2-(Homopiperidin-1-yl)pyrimidine- 5-boronic acid pinacol ester

Base Information

• Chemical Name: 2-(Homopiperidin-1-yl)pyrimidine- 5-boronic acid pinacol ester
• CAS No.: 1015242-05-3
• Molecular Formula: C₁₆H₂₆BN₃O₂
• Molecular Weight: 303.212
• Mol file: 1015242-05-3.mol

Synonyms:Hexahydro-1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrimidinyl]-1H-azepine

Chemical Property of 2-(Homopiperidin-1-yl)pyrimidine- 5-boronic acid pinacol ester

Chemical Property:

• Boiling Point: 452.7±37.0 °C(Predicted)
• PKA: 4.79±0.42(Predicted)
• PSA: 78.71000
• Density: 1.09
• LogP: 1.17560

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 2-(Homopiperidin-1-yl)pyrimidine-5-boronic acid pinacol ester is a chemical compound with potential applications in various fields. In the field of medicinal chemistry and pharmaceuticals, it serves as an essential intermediate in the synthesis of novel drug candidates and pharmacologically active compounds. Its unique structure suggests its involvement in the creation of specific pharmacological properties, making it valuable in drug discovery and development. Additionally, in the realm of organic chemistry, this compound can be used as a building block for the construction of complex organic molecules, aiding researchers in the development of new materials and specialty chemicals. While specific uses may vary based on research and development requirements, its primary significance likely lies in drug discovery and organic synthesis, offering a valuable tool for pharmaceutical researchers and chemists striving to advance medical science and materials chemistry.

Technology Process of 2-(Homopiperidin-1-yl)pyrimidine- 5-boronic acid pinacol ester

There total 3 articles about 2-(Homopiperidin-1-yl)pyrimidine- 5-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:

1-(5-bromopyrimidin-2-yl)azepane (1015241-96-9) + bis(pinacol)diborane (73183-34-3) → (2-(azepan-1-yl)pyrimidin-5-yl)boronic acid pinacol ester (1015242-05-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 145 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01365

Reference yield:

hexamethylene imine (111-49-9) → (2-(azepan-1-yl)pyrimidin-5-yl)boronic acid pinacol ester (1015242-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 0.5 h / 150 °C / Microwave irradiation

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 145 °C / Microwave irradiation; Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; tert-butyl alcohol; 2: |Miyaura Borylation Reaction;

DOI:10.1021/acs.jmedchem.8b01365

Reference yield:

→ (2-(azepan-1-yl)pyrimidin-5-yl)boronic acid pinacol ester (1015242-05-3)

Guidance literature:

upstream raw materials:

1-(5-bromopyrimidin-2-yl)azepane

bis(pinacol)diborane

hexamethylene imine

Refernces

• 1、 -. "PYRROLE DERIVATIVES USEFUL FOR THE TREATMENT OF CYTOKINE-MEDIATED DISEASES". Page/Page column 28. . Retrieved 2008/06/13.