7-Bromo-3,4-dihydro-1H-quinolin-2-one

CAS No. 14548-51-7
Cat. No. CS-W003679
Purity≥95%
MDL No.MFCD09878790

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7-Bromo-3,4-dihydro-1H-quinolin-2-one|CS-W003679

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Description

7-Bromo-3,4-dihydro-1H-quinolin-2-one features a brominated quinolinone core with enhanced electrophilicity at the C2 position. This bench-stable scaffold integrates readily into synthetic sequences requiring halogenation or transition-metal-catalyzed coupling. The electron-deficient ring system supports efficient functionalization in medicinal chemistry and materials development.

Application

7-Bromo-3,4-dihydro-1H-quinolin-2-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at C2 via nucleophilic substitution or transition-metal-catalyzed coupling. Its bromine substituent facilitates cross-coupling reactions with broad functional group tolerance, while the lactam carbonyl supports hydrogen bonding and conformational rigidity. The compound exhibits excellent bench stability and is readily purified by flash chromatography, making it ideal for scalable synthesis of quinoline-based scaffolds in drug discovery programs.

General Information

CAS No. 14548-51-7
Cat. No. CS-W003679
Purity ≥95%
MDL No. MFCD09878790
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 7-Bromo-3,4-dihydroquinolin-2(1H)-one
SMILES Brc1cc2NC(=O)CCc2cc1

Computational Chemistry Data

TPSA 29.1
LogP 2.3338
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

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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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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7-Bromo-3,4-dihydro-1H-quinolin-2-one

CAS No. 14548-51-7

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