2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Name: 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Brand: ChemScene
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CAS No. 1060816-60-5
Cat. No. CS-0056426
Purity≥98%
MDL No.None

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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile|CS-0056426

Structure of 1060816-60-5

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General Information

CAS No. 1060816-60-5
Cat. No. CS-0056426
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₄
Molecular Weight 178.58
Synonym(s) None
SMILES N#CC1=CNC2=NC(Cl)=NC=C21

Description

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile is a heterocyclic building block featuring a chlorinated pyrrolopyrimidine core with a nitrile group at the C5 position. This electron-deficient scaffold integrates readily into medicinal chemistry campaigns, enabling direct functionalization for kinase inhibitors and antiviral agents. The molecule exhibits bench-stable handling and compatibility with standard coupling protocols under mild conditions.

Application

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile serves as a versatile building block for purine-derived scaffolds, enabling efficient construction of heterocyclic systems via nucleophilic substitution and palladium-catalyzed coupling reactions. Its orthogonal reactivity—combining a reactive chloride with a stable nitrile group—facilitates selective functionalization in medicinal chemistry campaigns. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis and API intermediate development.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 65.36
LogP 1.48298
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

CAS No. 1060816-60-5

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