14714-24-0 | 6-Chloroimidazo[1,2-b]pyridazine-2-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$15.00	$10.00
250mg	97%	in stock	$18.00	$13.00
1g	97%	in stock	$20.00	$14.00
5g	97%	in stock	$70.00	$49.00
25g	97%	in stock	$346.00	$243.00

Description

• Catalog Number: AA65453
• Chemical Name: 6-Chloroimidazo[1,2-b]pyridazine-2-carboxylic acid
• CAS Number: 14714-24-0
• Molecular Formula: C7H4ClN3O2
• Molecular Weight: 197.5786
• MDL Number: MFCD04974055
• SMILES: Clc1ccc2n(n1)cc(n2)C(=O)O

Upstream Synthesis Route

The synthesis of 6-Chloroimidazo[1,2-b]pyridazine-2-carboxylic acid can be achieved through the following upstream synthetic route:

1. Starting from pyridazine-3,6-dicarboxylic acid, perform a cyclization reaction with ammonia to obtain the imidazo[1,2-b]pyridazine ring system, yielding imidazo[1,2-b]pyridazine-2-carboxylic acid.

2. Proceed with a chlorination step, introducing a chlorine atom at the 6-position of the imidazo[1,2-b]pyridazine ring. This can be achieved using a suitable chlorinating agent like N-chlorosuccinimide (NCS) in the presence of a catalyst, such as a Lewis acid like AlCl3, under controlled reaction conditions.

Care must be taken to protect the carboxylic acid group during the chlorination step if necessary, which can be facilitated by converting it temporarily into an ester or an amide and then hydrolyzing it back to the carboxylic acid after the introduction of the chlorine atom.