2-Amino-4-chloro-3-nitropyridine

Name: 2-Amino-4-chloro-3-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 6980-08-1
Cat. No. CS-W008722
Purity≥98%
MDL No.MFCD04116097

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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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2-Amino-4-chloro-3-nitropyridine|CS-W008722

Structure of 6980-08-1

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General Information

CAS No. 6980-08-1
Cat. No. CS-W008722
Purity ≥98%
MDL No. MFCD04116097
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClN₃O₂
Molecular Weight None
Synonym(s) 4-Chloro-3-nitro-pyridin-2-ylaMine
SMILES NC1=NC=CC(Cl)=C1[N+]([O-])=O

Description

2-Amino-4-chloro-3-nitropyridine features a fused heterocyclic core with complementary reactive handles: a nucleophilic amino group and an electrophilic chloro substituent flanked by a strong electron-withdrawing nitro group. This arrangement enables selective functionalization in late-stage diversification, particularly in pharmaceutical scaffold development and transition-metal-catalyzed coupling processes under mild conditions.

Application

2-Amino-4-chloro-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization at the amino and nitro positions. Its chlorine substituent facilitates palladium-catalyzed cross-coupling reactions, while the electron-deficient pyridine core supports controlled nucleophilic substitution. The compound exhibits bench stability and is amenable to purification via recrystallization, making it well-suited for use in medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  19798-80-2
- ~42%
- In-stock
  
  6980-08-1
References
- Chen, Danqi; Wang, Ying; Ma, Yuchi; Xiong, Bing; Ai, Jing; Chen, Yi; Geng, Meiyu; Shen, Jingkang ChemMedChem, 2012 , vol. 7, # 6 p. 1057 - 1070
Route2
- In-stock
  
  19798-80-2
- ~40%
- In-stock
  
  6980-08-1
- In-stock
  
  24484-96-6
References
- Tetrahedron Letters, , vol. 53, # 42 p. 5597 - 5601
Route3
- 202216-99-7
- ~%
- In-stock
  
  6980-08-1
References
- WO2007/7919 A2, ; Page/Page column 37-38 ; WO 2007/007919 A2

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

Key Words

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2-Amino-4-chloro-3-nitropyridine

CAS No. 6980-08-1

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