2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 1420998-43-1
• Molecular Formula: C13H20BNO3
• Molecular Weight: 249.1138
• Mol file: 1420998-43-1.mol

Synonyms:2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property of 2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

• Boiling Point: 355.1±42.0 °C(Predicted)
• PKA: 4.04±0.20(Predicted)
• PSA: 40.58000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 1.69780
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99.90% ^*data from raw suppliers

2-Methoxy-4-Methyl-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 4 articles about 2-Methoxy-4-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine 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: 51.0%

3-bromo-2-methoxy-4-methyl-pyridine (717843-51-1) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1420998-43-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 100 ℃; for 1.5h; Inert atmosphere; Sealed tube;

Reference yield:

2-Amino-4-methylpyridine (695-34-1) → 2-methoxy-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1420998-43-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; sodium nitrite / water / 2.25 h / 0 - 95 °C

1.2: 20 °C / pH 6 - 7

2.1: N-Bromosuccinimide; acetic acid / ethyl acetate / 0.5 h / 20 °C

2.2: pH 8

3.1: silver carbonate / dichloromethane / 144 h / Inert atmosphere

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere; Sealed tube

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; potassium acetate; acetic acid; silver carbonate; sodium nitrite; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

2-hydroksy-4-methyl-pyridine (13466-41-6,91914-05-5) → 2-methoxy-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1420998-43-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; acetic acid / ethyl acetate / 0.5 h / 20 °C

1.2: pH 8

2.1: silver carbonate / dichloromethane / 144 h / Inert atmosphere

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere; Sealed tube

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; acetic acid; silver carbonate; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

2-Amino-4-methylpyridine

2-hydroksy-4-methyl-pyridine

3-bromo-2-hydroxy-4-methylpyridine

3-bromo-2-methoxy-4-methyl-pyridine

Refernces

• 1、 -. "ISOQUINOLINES AS INHIBITORS OF HPK1". Paragraph 0843; 0844. . Retrieved 2018/10/21.