1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone

Name: 1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone
Brand: ChemScene
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CAS No. 1363381-59-2
Cat. No. CS-0054795
Purity≥98%
MDL No.None

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1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone|CS-0054795

Structure of 1363381-59-2

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General Information

CAS No. 1363381-59-2
Cat. No. CS-0054795
Purity ≥98%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClN₃O
Molecular Weight 195.61
Synonym(s) 5-Acetyl-4-chloro-7H-pyrrolo[2,3-D]pyrimidine
SMILES CC(C1=CNC2=NC=NC(Cl)=C21)=O

Description

1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone is a bench-stable heterocyclic ketone featuring a chlorinated pyrrolopyrimidine core. This compound integrates readily into medicinal chemistry campaigns, serving as a key intermediate for kinase inhibitors and nucleoside analogs. The acetyl group enables direct derivatization via nucleophilic addition or reductive amination.

Application

1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position of the pyrrolopyrimidine core. Its acetyl group facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions, while the chloro substituent supports palladium-mediated cross-couplings. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis of kinase inhibitors and other heterocyclic APIs.

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

Quality Control

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Computational Chemistry Data

TPSA 58.64
LogP 1.8139
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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1-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone

CAS No. 1363381-59-2

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