6-Bromo-1,2,3,4-tetrahydroisoquinoline

Name: 6-Bromo-1,2,3,4-tetrahydroisoquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 226942-29-6
Cat. No. CS-W019599
Purity≥95%
MDL No.MFCD07374370

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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-1,2,3,4-tetrahydroisoquinoline|CS-W019599

Structure of 226942-29-6

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Description

6-Bromo-1,2,3,4-tetrahydroisoquinoline features a bromine substituent at the C6 position of the tetrahydroisoquinoline scaffold, delivering enhanced electrophilicity for downstream functionalization. This bench-stable heterocycle integrates readily into medicinal chemistry libraries and serves as a key intermediate in the synthesis of bioactive alkaloids and CNS-targeted compounds.

Application

6-Bromo-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. Its bromine substituent offers high reactivity in Suzuki, Stille, and Negishi couplings, while the tetrahydroisoquinoline core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits excellent bench stability and is readily purified by distillation or chromatography, facilitating integration into multi-step syntheses of bioactive molecules and heterocyclic scaffolds.

General Information

CAS No. 226942-29-6
Cat. No. CS-W019599
Purity ≥95%
MDL No. MFCD07374370
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrN
Molecular Weight 212.09
Synonym(s) isoquinoline, 6-bromo-1,2,3,4-tetrahydro-
SMILES BrC1=CC2=C(CNCC2)C=C1

Computational Chemistry Data

TPSA 12.03
LogP 2.0948
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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6-Bromo-1,2,3,4-tetrahydroisoquinoline

CAS No. 226942-29-6

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