1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone

Base Information

• Chemical Name: 1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone
• CAS No.: 1426082-41-8
• Molecular Formula: C₁₀H₄BrF₃OS
• Molecular Weight: 309.106
• Mol file: 1426082-41-8.mol

Synonyms:1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone

Chemical Property of 1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone

There total 1 articles about 1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone 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: 38.0%

N,N-dimethyl-2,2,2-trifluoroacetamide (1547-87-1) + 3,6-dibromobenzo[b]thiophene (1426082-37-2) → 1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone (1426082-41-8)

Guidance literature:

3,6-dibromobenzo[b]thiophene; With n-butyllithium; In diethyl ether; hexane; at -100 - -70 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-2,2,2-trifluoroacetamide; In diethyl ether; hexane; at -100 - -60 ℃; for 1h;

DOI:10.1016/j.bmc.2012.12.035

Reference yield:

1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone (1426082-41-8) → C28H25F3N4O2S (1426082-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 20 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 90 °C

3: potassium carbonate; triphenylphosphine; palladium diacetate / water; 1,2-dimethoxyethane / 2 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; potassium acetate; palladium diacetate; potassium carbonate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3: |Suzuki Coupling;

DOI:10.1016/j.bmc.2012.12.035

Reference yield:

1-(6-bromo-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanone (1426082-41-8) → C28H25F3N4O2S (1426082-18-9) + (S)-1-(6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-1H-imidazol-4-yl}-benzo[b]thiophen-3-yl)-2,2,2-trifluoro-ethanol

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 20 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 90 °C

3: potassium carbonate; triphenylphosphine; palladium diacetate / water; 1,2-dimethoxyethane / 2 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; potassium acetate; palladium diacetate; potassium carbonate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3: |Suzuki Coupling;

DOI:10.1016/j.bmc.2012.12.035

upstream raw materials:

N,N-dimethyl-2,2,2-trifluoroacetamide

3,6-dibromobenzo[b]thiophene

Downstream raw materials:

C₂₈H₂₅F₃N₄O₂S

C₂₈H₂₅F₃N₄O₂S