6-Bromo-3-chloroisoquinoline

CAS No. 552331-06-3
Cat. No. CS-W006052
Purity≥97%
MDL No.MFCD08703290

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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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Description

6-Bromo-3-chloroisoquinoline is a halogenated isoquinoline scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 6-position enables palladium-catalyzed coupling, while the chlorine at the 3-position offers orthogonal reactivity under selective conditions. This dual-halogenation pattern facilitates rapid diversification in medicinal chemistry and materials synthesis.

Application

6-Bromo-3-chloroisoquinoline serves as a versatile building block for constructing substituted isoquinoline scaffolds in medicinal chemistry and materials science. The molecule enables selective cross-coupling reactions at both halogen sites due to its orthogonal reactivity profile, facilitating efficient diversification of the core structure. Bench-stable and readily purified by column chromatography, it functions effectively in Pd-catalyzed coupling protocols such as Suzuki-Miyaura and Negishi reactions, offering high functional group tolerance and predictable regioselectivity.

General Information

CAS No. 552331-06-3
Cat. No. CS-W006052
Purity ≥97%
MDL No. MFCD08703290
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrClN
Molecular Weight 242.50
Synonym(s) 6-Bromo-3-chloro-2-azanaphthalene
SMILES ClC1=CC2=C(C=N1)C=CC(Br)=C2

Computational Chemistry Data

TPSA 12.89
LogP 3.6507
H_Acceptors 1
H_Donors 0
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-H319
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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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6-Bromo-3-chloroisoquinoline

CAS No. 552331-06-3

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