3-BROMO-5-IODO-PYRIDIN-4-YLAMINE

Base Information

• Chemical Name: 3-BROMO-5-IODO-PYRIDIN-4-YLAMINE
• CAS No.: 902837-39-2
• Molecular Formula: C₅H₄BrIN₂
• Molecular Weight: 298.909
• Hs Code.: 2933399990
• Mol file: 902837-39-2.mol

Synonyms:3-bromo-5-iodopyridin-4-ylamine;4-AMINO-3-BROMO-5-IODOPYRIDINE;5-bromo-3-iodo-4-pyridylamine;3-bromo-5-iodo-4-Pyridinamine;

Chemical Property of 3-BROMO-5-IODO-PYRIDIN-4-YLAMINE

Chemical Property:

• Vapor Pressure: 4.91E-05mmHg at 25°C
• Melting Point: 164.8 °C
• Refractive Index: 1.73
• Boiling Point: 348.8 °C at 760 mmHg
• Flash Point: 164.8ºC
• PSA: 38.91000
• Density: 2.426 g/cm³
• LogP: 2.61210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive

Purity/Quality:

98.0% Min., ^*data from raw suppliers

4-Amino-3-bromo-5-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BROMO-5-IODO-PYRIDIN-4-YLAMINE

There total 1 articles about 3-BROMO-5-IODO-PYRIDIN-4-YLAMINE 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: 32.0%

3-bromopyridin-4-amine (13534-98-0) → 4-amino-3-bromo-5-iodopyridine (902837-39-2)

Guidance literature:

With iodine; sodium carbonate; potassium iodide; In water; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/jo300481s

Reference yield:

4-amino-3-bromo-5-iodopyridine (902837-39-2) → 7-bromo-2,3-diphenyl-1H-pyrrolo[3,2-c]pyridine (1300750-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.08 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

1.3: 0.5 h / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; lithium bromide / N,N-dimethyl-formamide / 48 h / 100 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium hydride; sodium carbonate; lithium bromide; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Larock heteroannulation;

DOI:10.1021/jo200480h

Reference yield:

4-amino-3-bromo-5-iodopyridine (902837-39-2) → 4-methyl-8-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-1,6-naphthyridin-2(1H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 48 h / 120 °C / Inert atmosphere

2: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 1 h / 120 °C / Inert atmosphere; Microwave irradiation

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; In water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

3-bromopyridin-4-amine

Downstream raw materials:

7-bromo-2,3-diphenyl-1H-pyrrolo[3,2-c]pyridine

Refernces

• 1、 Livecchi, Marion,Calvet, Geraldine,Schmidt, Frederic. "Palladium-catalyzed synthesis of 2,3-disubstituted 5-azaindoles via heteroannulation reaction and of 2-substituted 5-azaindoles through domino sila-Sonogashira/5-endo cyclization". experimental part. p. 5006 - 5016. Retrieved 2012/07/03.