DIMETHYL-(2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-AMINE

Base Information

• Chemical Name: DIMETHYL-(2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-AMINE
• CAS No.: 925940-40-5
• Molecular Formula: C₁₆H₂₆BNO₃
• Molecular Weight: 291.198
• Mol file: 925940-40-5.mol

Synonyms:dimethyl-{2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-ethyl}-amine

Chemical Property of DIMETHYL-(2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-AMINE

Chemical Property:

• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl-(2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-ethyl)-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL-(2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-AMINE

There total 2 articles about DIMETHYL-(2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-AMINE 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: 19.0%

[2-(3-bromo-phenoxy)ethyl]-dimethyl-arnine (221915-84-0) + bis(pinacol)diborane (73183-34-3) → dimethyl-{2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-ethyl}-amine (925940-40-5)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 90 ℃; for 16h;

Reference yield:

3-Bromophenol (591-20-8) → dimethyl-{2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-ethyl}-amine (925940-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / NMP (1-methyl-2-pyrrolidone) / 80 °C

2.1: potassium acetate / 1,2-dimethoxyethane / Inert atmosphere of N₂

2.2: 100 °C / Microwave radiation

With potassium acetate; potassium carbonate; In 1,2-dimethoxyethane; NMP (1-methyl-2-pyrrolidone);

Reference yield: 27.0%

dimethyl-{2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-ethyl}-amine (925940-40-5) + N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (1186606-88-1) → N-(3-(3-(2-(dimethylamino)ethoxy)phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (1186607-01-1)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 160 ℃; for 0.5h; Irradiation with microwave;

upstream raw materials:

[2-(3-bromo-phenoxy)ethyl]-dimethyl-arnine

bis(pinacol)diborane

3-Bromophenol

Downstream raw materials:

cyclopropyl-{5-[3-(2-dimethylamino-ethoxy)-phenyl]-[2,2';4',3]terpyridin-6'-yl}-amine

N-(3-(3-(2-(dimethylamino)ethoxy)phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide