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5-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 145934-81-2

  • Cat. No. CS-0004111
  • Purity≥98%
  • MDL No.MFCD11040729

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

5-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine|CS-0004111

Structure of 145934-81-2

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General Information

  • CAS No. 145934-81-2
  • Cat. No. CS-0004111
  • Purity ≥98%
  • MDL No. MFCD11040729
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClN₂
  • Molecular Weight 166.61
  • Synonym(s) 5-Chloro-2-Methyl-7-azaindole
  • SMILES ClC1=CN=C2NC(C)=CC2=C1

Description

5-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic scaffold featuring a chlorine substituent at the 5-position and a methyl group at the 2-position, enhancing electronic modulation and steric profile. This electron-deficient core integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive small molecules. The fused pyrrole-pyridine system confers metabolic stability and favorable solubility under standard conditions.

Application

5-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to complex scaffolds via palladium-catalyzed cross-coupling reactions. Its chloro group facilitates C–C bond formation under standard Suzuki and Negishi conditions, while the methyl substituent enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance, making it well-suited for iterative synthesis of kinase inhibitors and other bioactive molecules.

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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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.52472
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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