2-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 2-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER
• CAS No.: 1073354-97-8
• Molecular Formula: C11H17BN2O2
• Molecular Weight: 220.079
• Hs Code.: 2933399090
• Mol file: 1073354-97-8.mol

Synonyms:2-Aminopyridine-3-boronic acid, pinacol ester;

Chemical Property of 2-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

Chemical Property:

• PSA: 57.37000
• Density: 1.09
• LogP: 1.54420
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

2-Aminopyridine-3-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Aminopyridine-3-boronic acid, pinacol ester

Technology Process of 2-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

There total 2 articles about 2-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER 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: 79.0%

3-bromo-2-nitropyridine (54231-33-3) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1073354-97-8)

Guidance literature:

3-bromo-2-nitropyridine; bis(pinacol)diborane; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In dimethyl sulfoxide; at 80 - 90 ℃; Inert atmosphere;

With hydrogen; In tetrahydrofuran; under 2280.15 Torr; Solvent; Reagent/catalyst; Pressure;

Reference yield: 72.8%

2-Amino-3-bromopyridine (13534-99-1) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1073354-97-8)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; Temperature; Solvent; Inert atmosphere;

Reference yield: 62.1%

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1073354-97-8) + 4-bromo-2-methyl-benzoic acid methyl ester (99548-55-7) → methyl 4-(2-aminopyridin-3-yl)-2-methylbenzoate

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; at 108 ℃; for 1.5h; Inert atmosphere;

upstream raw materials:

2-Amino-3-bromopyridine

bis(pinacol)diborane

3-bromo-2-nitropyridine

Downstream raw materials:

2-[4-(dimethylamino)phenyl]imidazo[1,2-a]pyridine-8-boronic acid

C₂₁H₂₆BN₃O₂

Refernces

• 1、 -. "Method for synthesizing aminopyridine borate". Paragraph 0005; 0017-0019. . Retrieved 2018/07/03.
• 2、 -. "Aminoheteroaryl benzamides as kinase inhibitors". Page/Page column 379; 380. . Retrieved 2016/02/15.