6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one

Name: 6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1092523-03-9
Cat. No. CS-0057628
Purity≥97%
MDL No.None

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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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6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one|CS-0057628

Structure of 1092523-03-9

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General Information

CAS No. 1092523-03-9
Cat. No. CS-0057628
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BrNO
Molecular Weight 240.10
Synonym(s) 6-Bromo-3,4-dihydro-1-methylquinolin-2(1H)-one
SMILES O=C1N(C)C2=C(C=C(Br)C=C2)CC1

Description

6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one features a brominated tetrahydroquinoline core with a methyl group at nitrogen and a carbonyl at C2. This electron-deficient scaffold integrates readily into coupling reactions, offering high stability under standard conditions for medicinal chemistry applications.

Application

6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its bromine handle for palladium-catalyzed cross-coupling and the enamide functionality for further derivatization. The molecule exhibits bench stability, facilitates straightforward purification, and functions effectively in standard medicinal chemistry workflows involving Suzuki-Miyaura, Buchwald-Hartwig, or nucleophilic substitution reactions.

Synthesis

Route1
- In-stock
  
  3279-90-1
- 74-88-4
- ~78%
- In-stock
  
  1092523-03-9
References
- F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; FANTASIA, Serena Maria; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander, V.; MOHR, Peter; SCALONE, Michelangelo; TAN, Xuefei; ZHOU, Mingwei Patent: WO2013/41591 A1, 2013 ; Location in patent: Page/Page column 64 ;
Route2
- In-stock
  
  553-03-7
- ~%
- In-stock
  
  1092523-03-9
References
- Universitat des Saarlandes Patent: US2011/112067 A1, 2011 ; US 20110112067 A1

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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P405-P501

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Computational Chemistry Data

TPSA 20.31
LogP 2.3581
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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6-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one

CAS No. 1092523-03-9

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