Phenol, 4-imidazo[1,2-a]pyridin-2-yl-

Base Information

• Chemical Name: Phenol, 4-imidazo[1,2-a]pyridin-2-yl-
• CAS No.: 57636-31-4
• Molecular Formula: C13H10N2O
• Molecular Weight: 210.235
• DSSTox Substance ID: DTXSID60355947
• Wikidata: Q82135049
• ChEMBL ID: CHEMBL1621581
• Mol file: 57636-31-4.mol

Synonyms:57636-31-4;4-(Imidazo[1,2-a]pyridin-2-yl)phenol;Phenol, 4-imidazo[1,2-a]pyridin-2-yl-;4-imidazo[1,2-a]pyridin-2-ylphenol;CHEMBL1621581;4-{IMIDAZO[1,2-A]PYRIDIN-2-YL}PHENOL;2-(4-Hydroxylphenyl)imidazo[1,2-a]pyridine;Oprea1_589769;SCHEMBL3304334;DTXSID60355947;XTZDIUGVJZDRGY-UHFFFAOYSA-N;BDBM50269836;CS-0453741;2-(4'-hydroxyphenyl)imidazo[1,2-a]pyridine;4-Imidazo[1,2-a]pyridin-2-ylphenol, AldrichCPR

Chemical Property of Phenol, 4-imidazo[1,2-a]pyridin-2-yl-

Chemical Property:

• PSA: 37.53000
• LogP: 2.70690
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.079312947
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

2-(4-Hydroxylphenyl)imidazo[1,2-a]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=CN2C=C1)C3=CC=C(C=C3)O

Technology Process of Phenol, 4-imidazo[1,2-a]pyridin-2-yl-

There total 3 articles about Phenol, 4-imidazo[1,2-a]pyridin-2-yl- 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: 93.0%

2-aminopyridine (504-29-0) + 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone (2491-38-5) → 2-(4-hydroxyphenyl)imidazo[1,2-a]pyridine (57636-31-4)

Guidance literature:

In ethanol; for 18h; Reflux;

DOI:10.1002/chem.202004957

Reference yield: 41.0%

pyridine (110-86-1) + C15H13NO3 → 2-(4-hydroxyphenyl)imidazo[1,2-a]pyridine (57636-31-4)

Guidance literature:

With iodine; In acetonitrile; at 140 ℃; for 6h; Sealed tube; Green chemistry;

DOI:10.1016/j.tet.2021.132125

Reference yield:

4-Hydroxyacetophenone (99-93-4) → 2-(4-hydroxyphenyl)imidazo[1,2-a]pyridine (57636-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; copper(II) oxide / methanol / |Reflux

2: methanol / |Reflux

With iodine; copper(II) oxide; In methanol;

DOI:10.1016/j.cclet.2014.12.016

upstream raw materials:

2-aminopyridine

2-bromo-1-(4'-hydroxyphenyl)-1-ethanone

4-Hydroxyacetophenone

pyridine

Downstream raw materials:

2-[4'-(3'-fluoropropoxy)phenyl]imidazo[1,2-a]pyridine

2-(4-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butoxy}-phenyl)-imidazo[1,2-a]pyridine

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

Refernces

• 1、 Singh, Deepak,Chowdhury, Soumyadeep Roy,Pramanik, Shyamal,Maity, Soumitra. "Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines". . . Retrieved 2021/04/22.
• 2、 -. "NOVEL COMPOUND HAVING AFFINITY FOR AMYLOID". Page/Page column 11; 25. . Retrieved 2009/04/23.