4-Bromo-6-fluoroquinoline

Name: 4-Bromo-6-fluoroquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 661463-17-8
Cat. No. CS-W013031
Purity≥95%
MDL No.MFCD09261094

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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 661463-17-8

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General Information

CAS No. 661463-17-8
Cat. No. CS-W013031
Purity ≥95%
MDL No. MFCD09261094
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrFN
Molecular Weight 226.05
Synonym(s) None
SMILES FC1=CC=C2N=CC=C(Br)C2=C1

Description

4-Bromo-6-fluoroquinoline is a heterocyclic building block featuring orthogonal halogen substituents that enable selective cross-coupling reactions. The electron-deficient quinoline core supports efficient metal-catalyzed transformations, while the fluorine and bromine atoms provide complementary reactivity profiles for sequential functionalization. This compound offers enhanced stability under standard conditions and serves as a key intermediate in pharmaceutical and materials synthesis.

Application

4-Bromo-6-fluoroquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogenation pattern. The bromine and fluorine substituents offer orthogonal reactivity for sequential functionalization, while the quinoline core provides inherent stability and favorable pharmacophore characteristics. This compound facilitates efficient synthesis of complex heterocyclic scaffolds and is well-suited for scale-up in API development workflows.

Synthesis

Route1
- 21873-50-7
- ~76%
- In-stock
  
  661463-17-8
References
- GLAXO GROUP LIMITED Patent: WO2004/14361 A1, 2004 ; Location in patent: Page/Page column 41 ;
Route2
- In-stock
  
  391-78-6
- ~79%
- In-stock
  
  661463-17-8
References
- ACTELION PHARMACEUTICALS LTD Patent: WO2008/152603 A1, 2008 ; Location in patent: Page/Page column 36 ;

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-P305+P351+P338-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.1364
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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4-Bromo-6-fluoroquinoline

CAS No. 661463-17-8

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