(6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol

Base Information

• Chemical Name: (6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol
• CAS No.: 136117-71-0
• Molecular Formula: C8H7BrN2O
• Molecular Weight: 227.06
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00568170
• Wikidata: Q82454344
• Mol file: 136117-71-0.mol

Synonyms:(6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol;136117-71-0;{6-bromoimidazo[1,2-a]pyridin-2-yl}methanol;SCHEMBL9598573;DTXSID00568170;SDEYJBQEUWYUMO-UHFFFAOYSA-N;MFCD09864965;AKOS022180955;TS-03226;CS-0155651;C72453

Chemical Property of (6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol

Chemical Property:

• PSA: 37.53000
• LogP: 1.58910
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.97418
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

(6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=CN2C=C1Br)CO

Technology Process of (6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol

There total 3 articles about (6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol 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: 66.3%

ethyl 6-bromoimidazo<1,2-a>pyridine-2-carboxylate (67625-37-0) → 6-bromo-2-hydroxymethylimidazo<1,2-a>pyridine (136117-71-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 - 10 ℃; for 3h;

DOI:10.1248/cpb.39.1556

Reference yield:

C10H9BrN2O2 → 6-bromo-2-hydroxymethylimidazo<1,2-a>pyridine (136117-71-0)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 1h;

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 6-bromo-2-hydroxymethylimidazo<1,2-a>pyridine (136117-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 1) DME, r.t., 2 h, 2) EtOH, reflux, 3 h

2: 66.3 percent / diisobutylaluminum hydride / CH₂Cl₂ / 3 h / 0 - 10 °C

With diisobutylaluminium hydride; In dichloromethane;

DOI:10.1248/cpb.39.1556

upstream raw materials:

ethyl 6-bromoimidazo<1,2-a>pyridine-2-carboxylate

5-bromo-2-pyridylamine

Downstream raw materials:

6-bromo-2-(chloromethyl)imidazo[1,2-a]pyridine