3-Bromo-5-iodopyridin-2(1H)-one

Name: 3-Bromo-5-iodopyridin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 637348-81-3
Cat. No. CS-0132117
Purity≥95%
MDL No.MFCD11044276

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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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3-Bromo-5-iodopyridin-2(1H)-one|CS-0132117

Structure of 637348-81-3

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General Information

CAS No. 637348-81-3
Cat. No. CS-0132117
Purity ≥95%
MDL No. MFCD11044276
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrINO
Molecular Weight 299.89
Synonym(s) 3-Bromo-5-iodopyridin-2-ol
SMILES O=C1C(Br)=CC(I)=CN1

Description

3-Bromo-5-iodopyridin-2(1H)-one features a dual-halogenated pyridinone scaffold with bromine at the 3-position and iodine at the 5-position, enabling selective cross-coupling reactions. This electron-deficient heterocycle serves as a robust building block in medicinal chemistry and materials science, offering enhanced reactivity in palladium-catalyzed transformations under standard conditions.

Application

3-Bromo-5-iodopyridin-2(1H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions at both halogen sites. The molecule exhibits excellent bench stability and facilitates sequential functionalization due to orthogonal reactivity of bromo and iodo groups. Its compatibility with standard coupling protocols makes it valuable for constructing complex pyridinone scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  13466-43-8
- ~98%
- In-stock
  
  637348-81-3
References
- GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B. Patent: US2013/116246 A1, 2013 ; Location in patent: Paragraph 0467 ;
Route2
- In-stock
  
  13472-81-6
- ~%
- In-stock
  
  637348-81-3
References
- Meana, Angela; Rodriguez, Justo F.; Sanz-Tejedor, M. Ascension; Garcia-Ruano, Jose L. Synlett, 2003 , # 11 p. 1678 - 1682

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 32.86
LogP 1.742
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-5-iodopyridin-2(1H)-one

CAS No. 637348-81-3

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