6-Bromo-4-methylquinoline

Name: 6-Bromo-4-methylquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 41037-28-9
Cat. No. CS-W014726
Purity≥98%
MDL No.MFCD09258893

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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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Structure of 41037-28-9

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General Information

CAS No. 41037-28-9
Cat. No. CS-W014726
Purity ≥98%
MDL No. MFCD09258893
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.09
Synonym(s) quinoline, 6-bromo-4-methyl-
SMILES CC1=CC=NC2=C1C=C(Br)C=C2

Description

6-Bromo-4-methylquinoline is a heterocyclic scaffold featuring a bromine substituent at the 6-position and a methyl group at the 4-position on the quinoline core. This configuration imparts enhanced electronic modulation and steric profile, enabling efficient coupling in cross-coupling reactions. The compound exhibits robust stability under standard conditions and serves as a key building block in medicinal chemistry and materials science.

Application

6-Bromo-4-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The bromine at the 6-position enables reliable Suzuki, Stille, and Negishi couplings, while the 4-methyl group enhances electronic stability and modulates reactivity. Bench-stable and readily purified by column chromatography, it functions effectively in the synthesis of quinoline-based kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 78-94-4
- 106-40-1
- ~81%
- In-stock
  
  41037-28-9
References
- Ranu, Brindaban C.; Hajra, Alakananda; Dey, Suvendu S.; Jana, Umasish Tetrahedron, 2003 , vol. 59, # 6 p. 813 - 819

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 12.89
LogP 3.30572
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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6-Bromo-4-methylquinoline

CAS No. 41037-28-9

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