N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide

Base Information

• Chemical Name: N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide
• CAS No.: 1006876-27-2
• Molecular Formula: C14H21BN2O3
• Molecular Weight: 276.143
• Hs Code.: 2934999090
• Mol file: 1006876-27-2.mol

Synonyms:2-(DIMETHYLCARBAMOYL)PYRIDINE-5-BORONIC ACID PINACOL ESTER;6-(DIMETHYLCARBAMOYL)PYRIDIN-3-YLBORONIC ACID PINACOL ESTER;N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide;D-5185;

Chemical Property of N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide

Chemical Property:

• Boiling Point: 424.4±30.0 °C(Predicted)
• PKA: 2.60±0.12(Predicted)
• PSA: 51.66000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 1.08260
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide could be a useful reactant for the preparation of macrocyclic azolopyridine derivatives as EED and PRC2 modulators.

Technology Process of N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide

There total 5 articles about N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide 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: 69.8%

5-bromo-2-(N,N-dimethylaminocarbonyl)pyridine (845305-86-4) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (1006876-27-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 3h; Inert atmosphere;

Reference yield:

5-bromoisonicotinic acid (30766-11-1) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (1006876-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 20 °C

1.2: 3 h / 0 - 20 °C

2.1: 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; oxalyl dichloride; potassium carbonate; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane;

Reference yield:

N,N-dimethylpicolinamide (14805-91-5) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (1006876-27-2) + N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In para-xylene; at 25 ℃; for 16h; Reagent/catalyst; Overall yield = 88 %Spectr.; regioselective reaction;

DOI:10.1038/nchem.2322

upstream raw materials:

5-bromo-2-(N,N-dimethylaminocarbonyl)pyridine

bis(pinacol)diborane

N,N-dimethylpicolinamide

5-bromoisonicotinic acid

Downstream raw materials:

5-(3-acetyl-5-chloro-2-ethoxy-6-methylphenyl)-N,N-dimethylpyridine-2-carboxamide

5-(3-acetyl-5-chloro-2-methoxy-6-methylphenyl)-N,N-dimethylpyridine-2-carboxamide

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1006876-27-2 N,N-diMethyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinaMide

Send

Send

Metric Ton KG G Pound L ML

Send

Send