2-Chloro-5-nitropyrimidin-4-amine

Name: 2-Chloro-5-nitropyrimidin-4-amine
Brand: ChemScene
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CAS No. 1920-66-7
Cat. No. CS-W017486
Purity≥96%
MDL No.MFCD00127771

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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-Chloro-5-nitropyrimidin-4-amine|CS-W017486

Structure of 1920-66-7

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General Information

CAS No. 1920-66-7
Cat. No. CS-W017486
Purity ≥96%
MDL No. MFCD00127771
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃ClN₄O₂
Molecular Weight None
Synonym(s) 4-Pyrimidinamine, 2-chloro-5-nitro-
SMILES NC1=NC(Cl)=NC=C1[N+]([O-])=O

Description

2-Chloro-5-nitropyrimidin-4-amine features a dual-functional pyrimidine core bearing a chlorine at C2 and a nitro group at C5, enabling selective coupling reactions. The amine handle at C4 facilitates conjugation in synthetic pathways. This electron-deficient scaffold supports efficient derivatization under mild conditions, offering high stability and compatibility with diverse reaction environments.

Application

2-Chloro-5-nitropyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group facilitates nucleophilic substitution reactions, while the nitro and amine functionalities provide orthogonal handles for downstream functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for modular synthesis of heterocyclic compounds and API intermediates.

Synthesis

Route1
- In-stock
  
  49845-33-2
- ~90%
- In-stock
  
  1920-66-7
References
- Yang, Jiao; Wang, Li-Jiao; Liu, Jing-Jing; Zhong, Lei; Zheng, Ren-Lin; Xu, Yong; Ji, Pan; Zhang, Chun-Hui; Wang, Wen-Jing; Lin, Xing-Dong; Li, Lin-Li; Wei, Yu-Quan; Yang, Sheng-Yong Journal of Medicinal Chemistry, 2012 , vol. 55, # 23 p. 10685 - 10699
Route2
- 7664-41-7
- In-stock
  
  49845-33-2
- ~%
- In-stock
  
  1920-66-7
References
- Chemische Berichte, , vol. 39, p. 252

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS08
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H334-H335
Precautionary Statements : P261-P264-P270-P271-P280-P284-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 94.94
LogP 0.6204
H_Acceptors 5
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 Pyrimidine compounds

Key Words

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2-Chloro-5-nitropyrimidin-4-amine

CAS No. 1920-66-7

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