2-Boc-amino-3-chloro-pyridine-5-boronic acid pinacol ester

Base Information

• Chemical Name: 2-Boc-amino-3-chloro-pyridine-5-boronic acid pinacol ester
• CAS No.: 330794-10-0
• Molecular Formula: C₁₇H₂₅BClNO₄
• Molecular Weight: 353.654
• Mol file: 330794-10-0.mol

Synonyms:tert-butyl-N-[2-chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate

Chemical Property of 2-Boc-amino-3-chloro-pyridine-5-boronic acid pinacol ester

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl(2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate 97% ^*data from reagent suppliers

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Technology Process of 2-Boc-amino-3-chloro-pyridine-5-boronic acid pinacol ester

There total 3 articles about 2-Boc-amino-3-chloro-pyridine-5-boronic acid pinacol ester 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:

tert-butyl-N-(4-bromo-2-chlorophenyl)carbamate (330794-09-7) + bis(pinacol)diborane (73183-34-3) → tert-butyl-N-[2-chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (330794-10-0)

Guidance literature:

With potassium acetate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

2-chloro-4-bromoaniline (38762-41-3) → tert-butyl-N-[2-chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (330794-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl-N-[2-chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (330794-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

tert-butyl-N-(4-bromo-2-chlorophenyl)carbamate

bis(pinacol)diborane

2-chloro-4-bromoaniline

di-tert-butyl dicarbonate

Downstream raw materials:

2-chloro-4-(3-methylpyrazin-2-yl)aniline

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