5-Bromo-4-methylisoquinoline

Name: 5-Bromo-4-methylisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 651310-24-6
Cat. No. CS-0006077
Purity≥97%
MDL No.MFCD12922846

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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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General Information

CAS No. 651310-24-6
Cat. No. CS-0006077
Purity ≥97%
MDL No. MFCD12922846
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.09
Synonym(s) None
SMILES CC1=C2C(Br)=CC=CC2=CN=C1

Description

5-Bromo-4-methylisoquinoline is a halogenated isoquinoline derivative featuring a bromine atom at the 5-position and a methyl group at the 4-position. This configuration imparts enhanced electron-withdrawing character and steric profile, enabling efficient coupling in transition-metal-catalyzed reactions. The molecule exhibits good stability under standard handling conditions and serves as a key scaffold for synthesizing bioactive heterocycles in medicinal chemistry and materials science.

Application

5-Bromo-4-methylisoquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle and electron-rich isoquinoline core. The methyl group enhances solubility and modulates electronic properties, while the molecule exhibits excellent bench stability and compatibility with standard synthetic protocols. It functions effectively in constructing complex heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- 1196-39-0
- ~%
- In-stock
  
  651310-24-6
References
- US2005/20623 A1, ; Page 105 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P310-P330-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.30572
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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5-Bromo-4-methylisoquinoline

CAS No. 651310-24-6

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