3-Chloro-5-nitropyridin-4-amine

Name: 3-Chloro-5-nitropyridin-4-amine
Brand: ChemScene
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CAS No. 89284-28-6
Cat. No. CS-0051406
Molecule weight173.56
Purity≥96%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Chloro-5-nitropyridin-4-amine|CS-0051406

Structure of 89284-28-6

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General Information

CAS No. 89284-28-6
Cat. No. CS-0051406
Purity ≥96%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClN₃O₂
Molecular Weight 173.56
Synonym(s) 4-pyridinamine, 3-chloro-5-nitro-
SMILES NC1=C(Cl)C=NC=C1[N+]([O-])=O

Description

3-Chloro-5-nitropyridin-4-amine features a pyridine core bearing both chloro and nitro groups at meta positions relative to the amino functionality, enabling diverse downstream transformations. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key intermediate in medicinal chemistry campaigns requiring regioselective functionalization under mild conditions.

Application

3-Chloro-5-nitropyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling regioselective functionalization via palladium-catalyzed cross-coupling. The chloro group facilitates Suzuki, Stille, and Negishi reactions, while the nitro and amine functionalities provide orthogonal handles for sequential transformations. Its bench-stable solid form and compatibility with standard purification methods support efficient synthesis of complex heterocycles and API intermediates.

Synthesis

Route1
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  56809-84-8
- ~%
- In-stock
  
  89284-28-6
References
- WO2013/186332 A1, ; Page/Page column 51; 53 ;
Route2
- In-stock
  
  5435-54-1
- ~%
- In-stock
  
  89284-28-6
References
- WO2013/186332 A1, ;
Route3
- In-stock
  
  31872-64-7
- ~%
- In-stock
  
  89284-28-6
References
- WO2013/186332 A1, ;

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 82.05
LogP 1.2254
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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3-Chloro-5-nitropyridin-4-amine

CAS No. 89284-28-6

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