Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate

CAS No. 61098-37-1
Cat. No. CS-0080445
Molecule weight225.63
Purity≥96%
MDL No.MFCD13151991

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Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate|CS-0080445

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General Information

CAS No. 61098-37-1
Cat. No. CS-0080445
Purity ≥96%
MDL No. MFCD13151991
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClN₃O₂
Molecular Weight 225.63
Synonym(s) Pyrazolo[1,5-a]pyrimidine-5-carboxylic acid, 7-chloro-, ethyl ester
SMILES ClC1=CC(C(OCC)=O)=NC2=CC=NN12

Description

Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate features a chlorinated pyrazolo[1,5-a]pyrimidine core with an ethyl ester handle, enabling direct incorporation into heterocyclic scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient access to bioactive compounds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions.

Application

Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate serves as a versatile building block for the synthesis of substituted pyrazolo[1,5-a]pyrimidines. The chloro group at the 7-position enables facile nucleophilic substitution, while the ester functionality supports further derivatization via hydrolysis or reduction. This compound exhibits excellent bench stability and functional group tolerance, facilitating its use in standard coupling reactions and heterocycle elaboration workflows common in medicinal chemistry and agrochemical research.

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-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 56.49
LogP 1.5594
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate

CAS No. 61098-37-1

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