3-Bromo-6-chloropyridin-2(1H)-one

Name: 3-Bromo-6-chloropyridin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 848423-85-8
Cat. No. CS-0156791
Purity≥97%
MDL No.MFCD22123755

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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-6-chloropyridin-2(1H)-one|CS-0156791

Structure of 848423-85-8

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General Information

CAS No. 848423-85-8
Cat. No. CS-0156791
Purity ≥97%
MDL No. MFCD22123755
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrClNO
Molecular Weight None
Synonym(s) 3-BroMo-6-chloropyridin-2-ol
SMILES C1=CC(=NC(=C1Br)O)Cl

Description

3-Bromo-6-chloropyridin-2(1H)-one features a dual halogenated pyridinone core with orthogonal reactivity, enabling selective functionalization in late-stage diversification. The electron-deficient ring facilitates nucleophilic substitution, while the carbonyl group provides anchoring for transition metal catalysis. This scaffold integrates readily into bioactive molecule architectures under standard conditions.

Application

3-Bromo-6-chloropyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi couplings, while the chloro substituent remains inert under standard conditions. Its stability under ambient storage and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  16879-02-0
- ~%
- In-stock
  
  848423-85-8
References
- Syrrx, Inc. Patent: US2005/65144 A1, 2005 ; Location in patent: Page/Page column 47-48 ;

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 33.12
LogP 2.2031
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-6-chloropyridin-2(1H)-one

CAS No. 848423-85-8

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