Imidazo[1,2-a]pyridin-8-ol

Base Information

• Chemical Name: Imidazo[1,2-a]pyridin-8-ol
• CAS No.: 69214-22-8
• Molecular Formula: C₇H₆N₂O
• Molecular Weight: 134.137
• Hs Code.: 2933990090
• European Community (EC) Number: 855-293-5
• Nikkaji Number: J1.153.677H
• Mol file: 69214-22-8.mol

Synonyms:imidazo[1,2-a]pyridin-8-ol;69214-22-8;8-Hydroxyimidazo[1,2-a]pyridine;120190-06-9;MFCD06496222;Imidazo[1,2-a]pyridin-8-ol, conjugate monoacid;8-hydroxy-imidazo[1,2-a]pyridine;Imidazo[1,2-a]pyridin-8-ol (9CI);8-imidazo[1,2-a]pyridinol;Imidazo[1,2-a]pyridine-8-ol;SCHEMBL1041231;VPUDIWIKGNMSOL-UHFFFAOYSA-N;AKOS005071339;CS-W005945;H-IMIDAZO[1,2-A]PYRIDINE-8-OL;BP-20258;SY038285;Imidazo[1,2-a]pyridin-8-ol, AldrichCPR;FT-0680694;FT-0706414;EN300-257492;8X-0841;A836395;J-521494;Z1201623531

Chemical Property of Imidazo[1,2-a]pyridin-8-ol

Chemical Property:

• Melting Point: 154-157°
• PSA: 37.53000
• LogP: 1.03990
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%min ^*data from raw suppliers

Imidazo[1,2-a]pyridin-8-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=CN=C2C(=C1)O

Technology Process of Imidazo[1,2-a]pyridin-8-ol

There total 6 articles about Imidazo[1,2-a]pyridin-8-ol 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%

8-(phenylmethoxy)imidazo[1,2-a]pyridine (96428-16-9) → 8-hydroxy-imidazo<1,2-a>pyridine (69214-22-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; at 25 ℃; under 2585.81 Torr;

Reference yield: 80.0%

2-chloroethanal (107-20-0) + 2-amino-3-hydroxypyridine (16867-03-1) → 8-hydroxy-imidazo<1,2-a>pyridine (69214-22-8)

Guidance literature:

In ethanol; for 8h; Heating;

Reference yield:

2-amino-3-hydroxypyridine (16867-03-1) → 8-hydroxy-imidazo<1,2-a>pyridine (69214-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / 40percent aq. NaOH, Adogen 464 / CH₂Cl₂ / Ambient temperature

2: 70 percent / NaHCO₃ / ethanol; H₂O / 8 h / Heating

3: Pd(OH)2 / ethanol; cyclohexene / 12 h / Heating

With sodium hydroxide; adogen 464; sodium hydrogencarbonate; palladium dihydroxide; In ethanol; dichloromethane; water; cyclohexene;

upstream raw materials:

hydrogen chloride salt of 8-hydroxy-imidazo<1,2-a>pyridine

8-(phenylmethoxy)imidazo[1,2-a]pyridine

2-chloroethanal

2-amino-3-hydroxypyridine

Refernces

• 1、 -. "BICYCLIC ETHER O-GLYCOPROTEIN-2-ACETAMIDO-2-DEOXY-3-D-GLUCOPYRANOSIDASE INHIBITORS". Paragraph 00308. . Retrieved 2020/08/22.
• 2、 Rydzkowski, Richard,Blondeau, Dominique,Sliwa, H.,Caze, Claude. "Etude de l'hydroxy-8 imidazopyridine. Partie 1 : equilibre tautomerique en solution aqueuse.". . p. 670 - 688. Retrieved 2007/10/02.