8-Bromo-5-chloroquinoline

Name: 8-Bromo-5-chloroquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1154741-20-4
Cat. No. CS-0131689
Purity≥97%
MDL No.MFCD13193679

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 1154741-20-4

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General Information

CAS No. 1154741-20-4
Cat. No. CS-0131689
Purity ≥97%
MDL No. MFCD13193679
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrClN
Molecular Weight 242.50
Synonym(s) 8-Bromo-5-chloro-1-azanaphthalene
SMILES ClC1=C2C=CC=NC2=C(Br)C=C1

Description

8-Bromo-5-chloroquinoline is a halogenated quinoline derivative featuring complementary reactive sites at the 8-bromo and 5-chloro positions. This electron-deficient heterocycle enables selective cross-coupling transformations under palladium catalysis, facilitating the construction of complex polycyclic architectures in medicinal chemistry and materials science applications.

Application

8-Bromo-5-chloroquinoline serves as a versatile building block in medicinal chemistry, enabling targeted functionalization at both the 5- and 8-positions via palladium-catalyzed cross-coupling reactions. Its dual halogenation pattern supports sequential derivatization, facilitating the construction of complex quinoline-based scaffolds with high regiocontrol. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

Route1
- In-stock
  
  823-57-4
- 107-02-8
- ~8%
- In-stock
  
  1154741-20-4
References
- BOEHRINGER INGELHEIM INTERNATIONAL GmbH Patent: WO2009/62285 A1, 2009 ; Location in patent: Page/Page column 91-92 ;
Route2
- In-stock
  
  823-57-4
- 107-02-8
- ~8%
- In-stock
  
  1154741-20-4
References
- BOEHRINGER INGELHEIM INTERNATIONAL GmbH; CARSON, Rebekah J.; FADER, Lee; KAWAI, Stephen; LANDRY, Serge Patent: WO2009/62288 A1, 2009 ; Location in patent: Page/Page column 98-99 ;

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.6507
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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8-Bromo-5-chloroquinoline

CAS No. 1154741-20-4

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