4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

CAS No. 1016241-80-7
Cat. No. CS-0018822
Purity≥97%
MDL No.MFCD11518907

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid|CS-0018822

Structure of 1016241-80-7

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Description

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid features a fused heterocyclic core with a chlorine substituent at the 4-position and a carboxylic acid group at the 6-position. This combination enables direct incorporation into bioactive molecules, particularly in kinase inhibitor scaffolds and nucleoside analogues, where the electron-deficient pyrimidine ring enhances binding affinity. The compound exhibits stability under standard bench conditions and facilitates efficient derivatization via amide or ester formation.

Application

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid serves as a versatile building block for purine-derived scaffolds in medicinal chemistry. Its ortho-chloro and carboxylic acid functionalities enable selective functionalization via palladium-catalyzed cross-coupling and amide formation. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of kinase inhibitors and nucleoside analogs.

General Information

CAS No. 1016241-80-7
Cat. No. CS-0018822
Purity ≥97%
MDL No. MFCD11518907
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O₂
Molecular Weight 197.58
Synonym(s) 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylicacid
SMILES O=C(C1=CC2=C(Cl)N=CN=C2N1)O

Computational Chemistry Data

TPSA 78.87
LogP 1.3095
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

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 Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

CAS No. 1016241-80-7

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