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Structure of 1355583-13-9
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6-Bromo-3-fluoroquinoline is a halogenated quinoline scaffold featuring complementary electrophilic (bromine) and electron-withdrawing (fluorine) substituents at meta positions. This configuration enables selective cross-coupling reactions in late-stage functionalization, particularly in palladium-catalyzed transformations. The molecule exhibits enhanced reactivity due to the combined inductive effects of bromine and fluorine, facilitating efficient C–C and C–heteroatom bond formation under mild conditions. Its stability under standard bench protocols supports reliable handling in synthetic workflows.
6-Bromo-3-fluoroquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogenation pattern. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.
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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: