Description

5-Bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl chloride (CAS No. 943982-60-3) is a high-purity halogenated heterocyclic compound with the molecular formula C₉H₄BrCl₂N₃O. This reactive intermediate features a pyrazole core functionalized with bromine and a 3-chloropyridinyl moiety, further activated by an acyl chloride group. Its unique structure makes it a valuable building block for pharmaceutical and agrochemical synthesis, particularly in the development of novel pyrazole and pyridine derivatives. Supplied as a crystalline solid with ≥95% purity (HPLC), this compound is rigorously characterized by ¹H NMR, ¹³C NMR, and mass spectrometry. Store under inert atmosphere at 2-8°C to maintain stability. Suitable for cross-coupling reactions, nucleophilic substitutions, and as a precursor for amide formation.

Properties

• CAS Number: 943982-60-3
• Complexity: 281
• IUPAC Name: 5-bromo-2-(3-chloro-2-pyridyl)pyrazole-3-carbonyl chloride
• InChI: InChI=1S/C9H4BrCl2N3O/c10-7-4-6(8(12)16)15(14-7)9-5(11)2-1-3-13-9/h1-4H
• InChI Key: MOXMPWAWQLBNGS-UHFFFAOYSA-N
• Exact Mass: 318.89148
• Molecular Formula: C9H4BrCl2N3O
• Molecular Weight: 320.95
• SMILES: C1=CC(=C(N=C1)N2C(=CC(=N2)Br)C(=O)Cl)Cl
• Topological: 47.8
• Monoisotopic Mass: 318.89148
• Synonyms: 5-bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carbonyl chloride, 943982-60-3, 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl chloride, 5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl chloride, MFCD21606925, SCHEMBL590879, MOXMPWAWQLBNGS-UHFFFAOYSA-N, DB-128241, 5-bromo-2-(3-chloro-2-pyridyl)pyrazole-3-carbonyl chloride, 3-bromo-1-(3-chloro-2-pyridinyl)-1h-pyrazole-5-carbonyl chloride, 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carbonylchloride95%

Application

This versatile intermediate is primarily employed in medicinal chemistry research for constructing biologically active molecules targeting kinase inhibition. The reactive acyl chloride group enables efficient conjugation with amines to form amide bonds, while the halogen substituents facilitate palladium-catalyzed cross-coupling reactions. Researchers utilize this compound in developing potential agrochemicals, particularly as a precursor for novel insecticides acting on nicotinic acetylcholine receptors. Its pyrazole-pyridine scaffold shows promise in creating protease inhibitors and allosteric modulators for CNS targets.

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