CAS:1427587-32-3

Base Information

• Chemical Name: CAS:1427587-32-3
• CAS No.: 1427587-32-3
• Molecular Formula: C16H22BNO3
• Molecular Weight: 287.167
• Mol file: 1427587-32-3.mol

Synonyms:CAS:1427587-32-3;1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one;1-Methyl-1,2,3,4-tetrahydroquinolin-2-one-6-boronic acid pinacol ester

Chemical Property of CAS:1427587-32-3

Chemical Property:

• Boiling Point: 487.3±45.0 °C(Predicted)
• PKA: 0.65±0.20(Predicted)
• PSA: 38.77000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 1.95980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CAS:1427587-32-3

There total 4 articles about CAS:1427587-32-3 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%

6-bromo-1-methyl-3,4-dihydroquinolin-2(1H)-one (1092523-03-9) + bis(pinacol)diborane (73183-34-3) → 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (1427587-32-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; water; at 80 ℃; Inert atmosphere;

Reference yield: 73.0%

6-bromo-1-methyl-1,2,3,4-tetrahydroquinoline (742100-16-9) + bis(pinacol)diborane (73183-34-3) → 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (1427587-32-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

Reference yield:

6-bromo-3,4-dihydro-1H-quinolin-2-one (3279-90-1) → 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (1427587-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 °C

1.2: 0 - 40 °C

2.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

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

bis(pinacol)diborane

6-bromo-3,4-dihydro-1H-quinolin-2-one

6-bromo-1-methyl-1,2,3,4-tetrahydroquinoline