2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine
• CAS No.: 1101205-34-8
• Molecular Formula: C₁₈H₁₂F₃N
• Molecular Weight: 299.295
• Mol file: 1101205-34-8.mol

Synonyms:2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine

Chemical Property of 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine

There total 3 articles about 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine 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: 87.0%

4-bromo-1,1'-biphenyl (92-66-0) + 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridine (1101205-23-5) → 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine (1101205-34-8)

Guidance literature:

With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol802556f

Reference yield: 65.0%

4-bromo-1,1'-biphenyl (92-66-0) + sodium 5-(trifluoromethyl)pyridine-2-sulfinate → 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine (1101205-34-8)

Guidance literature:

4-bromo-1,1'-biphenyl; With magnesium; In tetrahydrofuran; at 80 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

sodium 5-(trifluoromethyl)pyridine-2-sulfinate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03918

Reference yield:

2-mercapto-5-trifluoromethylpyridine (76041-72-0) → 2-([1,1'-biphenyl]-4-yl)-5-(trifluoromethyl)pyridine (1101205-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; dihydrogen peroxide / water; ethanol / 20 °C / Schlenk technique; Inert atmosphere

2.1: magnesium / tetrahydrofuran / 0.5 h / 80 °C / Inert atmosphere; Schlenk technique

2.2: 12 h / 20 °C / Inert atmosphere; Schlenk technique

With dihydrogen peroxide; magnesium; sodium hydroxide; In tetrahydrofuran; ethanol; water; 2.1: |Grignard Reaction;

DOI:10.1021/acs.orglett.8b03918

upstream raw materials:

4-bromo-1,1'-biphenyl

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridine

2-mercapto-5-trifluoromethylpyridine

Refernces

• 1、 Deng, James Z.,Paone, Daniel V.,Ginnetti, Anthony T.,Kurihara, Hideki,Dreher, Spencer D.,Weissman, Steven A.,Stauffer, Shaun R.,Burgey, Christopher S.. "Copper-facilitated Suzuki reactions: Application to 2-heterocyclic boronates". supporting information; experimental part. p. 345 - 347. Retrieved 2009/07/11.