6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

Base Information

• Chemical Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline
• CAS No.: 1167418-13-4
• Molecular Formula: C14H17BN2O2
• Molecular Weight: 256.112
• Hs Code.: 2933998090
• Mol file: 1167418-13-4.mol

Synonyms:6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline;6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)quinoxaline;2-dioxaborolan-2-yl)quinoxaline

Chemical Property of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

Chemical Property:

• Refractive Index: n20/D1.560
• Boiling Point: 387.8±22.0 °C(Predicted)
• PKA: 0.93±0.30(Predicted)
• Flash Point: >110℃
• PSA: 44.24000
• Density: 1.123 g/mL at 25℃
• LogP: 1.92900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Quinoxaline-6-boronic acid pinacol ester is a common reactant of a Suzuki coupling reaction that can be used:To prepare quinoxalin based PI3Kδ inhibitors.As a substrate in the Cu(II) catalyzed [11C]-radiocyanation of arylboronic acids.To prepare 6-quinoxaline boronic acid, which is used as a substrate in the silver-mediated fluorination of boronic acids.

Technology Process of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

There total 3 articles about 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline 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: 98.0%

6-bromoquinoxaline (50998-17-9) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline (1167418-13-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol901113t

Reference yield: 75.0%

6-chloroquinoxaline (5448-43-1) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline (1167418-13-4)

Guidance literature:

6-chloroquinoxaline; bis(pinacol)diborane; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

With potassium acetate; at 70 ℃; for 5h; Inert atmosphere;

Reference yield: 50.0%

→ 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline (1167418-13-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; cyclohexane; at 85 ℃; Inert atmosphere;

upstream raw materials:

6-bromoquinoxaline

bis(pinacol)diborane

6-chloroquinoxaline

Downstream raw materials:

(quinoxalin-6-yl)boronic acid

N-(2-chloro-5-(quinoxalin-6-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide