4-Bromo-1-methoxyisoquinoline

Name: 4-Bromo-1-methoxyisoquinoline
Brand: ChemScene
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CAS No. 746668-73-5
Cat. No. CS-W020680
Purity≥95%
MDL No.MFCD09999134

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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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4-Bromo-1-methoxyisoquinoline|CS-W020680

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General Information

CAS No. 746668-73-5
Cat. No. CS-W020680
Purity ≥95%
MDL No. MFCD09999134
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO
Molecular Weight 238.08
Synonym(s) 1-Methoxy-4-broMoisoquinoline
SMILES COC1=NC=C(Br)C2=C1C=CC=C2

Description

4-Bromo-1-methoxyisoquinoline is a halogenated isoquinoline derivative featuring a methoxy group at the 1-position and a bromine substituent at the 4-position. This configuration enables selective cross-coupling reactions in synthetic pathways, particularly in palladium-catalyzed transformations. The electron-withdrawing bromine and electron-donating methoxy groups create a balanced electronic profile suitable for diverse heterocyclic scaffold elaboration. Its bench-stable nature facilitates handling under standard conditions.

Application

4-Bromo-1-methoxyisoquinoline serves as a versatile building block in medicinal chemistry and cross-coupling synthesis, enabling efficient access to substituted isoquinoline scaffolds. The bromine at the 4-position facilitates palladium-catalyzed coupling reactions, while the methoxy group at C1 provides orthogonal reactivity and enhanced solubility. This compound exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating purification and integration into complex molecular architectures.

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

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Computational Chemistry Data

TPSA 22.12
LogP 3.0059
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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4-Bromo-1-methoxyisoquinoline

CAS No. 746668-73-5

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