4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine

Base Information

• Chemical Name: 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine
• CAS No.: 1200124-83-9
• Molecular Formula: C₁₈H₂₁BClNO₃
• Molecular Weight: 345.634

Synonyms:4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine

Chemical Property of 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

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Technology Process of 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine

There total 3 articles about 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine 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: 94.0%

4-(4-bromo-2-chlorophenoxy)-2-methylpyridine-1-oxide (1362703-44-3) + bis(pinacol)diborane (73183-34-3) → 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine (1200124-83-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate;

DOI:10.1021/jm2016864

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine (1200124-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 170 - 180 °C / Microwave irradiation

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jm2016864

Reference yield:

4-bromo-2-chlorophenol (3964-56-5) → 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-2-chlorophenoxy]-2-methylpyridine (1200124-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 170 - 180 °C / Microwave irradiation

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jm2016864

upstream raw materials:

4-(4-bromo-2-chlorophenoxy)-2-methylpyridine-1-oxide

bis(pinacol)diborane

2-methyl-4-nitropyridine N-oxide

4-bromo-2-chlorophenol

Downstream raw materials:

1-butyl-4-[3-chloro-4-(2-methylpyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

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