(E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene

Base Information

• Chemical Name: (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene
• CAS No.: 937183-79-4
• Molecular Formula: C₁₇H₁₉BrN₂O₂
• Molecular Weight: 363.254
• Mol file: 937183-79-4.mol

Synonyms:(E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene

Chemical Property of (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene

There total 6 articles about (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene 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: 29.0%

2-(3-bromo-5-iodopyridin-2-yloxy)ethanol (937183-65-8) + N,N-dimethy-4-vinylaniline (2039-80-7) → (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene (937183-79-4)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 65 ℃; for 2h;

DOI:10.1021/jm070025+

Reference yield: 29.0%

→ (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene (937183-79-4)

Guidance literature:

Reference yield:

3-bromo-pyridin-2-ol (13466-43-8) → (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene (937183-79-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / N-iodosuccinimide / acetonitrile / 1 h / Heating

2: 72 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: 94 percent / aq. HCl / ethanol / 0.5 h / 20 °C

4: 29 percent / K₂CO₃; tetrabutylammonium bromide / Pd(OAc)2 / dimethylformamide / 2 h / 65 °C

With hydrogenchloride; N-iodo-succinimide; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; potassium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile; 2: Mitsunobu reaction / 4: Heck reaction;

DOI:10.1021/jm070025+

upstream raw materials:

2-(3-bromo-5-iodopyridin-2-yloxy)ethanol

N,N-dimethy-4-vinylaniline

3-bromo-pyridin-2-ol

3-bromo-2-(2-(tert-butyl-dimethylsilyloxy)ethoxy)-5-iodopyridine