6-Bromo-3,4-dihydro-2H-isoquinolin-1-one

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

CAS No. 147497-32-3
Cat. No. CS-D0456
Purity≥97%
MDL No.MFCD04114858

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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-3,4-dihydro-2H-isoquinolin-1-one|CS-D0456

Structure of 147497-32-3

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General Information

CAS No. 147497-32-3
Cat. No. CS-D0456
Purity ≥97%
MDL No. MFCD04114858
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 6-bromo-3,4-dihydroisoquinolin-1(2H)-one
SMILES O=C1NCCC2=C1C=CC(Br)=C2

Description

6-Bromo-3,4-dihydro-2H-isoquinolin-1-one features a brominated isoquinoline core with a reducible carbonyl group, enabling direct functionalization at the C6 position. This scaffold integrates readily into synthetic routes for bioactive molecules, offering enhanced metabolic stability and favorable electronic properties for pharmaceutical development.

Application

6-Bromo-3,4-dihydro-2H-isoquinolin-1-one serves as a versatile scaffold for medicinal chemistry and cross-coupling applications. The bromo substituent enables palladium-catalyzed transformations, while the lactam functionality offers polarity and hydrogen-bonding capacity. Bench-stable and readily purified, it functions effectively in Suzuki-Miyaura, Stille, and Buchwald-Hartwig reactions, facilitating the construction of complex heterocyclic architectures common in drug discovery.

Synthesis

Route1
- In-stock
  
  34598-49-7
- ~59%
- In-stock
  
  147497-32-3
References
- Roche Palo Alto LLC Patent: US2010/4231 A1, 2010 ; Location in patent: Page/Page column 67-68 ; US 20100004231 A1
Route2
- In-stock
  
  34598-49-7
- ~58%
- In-stock
  
  147497-32-3
- In-stock
  
  3279-90-1
References
- GLAXOSMITHKLINE LLC; QIN, Donghui; CHEUNG, Mui; JOSHI, Hemant; TANGIRALA, Raghuram; BETHI, Sridhar, Reddy Patent: WO2012/162129 A1, 2012 ; Location in patent: Page/Page column 35 ; WO 2012/162129 A1
Route3
- 1279816-33-9
- ~29%
- In-stock
  
  147497-32-3
References
- Spicer, Julie A.; Lena, Gersande; Lyons, Dani M.; Huttunen, Kristiina M.; Miller, Christian K.; O'Connor, Patrick D.; Bull, Matthew; Helsby, Nuala; Jamieson, Stephen M. F.; Denny, William A.; Ciccone, Annette; Browne, Kylie A.; Lopez, Jamie A.; Rudd-Schmidt, Jesse; Voskoboinik, Ilia; Trapani, Joseph A. Journal of Medicinal Chemistry, 2013 , vol. 56, # 23 p. 9542 - 9555

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 29.1
LogP 1.735
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

6-Bromo-3,4-dihydro-2H-isoquinolin-1-one sigma6-Bromo-3,4-dihydro-2H-isoquinolin-1-one manufacturer6-Bromo-3,4-dihydro-2H-isoquinolin-1-one price6-Bromo-3,4-dihydro-2H-isoquinolin-1-one structure6-Bromo-3,4-dihydro-2H-isoquinolin-1-one SDSbuy 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one6-Bromo-3,4-dihydro-2H-isoquinolin-1-one supplier6-Bromo-3,4-dihydro-2H-isoquinolin-1-one uses6-Bromo-3,4-dihydro-2H-isoquinolin-1-one molecular weightprice of 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one6-Bromo-3,4-dihydro-2H-isoquinolin-1-one chemical name formula of 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one

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6-Bromo-3,4-dihydro-2H-isoquinolin-1-one

CAS No. 147497-32-3

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