458532-96-2 | 2-Chloropyridine-4-boronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$9.00	$6.00
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$13.00	$9.00

Description

• Catalog Number: AB43947
• Chemical Name: 2-Chloropyridine-4-boronic acid
• CAS Number: 458532-96-2
• Molecular Formula: C5H5BClNO2
• Molecular Weight: 157.3627
• MDL Number: MFCD03788416
• SMILES: Clc1nccc(c1)B(O)O

Computed Properties

• Complexity: 114
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

The upstream synthesis route of 2-Chloropyridine-4-boronic acid can be achieved through the following steps:

1. **Starting Material**: Begin with pyridine as the starting material.

2. **Halogenation**: Subject pyridine to halogenation which introduces a chlorine atom at the 2-position, resulting in 2-chloropyridine.

3. **Borylation**: The next step involves a directed ortho metalation (DoM) - where the 2-chloropyridine is treated with n-butyllithium (n-BuLi) to form the corresponding lithium derivative. This derivative is then treated with a boron reagent, such as bis(pinacolato)diboron, to introduce the boronic acid functional group at the 4-position leading to the formation of 2-Chloropyridine-4-boronic acid.

4. **Purification**: This is typically achieved by crystallization or chromatography to isolate the 2-Chloropyridine-4-boronic acid in a pure form.

Throughout the synthesis, one must control temperature, stoichiometry, and reaction times meticulously to optimize yield and purity of the final product, 2-Chloropyridine-4-boronic acid.

Literature

• Design, synthesis, and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signaling in yeast.

  PloS one 20110101