5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine

Name: 5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine
Brand: ChemScene
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CAS No. 1363380-51-1
Cat. No. CS-M3730
Purity≥97%
MDL No.MFCD22415211

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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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5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine|CS-M3730

Structure of 1363380-51-1

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General Information

CAS No. 1363380-51-1
Cat. No. CS-M3730
Purity ≥97%
MDL No. MFCD22415211
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₄O₂
Molecular Weight 198.57
Synonym(s) Larotrectinib Impurity 1（Larotrectinib CNPP Impurity）
SMILES ClC1=NC2=C([N+]([O-])=O)C=NN2C=C1

Description

5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine features a fused heterocyclic core with strategically positioned electron-deficient substituents. This combination imparts enhanced reactivity in cross-coupling and nucleophilic substitution processes. The chloro group enables direct functionalization, while the nitro moiety serves as a handle for reduction or displacement. Bench-stable under standard conditions, this scaffold integrates readily into complex molecular architectures.

Application

5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its chloro and nitro substituents enable selective functionalization via palladium-catalyzed cross-coupling and reduction protocols, respectively. The scaffold exhibits good bench stability and facilitates access to diverse pyrazolopyrimidine derivatives with established utility in kinase inhibitor development and small-molecule library construction.

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

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Computational Chemistry Data

TPSA 73.33
LogP 1.2909
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine

CAS No. 1363380-51-1

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