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

Name: 4-Bromo-1-methylpyridin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 214342-63-9
Cat. No. CS-W018925
Purity≥96%
MDL No.MFCD11226870

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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-methylpyridin-2(1H)-one|CS-W018925

Structure of 214342-63-9

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General Information

CAS No. 214342-63-9
Cat. No. CS-W018925
Purity ≥96%
MDL No. MFCD11226870
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO
Molecular Weight 188.02
Synonym(s) 2(1H)-pyridinone, 4-bromo-1-methyl-
SMILES BrC1=CC(N(C=C1)C)=O

Description

4-Bromo-1-methylpyridin-2(1H)-one features a bromine substituent at the C4 position and a methyl group at nitrogen, creating a rigid, electron-deficient heterocyclic scaffold. This configuration enables direct functionalization in cross-coupling reactions, particularly under palladium catalysis, while maintaining stability under standard handling conditions. The molecule serves as a key building block for bioactive heterocycles in medicinal chemistry and materials science applications.

Application

4-Bromo-1-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo group and electron-deficient pyridine core. The 1-methyl substituent enhances solubility and modulates reactivity, while the lactam functionality provides a handle for further functionalization. Its bench stability and compatibility with standard synthetic protocols make it ideal for constructing heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  84249-14-9
- 74-88-4
- ~55%
- In-stock
  
  214342-63-9
References
- Li, Junfeng; Zhang, Xiang; Zhang, Zhanbin; Padakanti, Prashanth K.; Jin, Hongjun; Cui, Jinquan; Li, Aixiao; Zeng, Dexing; Rath, Nigam P.; Flores, Hubert; Perlmutter, Joel S.; Parsons, Stanley M.; Tu, Zhude Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6216 - 6233
Route2
- In-stock
  
  36953-37-4
- 74-88-4
- ~%
- In-stock
  
  214342-63-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 23 p. 7076 - 7080

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 22
LogP 1.1478
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 214342-63-9

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