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Structure of 885522-04-3
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3-Bromo-6-fluoro-1H-indazole is a halogenated heterocyclic scaffold featuring complementary electrophilic (bromo) and electron-withdrawing (fluoro) substituents. This configuration enables efficient cross-coupling reactions, particularly in palladium-catalyzed transformations. The molecule exhibits enhanced metabolic stability and favorable solubility profiles under standard reaction conditions, facilitating its integration into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.
3-Bromo-6-fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine at C3 facilitates Suzuki, Stille, and Negishi couplings, while the fluorine at C6 offers enhanced metabolic stability and potential for directed ortho-metalation. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis of bioactive indazole derivatives.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Lot numbers can be found on the outside label of a product: