3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE

Base Information

• Chemical Name: 3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE
• CAS No.: 376584-30-4
• Molecular Formula: C15H20BNO3
• Molecular Weight: 273.14
• Hs Code.: 2934999090
• Mol file: 376584-30-4.mol

Synonyms:3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE;3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one;

Chemical Property of 3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE

Chemical Property:

• PSA: 47.56000
• LogP: 1.60050
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-isoquinolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-isoquinolinone is a useful synthetic compound.

Technology Process of 3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE

There total 4 articles about 3,4-DIHYDRO-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-ISOQUINOLINONE 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: 99.32%

6-bromo-3,4-dihydroisoquinolin-1(2H)-one (147497-32-3) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one (376584-30-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 95 ℃; for 2h; Inert atmosphere;

Reference yield: 81.0%

→ 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one (376584-30-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 95 ℃; for 16h; Inert atmosphere;

Reference yield:

methyl 3-bromophenethylcarbamate (1279816-33-9) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one (376584-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate; phosphorus pentoxide / 2 h / Reflux

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 5 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphorus pentoxide; potassium acetate; trichlorophosphate; In dimethyl sulfoxide; 2: |Suzuki Coupling;

DOI:10.1021/jm401604x

upstream raw materials:

6-bromo-3,4-dihydroisoquinolin-1(2H)-one

bis(pinacol)diborane

methyl 3-bromophenethylcarbamate

5-Bromo-1-indanone

Downstream raw materials:

2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1-one

C₁₉H₁₈N₄O₂

C₂₄H₂₀N₄O₂

C₂₅H₂₂N₄O₂