4-Chloro-5-nitropyridin-2(1H)-one

Name: 4-Chloro-5-nitropyridin-2(1H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 850663-54-6
Cat. No. CS-W001882
Purity≥98%
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-Chloro-5-nitropyridin-2(1H)-one|CS-W001882

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General Information

CAS No. 850663-54-6
Cat. No. CS-W001882
Purity ≥98%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O₃
Molecular Weight 174.54
Synonym(s) 2-Pyridinol, 4-chloro-5-nitro-
SMILES [O-][N+](=O)c1c[nH]c(=O)cc1Cl

Description

4-Chloro-5-nitropyridin-2(1H)-one features a fused pyridinone core with complementary electron-withdrawing chlorine and nitro substituents, enabling selective functionalization in late-stage diversification. This bench-stable scaffold integrates readily into heterocyclic architectures via nucleophilic substitution or cross-coupling protocols under standard conditions.

Application

4-Chloro-5-nitropyridin-2(1H)-one serves as a versatile building block in heterocyclic synthesis, enabling nucleophilic substitution at the C4 chloro position under mild conditions. The nitro group at C5 enhances electrophilicity and supports downstream transformations, including reduction to an amino derivative or participation in coupling reactions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and API development.

Synthesis

Route1
- In-stock
  
  13091-23-1
- ~99%
- In-stock
  
  850663-54-6
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2009/24821 A2, 2009 ; Location in patent: Page/Page column 156-157 ; WO 2009/024821 A2
Route2
- In-stock
  
  5435-54-1
- ~%
- In-stock
  
  850663-54-6
References
- Journal of Medicinal Chemistry, , vol. 50, # 1 p. 2 - 5

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 76
LogP 0.9365
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Chloro-5-nitropyridin-2(1H)-one

CAS No. 850663-54-6

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