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Structure of 42835-98-3
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6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline is a brominated tetrahydroquinoline scaffold featuring a methyl group at the 2-position and a bromine atom at the 6-position. This electron-deficient heterocycle serves as a key intermediate in medicinal chemistry, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. The saturated core enhances solubility and metabolic stability while maintaining aromatic character for π-stacking interactions.
6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine atom provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 2-methyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by silica gel chromatography, it functions effectively in the synthesis of complex heterocyclic scaffolds relevant to pharmaceutical 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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362
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Lot numbers can be found on the outside label of a product: