2-AMino-3-benzyloxypyridine-5-boronic acid pinacol ester, 96%

Base Information

• Chemical Name: 2-AMino-3-benzyloxypyridine-5-boronic acid pinacol ester, 96%
• CAS No.: 756520-57-7
• Molecular Formula: C18H23BN2O3
• Molecular Weight: 326.203
• Hs Code.: 2934999090
• Mol file: 756520-57-7.mol

Synonyms:3-benzyloxy-4-n-propoxybenzaldehyde;

Chemical Property of 2-AMino-3-benzyloxypyridine-5-boronic acid pinacol ester, 96%

Chemical Property:

• Melting Point: 135-137℃
• PSA: 74.44000
• LogP: 3.66220

Purity/Quality:

99% ^*data from raw suppliers

3-Benzyloxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMino-3-benzyloxypyridine-5-boronic acid pinacol ester, 96%

There total 1 articles about 2-AMino-3-benzyloxypyridine-5-boronic acid pinacol ester, 96% 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: 97.0%

3-(benzyloxy)-5-bromopyridine-2-amine (754230-78-9) + bis(pinacol)diborane (73183-34-3) → 3-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (756520-57-7)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; dimethyl sulfoxide; at 80 ℃; for 16h;

Reference yield: 69.0%

3-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (756520-57-7) + 4-iodo-1-methyl-1H-imidazole (71759-87-0) → C16H16N4O

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; water; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00633

Reference yield: 38.0%

2-bromo-pyridine (109-04-6) + 3-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (756520-57-7) → 5'-benzyloxy-[2,3']bipyridinyl-6'-ylamine

Guidance literature:

With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In DME (dimethoxyethane); dichloromethane; water; at 80 ℃; for 66h;

upstream raw materials:

3-(benzyloxy)-5-bromopyridine-2-amine

bis(pinacol)diborane

Refernces

• 1、 -. "AMINOHETEROARYL COMPOUNDS AS PROTEIN TYROSINE KINASE INHIBITORS". Page/Page column 65. . Retrieved 2010/10/20.