Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

Name: Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate
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CAS No. 1394003-65-6
Cat. No. CS-0080362
Molecule weight225.63
Purity≥96%
MDL No.MFCD22543887

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Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate|CS-0080362

Structure of 1394003-65-6

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General Information

CAS No. 1394003-65-6
Cat. No. CS-0080362
Purity ≥96%
MDL No. MFCD22543887
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClN₃O₂
Molecular Weight 225.63
Synonym(s) None
SMILES ClC1=NN2C(N=CC=C2)=C1C(OCC)=O

Description

Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-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 reagent facilitates efficient C–H functionalization and cyclization cascades in medicinal chemistry.

Application

Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate serves as a versatile building block for constructing pyrazolopyrimidine scaffolds prevalent in medicinal chemistry. The chloro group at C2 enables facile nucleophilic substitution, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of heterocyclic intermediates for drug discovery and agrochemical development.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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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

Key Words

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Ethyl 2-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

CAS No. 1394003-65-6

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