ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate

Name: ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate
Brand: ChemScene
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CAS No. 1260169-02-5
Cat. No. CS-W000476
Purity≥97%
MDL No.MFCD14706232

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ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate|CS-W000476

Structure of 1260169-02-5

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General Information

CAS No. 1260169-02-5
Cat. No. CS-W000476
Purity ≥97%
MDL No. MFCD14706232
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₄O₂
Molecular Weight 206.20
Synonym(s) Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 2-amino-, ethyl ester
SMILES CCOC(=O)c1c(N)nn2cccnc12

Description

Ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate features a fused heterocyclic core with a strategically positioned amino group enhancing nucleophilicity and enabling downstream derivatization. This bench-stable intermediate integrates readily into synthetic routes for kinase inhibitors and bioactive pyrazolopyrimidine scaffolds, offering high solubility in common organic solvents and compatibility with standard coupling conditions.

Application

Ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its pyrazolo[1,5-a]pyrimidine core provides a rigid, electron-deficient scaffold ideal for coupling reactions and derivatization at the amino and ester functionalities. The compound exhibits bench stability, facilitates straightforward purification, and functions effectively in standard cross-coupling, amidation, and cyclization protocols.

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 82.51
LogP 0.4882
H_Acceptors 6
H_Donors 1
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-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate

CAS No. 1260169-02-5

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