6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline

Name: 6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 42835-98-3
Cat. No. CS-0152682
Purity≥98%
MDL No.MFCD22035739

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline|CS-0152682

Structure of 42835-98-3

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General Information

CAS No. 42835-98-3
Cat. No. CS-0152682
Purity ≥98%
MDL No. MFCD22035739
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂BrN
Molecular Weight 226.11
Synonym(s) None
SMILES CC1CCC2=CC(=CC=C2N1)Br

Description

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.

Application

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.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 12.03
LogP 3.1957
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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6-Bromo-2-methyl-1,2,3,4-tetrahydroquinoline

CAS No. 42835-98-3

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