5-Bromo-3,4-dihydro-2(1H)-quinolinone

Name: 5-Bromo-3,4-dihydro-2(1H)-quinolinone
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 880094-83-7
Cat. No. CS-W019900
Purity≥98%
MDL No.MFCD11036287

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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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5-Bromo-3,4-dihydro-2(1H)-quinolinone|CS-W019900

Structure of 880094-83-7

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General Information

CAS No. 880094-83-7
Cat. No. CS-W019900
Purity ≥98%
MDL No. MFCD11036287
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 5-Bromo-3,4-dihydroquinolin-2(1H)-one; 2(1H)-Quinolinone, 5-bromo-3,4-dihydro-
SMILES O=C1NC2=C(C(Br)=CC=C2)CC1

Description

5-Bromo-3,4-dihydro-2(1H)-quinolinone features a brominated quinolinone core with enhanced electrophilicity at the C5 position. This scaffold integrates readily into transition-metal-catalyzed couplings and serves as a key intermediate in medicinal chemistry. The compound exhibits excellent stability under standard conditions and facilitates efficient derivatization for drug discovery applications.

Application

5-Bromo-3,4-dihydro-2(1H)-quinolinone serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the saturated quinolinone core offers favorable solubility and stability under standard reaction conditions. Its well-defined regiochemistry facilitates predictable transformations, making it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  15115-60-3
- ~%
- In-stock
  
  880094-83-7
References
- WO2008/130524 A1, ; Page/Page column 53 ; WO 2008/130524 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
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 29.1
LogP 2.3338
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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5-Bromo-3,4-dihydro-2(1H)-quinolinone

CAS No. 880094-83-7

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