1256794-24-7 | 6-Chloropyridazine-4-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$10.00	$7.00
250mg	97%	in stock	$15.00	$10.00
1g	97%	in stock	$36.00	$26.00
5g	97%	in stock	$97.00	$68.00
10g	97%	in stock	$192.00	$134.00
25g	97%	in stock	$478.00	$334.00

Description

• Catalog Number: AA31372
• Chemical Name: 6-Chloropyridazine-4-carboxylic acid
• CAS Number: 1256794-24-7
• Molecular Formula: C5H3ClN2O2
• Molecular Weight: 158.5425
• MDL Number: MFCD15146792
• SMILES: OC(=O)c1cc(Cl)nnc1

Computed Properties

• Complexity: 142
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 0.3

Upstream Synthesis Route

The upstream synthesis route of 6-Chloropyridazine-4-carboxylic acid can be achieved through the following sequence:

1. Start with pyridine as the base compound.
2. Perform a nucleophilic substitution reaction where chlorine is introduced to the 6-position of pyridine to yield 6-chloropyridine.
3. Oxidize the 6-chloropyridine to form 6-chloropyridine-N-oxide.
4. Next, conduct a [3+3] cycloaddition reaction of the 6-chloropyridine-N-oxide with a diazo compound; typically, a diazomethane can be used to introduce the -CH=N-N= moiety, which after loss of nitrogen gas, yields the pyridazine ring system.
5. Finally, oxidize the resulting pyridazine intermediate specifically at the 4-position to introduce the carboxylic acid group, thereby forming the desired 6-Chloropyridazine-4-carboxylic acid.

The synthesis can involve various reagents and reaction conditions optimized for each step, and care should be taken to control for regioselectivity, particularly in steps involving the introduction of the chloro group and the formation of the pyridazine ring.