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

  • CAS No. 1211443-58-1

  • Cat. No. CS-B1522
  • Purity≥98%
  • MDL No.MFCD29041989

*For research and further manufacturing use only, not for direct human use.

2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid|CS-B1522

Structure of 1211443-58-1

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General Information

  • CAS No. 1211443-58-1
  • Cat. No. CS-B1522
  • Purity ≥98%
  • MDL No. MFCD29041989
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂ClN₃O₂
  • Molecular Weight 265.70
  • Synonym(s) Ribociclib Intermediate 1
  • SMILES ClC1=NC=C2C(N(C3CCCC3)C(C(O)=O)=C2)=N1

Description

This pyrrolopyrimidine derivative features a cyclopentyl group at the 7-position and a chloro substituent at the 2-position, enhancing its lipophilicity and metabolic stability. The carboxylic acid at the 6-position enables direct conjugation or salt formation, facilitating solubility and downstream derivatization in medicinal chemistry campaigns.

Application

2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid serves as a versatile building block for purine-derived heterocycles, enabling efficient access to biologically relevant scaffolds. Its functionalized pyrrolopyrimidine core facilitates late-stage diversification via nucleophilic substitution and coupling reactions. The cyclopentyl group enhances metabolic stability, while the carboxylic acid provides a handle for amide formation and derivatization. Bench-stable and compatible with standard purification methods, it functions effectively in medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

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   68.01
  • LogP   2.898
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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