5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER
• CAS No.: 1073354-99-0
• Molecular Formula: C11H17BN2O2
• Molecular Weight: 220.079
• Hs Code.: 2934999090
• Mol file: 1073354-99-0.mol

Synonyms:5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine;5-Aminopyridine-3-boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan- 2-yl)-pyridin-3-ylamine;3-Aminopyridine-5-boronic acid pinacol ester;

Chemical Property of 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

Chemical Property:

• Boiling Point: 388.5±27.0 °C(Predicted)
• PKA: 6.16±0.22(Predicted)
• 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:

96% 1H NMR ^*data from raw suppliers

3-Aminopyridine-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER

There total 2 articles about 5-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: 71.0%

3-bromo-5-nitro-pyridine (15862-30-3) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (1073354-99-0)

Guidance literature:

3-bromo-5-nitro-pyridine; bis(pinacol)diborane; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 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:

3-amino-5-bromopyridine (13535-01-8) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (1073354-99-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; HK⁽¹⁺⁾*C₂H₃O₂^(1-); In 1,4-dioxane; at 100 ℃; for 4h; Inert atmosphere;

Reference yield: 73.0%

5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (1073354-99-0) + 6-bromo-N-(4-morpholinophenyl)imidazo[1,2-a]pyrazine-8-amine (445263-72-9) → 6-(5-aminopyridin-3-yl)-N-(4-morpholinophenyl)imidazo[1,2-a]pyrazine-8-amine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; at 100 ℃; Inert atmosphere;

upstream raw materials:

3-amino-5-bromopyridine

bis(pinacol)diborane

3-bromo-5-nitro-pyridine

Downstream raw materials:

5-(5-aminopyridin-3-yl)-7-chloro-3-(2-chlorobenzyl)-1-(4-methoxybenzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one

5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-3-amine

N-(5-(3-(1H-pyrazol-3-yl)imidazo[1,2-a]pyridin-6-yl)pyridin-3-yl)-benzenesulfonamide

N-(5-(3-acetylimidazo[1,2-a]pyridin-6-yl)pyridin-3-yl)benzenesulfonamide

Refernces

• 1、 -. "NOVEL COMPOUNDS". Page/Page column 53. . Retrieved 2019/03/05.
• 2、 -. "Method for synthesizing aminopyridine borate". Paragraph 0005; 0014; 0015. . Retrieved 2018/07/03.