2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER
• CAS No.: 1195995-72-2
• Molecular Formula: C11H17BN2O2
• Molecular Weight: 238
• Hs Code.: 2934999090
• Mol file: 1195995-72-2.mol

Synonyms:2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

Chemical Property of 2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER

Chemical Property:

• Boiling Point: 364.8±27.0 °C(Predicted)
• PKA: 6.28±0.14(Predicted)
• PSA: 58.10000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 0.89310
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

2-Aminopyridine-4-boronic Acid Pinacol Ester ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Useful boronic acid pinacol ester for synthesis of various bioactive small molecules. This product was previously listed as BML00290. 2-Aminopyridine-4-boronic Acid Pinacol Ester acts as a reagent in the preparation of indole- and 7-azaindolecarboxamides as Rho kinase inhibitors, 3D pharmacophore model-assisted discovery of novel heteroaryl dihydrothieno-pyridinones as CDC7 inhibitors.

Technology Process of 2-AMINOPYRIDINE-4-BORONIC ACID PINACOL ESTER

There total 2 articles about 2-AMINOPYRIDINE-4-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: 91.0%

2-amino-4-bromopyridine (84249-14-9) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)pyridin-2-amine (1195995-72-2)

Guidance literature:

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

Reference yield: 75.0%

4-chloro-2-nitropyridine (65370-42-5) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)pyridin-2-amine (1195995-72-2)

Guidance literature:

4-chloro-2-nitropyridine; bis(pinacol)diborane; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 - 90 ℃; Inert atmosphere;

With hydrogen; In 1,4-dioxane; at 20 ℃; under 760.051 Torr;

Reference yield: 98.0%

4-(4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)pyridin-2-amine (1195995-72-2) + di-tert-butyl dicarbonate (24424-99-5) → N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]carbamic acid 1,1-dimethylethyl ester (1095708-32-9)

Guidance literature:

In tert-butyl alcohol; at 35 ℃; for 18h; Inert atmosphere;

upstream raw materials:

2-amino-4-bromopyridine

bis(pinacol)diborane

4-chloro-2-nitropyridine

Downstream raw materials:

N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]carbamic acid 1,1-dimethylethyl ester

7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)imidazo[1,2-a]pyridine

2,4-difluoro-N-(4-(5-(2-methyl-1-oxoisoindolin-5-yl)thiophen-2-yl)pyridin-2-yl)benzenesulfonamide

Refernces

• 1、 -. "Transition metal complex, polymer, mixture, composition and organic electronic device". Paragraph 0419-0422. . Retrieved 2020/05/01.
• 2、 -. "Small molecule compound". Paragraph 0573-0574; 0575-0576. . Retrieved 2020/01/12.