2-(trifluoroMethyl)-4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 2-(trifluoroMethyl)-4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 1612287-99-6
• Molecular Formula: C₁₃H₁₇BF₃NO₂
• Molecular Weight: 287.09
• Hs Code.: 2933399990
• Mol file: 1612287-99-6.mol

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

Chemical Property of 2-(trifluoroMethyl)-4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

2-(Trifluoromethyl)-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine ^*data from reagent suppliers

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Technology Process of 2-(trifluoroMethyl)-4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 2 articles about 2-(trifluoroMethyl)-4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)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: 93.0%

3-bromo-4-methyl-6-(trifluoromethyl)pyridine (1010422-51-1) + bis(pinacol)diborane (73183-34-3) → 4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine (1612287-99-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 110 ℃; Schlenk technique; Inert atmosphere;

Reference yield:

5-bromo-2-iodo-4-methylpyridine (941294-57-1) → 4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine (1612287-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium fluoride; copper(l) iodide / 1-methyl-pyrrolidin-2-one / 60 °C / Inert atmosphere

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 110 °C / Schlenk technique; Inert atmosphere

With potassium fluoride; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one;

Reference yield: 17.0%

4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine (1612287-99-6) + 5-bromo-N-(2,6-difluorophenyl)-1-methyl-1H-pyrazole-3-carboxamide (1617523-10-0) → N-(2,6-difluoro-phenyl)-1-methyl-5-[4-methyl-6-(trifluoromethyl)-pyridin-3-yl]-1H-pyrazole-3-carboxylic acid amide

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; lithium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 1h; Inert atmosphere;

upstream raw materials:

5-bromo-2-iodo-4-methylpyridine

3-bromo-4-methyl-6-(trifluoromethyl)pyridine

bis(pinacol)diborane

Downstream raw materials:

2-(2-chloro-6-fluorophenyl)-5-(4-methyl-6-(trifluoromethyl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

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