5-Bromoimidazo[1,5-a]pyridine

Base Information

• Chemical Name: 5-Bromoimidazo[1,5-a]pyridine
• CAS No.: 885275-77-4
• Molecular Formula: C₇H₅BrN₂
• Molecular Weight: 197.034
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID80693075
• Wikidata: Q82622099
• Mol file: 885275-77-4.mol

Synonyms:5-Bromoimidazo[1,5-a]pyridine;885275-77-4;5-BROMO-IMIDAZO[1,5-A]PYRIDINE;SCHEMBL10818;DTXSID80693075;MFCD06739219;AKOS006292094;AB28894;AS-50218;CS-0006454;FT-0693411;O11387

Chemical Property of 5-Bromoimidazo[1,5-a]pyridine

Chemical Property:

• Refractive Index: 1.688
• PSA: 17.30000
• Density: 1.69g/cm³
• LogP: 2.09680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromoimidazo[1,5-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=CN2C(=C1)Br

Technology Process of 5-Bromoimidazo[1,5-a]pyridine

There total 2 articles about 5-Bromoimidazo[1,5-a]pyridine 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: 100.0%

N-((6-bromopyridin-2-yl)methyl)formamide → 5-bromoimidazo[1,5-a]pyridine (885275-77-4)

Guidance literature:

With trifluoromethylsulfonic anhydride; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/acs.organomet.5b00681

Reference yield: 34.0%

→ 5-bromoimidazo[1,5-a]pyridine (885275-77-4)

Guidance literature:

With acetic anhydride; at 50 ℃; for 1h; Inert atmosphere;

Reference yield:

5-bromoimidazo[1,5-a]pyridine (885275-77-4) → 2-isopropyl-5-(2-cyclohexylnaphthalen-1-yl)imidazo[1,5-a]-pyridinium iodide

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 48 h / 100 °C / Inert atmosphere; Schlenk technique

2: Chiralpak IB / 30 °C / Resolution of racemate

3: 1,4-dioxane / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.organomet.5b00681

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