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Structure of 137628-16-1
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3-Bromo-5-chloropyridin-2-ol features a pyridine core functionalized with bromo and chloro substituents at the 3- and 5-positions, respectively, and a hydroxyl group at the 2-position. This arrangement delivers a polar, electron-deficient heterocycle ideal for palladium-catalyzed cross-coupling reactions. The ortho-hydroxyl group enables intramolecular coordination, enhancing reactivity in transition metal-mediated transformations. The molecule exhibits bench-stable handling characteristics under standard conditions.
3-Bromo-5-chloropyridin-2-ol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the chloro and hydroxyl functionalities offer sites for further functionalization or serve as directing groups. Its bench-stable nature and compatibility with diverse reaction conditions make it suitable for iterative synthesis of complex heterocyclic scaffolds and API intermediates.
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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: