3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline

Base Information

• Chemical Name: 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline
• CAS No.: 1453095-83-4
• Molecular Formula: C₁₃H₈BrClF₃N
• Molecular Weight: 350.565
• Mol file: 1453095-83-4.mol

Synonyms:

Chemical Property of 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline

There total 4 articles about 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline 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: 64.0%

6-amino-3-chloro-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol (168834-43-3,927812-33-7,154598-58-0) → 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (1453095-83-4) + 6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (391860-73-4)

Guidance literature:

With hydrogen bromide; copper(ll) bromide; In water; at 60 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.06.010

Reference yield: 64.0%

Cyclopropylacetylene (6746-94-7) + 1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone (154598-53-5) → 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (1453095-83-4) + 6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (391860-73-4)

Guidance literature:

Cyclopropylacetylene; With n-butyl magnesium bromide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone; In tetrahydrofuran; at 0 ℃; for 1.5h;

With hydrogen bromide; copper(ll) bromide; In tetrahydrofuran; at 0 - 60 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.tetlet.2014.06.010

Reference yield:

1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone (154598-53-5) → 3-bromo-6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (1453095-83-4) + 6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline (391860-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: butyl magnesium bromide / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 1.5 h / 0 °C / Inert atmosphere

2.1: copper(ll) bromide; hydrogen bromide / water / 3 h / 60 °C / Inert atmosphere

With hydrogen bromide; butyl magnesium bromide; copper(ll) bromide; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2014.06.010

upstream raw materials:

Cyclopropylacetylene

1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone

6-amino-3-chloro-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol