5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

Base Information

• Chemical Name: 5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS No.: 1309982-16-8
• Molecular Formula: C12H17BFNO2
• Molecular Weight: 237.082
• Hs Code.: 2934999090
• Mol file: 1309982-16-8.mol

Synonyms:5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline;5-Fluoro-2-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenylaMine

Chemical Property of 5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

Chemical Property:

• PSA: 44.48000
• LogP: 2.28830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 3 articles about 5-fluoro-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline 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: 83.0%

2-bromo-5-fluoroaniline (1003-99-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1309982-16-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In 1,4-dioxane; at 120 ℃; for 12h;

DOI:10.1002/ejoc.201600220

Reference yield:

meta-fluoroaniline (372-19-0) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1309982-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 0.17 h / 80 °C

1.2: 12 h / 80 °C

2.1: chloroform / 1 h / 20 °C

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; chloroform;

DOI:10.1021/acscatal.8b00641

Reference yield:

C10H12B2FNO4 + bis(pinacol)diborane (73183-34-3) → 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1309982-16-8)

Guidance literature:

In chloroform; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1021/acscatal.8b00641

upstream raw materials:

2-bromo-5-fluoroaniline

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

meta-fluoroaniline

Downstream raw materials:

2-azido-4-fluorophenylboronic acid pinacolate ester

C₁₅H₁₆FN₃O₃

C₁₈H₂₁FN₄O₅

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