2-CHLOROPYRIMIDINE-5-BORONIC ACID

Base Information

• Chemical Name: 2-CHLOROPYRIMIDINE-5-BORONIC ACID
• CAS No.: 1003845-06-4
• Molecular Formula: C4H4BClN2O2
• Molecular Weight: 158.352
• Hs Code.: 2933599090
• Mol file: 1003845-06-4.mol

Synonyms:10-phenylantrhacen-9-yl boronic acid

Chemical Property of 2-CHLOROPYRIMIDINE-5-BORONIC ACID

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 425.36 °C at 760 mmHg
• PKA: 5.03±0.11(Predicted)
• Flash Point: 211.051 °C
• PSA: 66.24000
• Density: 1.522 g/cm³
• LogP: -1.19020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

2-Chloropyrimidine-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 2-Chloropyrimidine-5-boronic acid, a specific chemical compound, serves varied functions across different fields. In the realm of pharmaceutical research and development, it plays a crucial role as a key building block or intermediate in the synthesis of pharmaceutical compounds, contributing to drug discovery and the creation of molecules with potential therapeutic applications. In organic synthesis, this compound serves as a versatile reagent, enabling the construction of complex molecular structures for research purposes. Additionally, in the field of materials science, it might be utilized for its potential contributions to the synthesis of novel materials with unique properties. Its applications in pharmaceuticals, organic synthesis, and materials research underscore its significance in driving innovation, scientific exploration, and potential medical breakthroughs across these different domains.

Technology Process of 2-CHLOROPYRIMIDINE-5-BORONIC ACID

There total 3 articles about 2-CHLOROPYRIMIDINE-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: 73.3%

Triisopropyl borate (5419-55-6) + 5-Bromo-2-chloropyrimidine (32779-36-5) → (2-chloropyrimidin-5-yl)boronic acid (1003845-06-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 4h;

Reference yield: 70.0%

5-Bromo-2-chloropyrimidine (32779-36-5) → (2-chloropyrimidin-5-yl)boronic acid (1003845-06-4)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 4h;

DOI:10.1002/aoc.2865

Reference yield:

C10H16BClN2O2 → (2-chloropyrimidin-5-yl)boronic acid (1003845-06-4)

Guidance literature:

With hydrogen bromide; pH=5;

DOI:10.1002/ejoc.200700654

upstream raw materials:

Triisopropyl borate

5-Bromo-2-chloropyrimidine

Downstream raw materials:

2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

2-chloro-5-(4-(2-methoxyethoxy)benzyl)pyrimidine

(3S)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2-methylimidazo[1,2-a]pyrazin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylic acid

(3R)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2-methylimidazo[1,2-a]pyrazin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylic acid

Refernces

• 1、 -. "NOVEL COMPOUNDS AS GPR119 AGONISTS". Paragraph 0508-0510. . Retrieved 2017/10/26.
• 2、 -. "TYROSINE KINASE INHIBITORS". Page/Page column 153. . Retrieved 2011/08/03.