2,4-Dichloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

Name: 2,4-Dichloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one
Brand: ChemScene
Availability: InStock
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CAS No. 1520452-96-3
Cat. No. CS-0052166
Purity≥98%
MDL No.MFCD27987437

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2,4-Dichloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one|CS-0052166

Structure of 1520452-96-3

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Description

2,4-Dichloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one is a heterocyclic scaffold featuring dual chlorine substituents at electron-rich positions, enabling selective reactivity in nucleophilic substitution. This bench-stable core integrates readily into kinase inhibitor scaffolds and serves as a key intermediate in the synthesis of bioactive purine analogs.

Application

2,4-Dichloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one serves as a versatile building block for purine-like heterocycles, enabling efficient access to substituted pyrrolopyrimidines via nucleophilic displacement. The dichloro substitution pattern facilitates sequential functionalization under mild conditions, while the lactam functionality offers predictable reactivity in coupling and cyclization reactions. Its bench-stable solid form supports straightforward handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

General Information

CAS No. 1520452-96-3
Cat. No. CS-0052166
Purity ≥98%
MDL No. MFCD27987437
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₂N₃O
Molecular Weight 204.01
Synonym(s) 2,4-dichloro-5h,6h,7h-pyrrolo[2,3-d]pyrimidin-6-one
SMILES ClC1=NC(Cl)=C2CC(=O)NC2=N1

Computational Chemistry Data

TPSA 54.88
LogP 1.278
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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2,4-Dichloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

CAS No. 1520452-96-3

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