Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate

Name: Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 940284-55-9
Cat. No. CS-W003728
Purity≥98%
MDL No.MFCD10566564

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Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate|CS-W003728

Structure of 940284-55-9

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General Information

CAS No. 940284-55-9
Cat. No. CS-W003728
Purity ≥98%
MDL No. MFCD10566564
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇Cl₂N₃O₂
Molecular Weight 260.08
Synonym(s) 5-a]pyriMidine-3-carboxylate
SMILES O=C(C1=C2N=C(Cl)C=C(Cl)N2N=C1)OCC

Description

Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate features a rigid heterocyclic core bearing two chlorine substituents at electron-deficient positions, enabling efficient coupling in cross-coupling reactions. This bench-stable derivative integrates readily into complex molecular architectures under standard conditions, offering high functional group tolerance and predictable reactivity in medicinal chemistry and materials synthesis workflows.

Application

Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate serves as a versatile building block for the synthesis of substituted pyrazolo[1,5-a]pyrimidines, key scaffolds in medicinal chemistry. The molecule features two chlorine atoms at positions 5 and 7, enabling directed functionalization via nucleophilic substitution. Its ethyl ester group facilitates downstream transformations such as hydrolysis or coupling reactions. The compound exhibits good bench stability and is compatible with standard reaction conditions, making it well-suited for iterative synthetic workflows in API development and heterocyclic library generation.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 56.49
LogP 2.2128
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate

CAS No. 940284-55-9

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