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CS-W001157 4
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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

  • CAS No. 1503461-20-8

  • Cat. No. CS-0055227
  • Purity≥98%
  • MDL No.MFCD20259410

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

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid|CS-0055227

Structure of 1503461-20-8

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General Information

  • CAS No. 1503461-20-8
  • Cat. No. CS-0055227
  • Purity ≥98%
  • MDL No. MFCD20259410
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClN₃O₂
  • Molecular Weight 197.58
  • Synonym(s) None
  • SMILES O=C(C1=CC2=CN=C(Cl)N=C2N1)O

Description

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid features a fused heterocyclic core with orthogonal functional handles: a chloro group at C2 and a carboxylic acid at C6. This arrangement enables direct incorporation into bioactive scaffolds via amide coupling or nucleophilic substitution. The electron-deficient pyrimidine ring enhances reactivity in cross-coupling processes, while the bench-stable carboxylate supports modular derivatization under standard conditions.

Application

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid serves as a versatile building block for purine-derived scaffolds in medicinal chemistry. Its carboxylic acid functionality enables direct amidation or esterification, while the chloro substituent facilitates palladium-catalyzed coupling reactions. The molecule exhibits good bench stability and functional group tolerance, supporting efficient synthesis of heterocyclic intermediates relevant to kinase inhibitors and nucleoside analogs.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   78.87
  • LogP   1.3095
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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