Imidazo[1,2-a]pyridine, 7-methoxy- (9CI)

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine, 7-methoxy- (9CI)
• CAS No.: 342613-71-2
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933998090
• Mol file: 342613-71-2.mol

Synonyms:7-Methoxyimidazo[1,2-a]pyridine;

Chemical Property of Imidazo[1,2-a]pyridine, 7-methoxy- (9CI)

Chemical Property:

• PKA: 7.20±0.50(Predicted)
• PSA: 26.53000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 1.34290
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol (Sparingly)

Purity/Quality:

NLT 98% ^*data from raw suppliers

Imidazo[1,2-a]pyridin-7-olMethylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate for heterocyclic compounds as tyrosine kinase inhibitors and anticancer agents.

Technology Process of Imidazo[1,2-a]pyridine, 7-methoxy- (9CI)

There total 5 articles about Imidazo[1,2-a]pyridine, 7-methoxy- (9CI) 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: 87.0%

2-chloroethanal (107-20-0) + 2-amino-4-methoxypyridine (10201-73-7) → 7-methoxy-imidazo[1,2-a]pyridine (342613-71-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; at 78 ℃; for 4h;

Reference yield:

2-Picolinic acid (98-98-6) → 7-methoxy-imidazo[1,2-a]pyridine (342613-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; sodium bromide / 24 h / Inert atmosphere

1.2: 24 h / Inert atmosphere

2.1: hydrazine / methanol / Reflux; Inert atmosphere

3.1: sodium hydrogencarbonate / ethanol; water / 3 h / Reflux; Inert atmosphere

With thionyl chloride; sodium hydrogencarbonate; sodium bromide; hydrazine; In methanol; ethanol; water; 2.1: Curtius rearrangement;

DOI:10.1021/jm101027s

Reference yield:

methyl 4-methoxypicolinate (29681-43-4) → 7-methoxy-imidazo[1,2-a]pyridine (342613-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / methanol / Reflux; Inert atmosphere

2: sodium hydrogencarbonate / ethanol; water / 3 h / Reflux; Inert atmosphere

With sodium hydrogencarbonate; hydrazine; In methanol; ethanol; water; 1: Curtius rearrangement;

DOI:10.1021/jm101027s

upstream raw materials:

2-chloroethanal

2-amino-4-methoxypyridine

2-Picolinic acid

methyl 4-methoxypicolinate

Downstream raw materials:

C₁₈H₂₀N₂O₅

3-bromo-7-methoxyimidazo[1,2-a]pyridine

Refernces

• 1、 -. "BCR-ABL TYROSINE-KINASE LIGANDS CAPABLE OF DIMERIZING IN AN AQUEOUS SOLUTION, AND METHODS OF USING SAME". Paragraph 00592; 00601; 00602. . Retrieved 2015/07/23.
• 2、 -. "Anti-tumor compounds". Page/Page column 5; 6; 9. . Retrieved 2008/06/13.