4-Bromo-1-cyclopropylpyridin-2(1H)-one

Name: 4-Bromo-1-cyclopropylpyridin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 1193334-86-9
Cat. No. CS-0054503
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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4-Bromo-1-cyclopropylpyridin-2(1H)-one|CS-0054503

Structure of 1193334-86-9

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General Information

CAS No. 1193334-86-9
Cat. No. CS-0054503
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO
Molecular Weight 214.06
Synonym(s) 4-Bromo-1-cyclopropylpyridin-2-one
SMILES O=C1C=C(Br)C=CN1C2CC2

Description

4-Bromo-1-cyclopropylpyridin-2(1H)-one features a brominated pyridinone core paired with a cyclopropyl substituent, delivering enhanced metabolic stability and tunable electronic properties. This scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds, offering improved solubility and compatibility with transition-metal-catalyzed coupling reactions under standard conditions.

Application

4-Bromo-1-cyclopropylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The cyclopropyl group enhances metabolic stability and modulates electronic properties, while the pyridin-2-one core provides a hydrogen-bonding scaffold for target engagement. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of bioactive heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  36953-37-4
- In-stock
  
  411235-57-9
- ~36%
- In-stock
  
  1193334-86-9
References
- Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH Patent: US2010/331320 A1, 2010 ; Location in patent: Page/Page column 89 ;

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 22
LogP 1.9457
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-1-cyclopropylpyridin-2(1H)-one

CAS No. 1193334-86-9

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