Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate

Name: Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate
Brand: ChemScene
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CAS No. 596794-91-1
Cat. No. CS-0151720
Purity≥98%
MDL No.MFCD02257738

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Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate|CS-0151720

Structure of 596794-91-1

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General Information

CAS No. 596794-91-1
Cat. No. CS-0151720
Purity ≥98%
MDL No. MFCD02257738
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClN₂O₂S
Molecular Weight 242.68
Synonym(s) None
SMILES CCOC(=O)C1=CC2=C(Cl)N=CN=C2S1

Description

Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate features a chlorinated thienopyrimidine core that enables direct functionalization in medicinal chemistry. This electron-deficient heterocycle integrates readily into kinase inhibitor scaffolds and serves as a key intermediate for bioactive purine analogs under standard conditions.

Application

Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate serves as a versatile building block for the synthesis of thienopyrimidine-based heterocycles. The chloro group at the 4-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports subsequent transformations into carboxylic acids or amides. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and other bioactive scaffolds.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 52.08
LogP 2.5214
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Ethyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate

CAS No. 596794-91-1

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