5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-ol

Base Information

• Chemical Name: 5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-ol
• CAS No.: 942589-70-0
• Molecular Formula: C10H12BrNOSi
• Molecular Weight: 270.201
• Mol file: 942589-70-0.mol

Synonyms:5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-ol;5-bromo-3-[2-(trimethylsilyl)ethynyl]-2(1H)-Pyridinone

Chemical Property of 5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-ol

Chemical Property:

• Boiling Point: 300.6±42.0 °C(Predicted)
• PKA: 10.17±0.10(Predicted)
• PSA: 32.86000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 2.36630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-ol

There total 3 articles about 5-broMo-3-((triMethylsilyl)ethynyl)pyridin-2-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: 81.0%

5-bromo-2-hydroxy-3-iodopyridine (381233-75-6) + trimethylsilylacetylene (1066-54-2) → 5-bromo-3-((trimethylsilyl)ethynyl)pyridin-2-ol (942589-70-0)

Guidance literature:

With N-butylamine; copper(l) iodide; palladium diacetate; triphenylphosphine; In tetrahydrofuran; at 38 ℃; for 4h; Inert atmosphere;

Reference yield:

5-bromo-3-iodo-1,2-dihydropyridin-2-one (381233-75-6) + trimethylsilylacetylene (1066-54-2) → 5-bromo-3-[(trimethylsilyl)ethynyl]-2(1H)-pyridinone (942589-70-0)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 60 ℃; for 2.5h;

Reference yield:

5-bromopyridin-2-ol (13466-38-1) → 5-bromo-3-((trimethylsilyl)ethynyl)pyridin-2-ol (942589-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 0.83 h / 0 - 90 °C / Inert atmosphere

2.1: palladium diacetate; triphenylphosphine; copper(l) iodide / tetrahydrofuran / 0.03 h / Inert atmosphere

2.2: 5 h / 60 °C

With N-iodo-succinimide; copper(l) iodide; palladium diacetate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

5-bromo-3-iodo-1,2-dihydropyridin-2-one

trimethylsilylacetylene

5-bromo-2-hydroxy-3-iodopyridine

5-bromopyridin-2-ol

Downstream raw materials:

5-bromofuro<2,3-b>pyridine

5-bromo-2-(trimethylsilyl)thieno[2,3-b]pyridine