2-BOC-AMINO PYRIDINE-5-BORONIC ACID

Base Information

• Chemical Name: 2-BOC-AMINO PYRIDINE-5-BORONIC ACID
• CAS No.: 883231-20-7
• Molecular Formula: C10H15BN2O4
• Molecular Weight: 238.051
• Hs Code.: 2933399990
• Mol file: 883231-20-7.mol

Synonyms:6-(tert-butoxycarbonylamino)pyridin-3-ylboronic acid;

Chemical Property of 2-BOC-AMINO PYRIDINE-5-BORONIC ACID

Chemical Property:

• PKA: 6.94±0.18(Predicted)
• PSA: 91.68000
• Density: 1.23
• LogP: 0.18140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-Boc-aminopyridine-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BOC-AMINO PYRIDINE-5-BORONIC ACID

There total 5 articles about 2-BOC-AMINO PYRIDINE-5-BORONIC ACID 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: 57.0%

Triisopropyl borate (5419-55-6) + tert-butyl N-(5-bromopyridin-2-yl)carbamate (159451-66-8) → (6-[[(tert-butoxy)carbonyl]amino]pyridin-3-yl)boronic acid (883231-20-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Cooling with acetone-dry ice; Inert atmosphere;

Reference yield: 30.0%

(4-bromopyridin-2-yl)-carbamic acid tert-butyl ester (207799-10-8) + bis(pinacol)diborane (73183-34-3) → (6-[[(tert-butoxy)carbonyl]amino]pyridin-3-yl)boronic acid (883231-20-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 85 ℃; for 1h; Inert atmosphere;

Reference yield:

tert-butyl N-(5-bromopyridin-2-yl)carbamate (159451-66-8) → (6-[[(tert-butoxy)carbonyl]amino]pyridin-3-yl)boronic acid (883231-20-7)

Guidance literature:

tert-butyl N-(5-bromopyridin-2-yl)carbamate; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 4h;

With water; In tetrahydrofuran; Product distribution / selectivity;

upstream raw materials:

tert-butyl N-(5-bromopyridin-2-yl)carbamate

Triisopropyl borate

5-bromo-2-pyridylamine

di-tert-butyl dicarbonate