo[1,2-a]pyridine-8-carboxylic acid methyl ester HCl

Technology Process of Methyl imidazo[1,2-a]pyridine-8-carboxylate

There total 7 articles about Methyl imidazo[1,2-a]pyridine-8-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: 55.0%

methyl 2-aminonicotinate (14667-47-1) + 1,1-diethoxyethyl bromide (133603-12-0) → methyl 8-imidazo<1,2-a>pyridinecarboxylate (133427-07-3)

Guidance literature:

With hydrogen bromide; sodium hydrogencarbonate; In ethanol;

Reference yield: 38.0%

methanol (67-56-1) + 8-imidazo<1,2-a>pyridinecarbonitrile (136117-70-9) → methyl 8-imidazo<1,2-a>pyridinecarboxylate (133427-07-3)

Guidance literature:

With sulfuric acid; for 48h; Heating;

DOI:10.1248/cpb.39.1556

Reference yield:

2-chloroethanal (107-20-0) + methyl 2-aminonicotinate (14667-47-1) → methyl 8-imidazo<1,2-a>pyridinecarboxylate (133427-07-3)

Guidance literature:

In ethanol; for 18h; Heating / reflux;

upstream raw materials:

methanol

8-imidazo<1,2-a>pyridinecarbonitrile

2-amino-3-pyridinecarbonitrile

2-chloroethanal

Downstream raw materials:

3-iodo-imidazo[1,2-a]pyridine-8-carboxylic acid methyl ester

3-(4-fluorophenyl)-imidazo[1,2-a]pyridine-8-carboxylic acid

8-hydroxymethylimidazo[1,2-a]pyridine

8-(chloromethyl)-imidazol[1,2-a]pyridine

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS". . . Retrieved 2011/06/11.
• 2、 -. "Nicotinamide derivatives useful as PDE4 inhibitors". Page 16. . Retrieved 2010/02/10.