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B-1H-Pyrrolo[2,3-b]pyridin-4-ylboronic acid

  • CAS No. 1246761-84-1

  • Cat. No. CS-0030591
  • Purity≥98%
  • MDL No.None

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

B-1H-Pyrrolo[2,3-b]pyridin-4-ylboronic acid|CS-0030591

Structure of 1246761-84-1

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General Information

  • CAS No. 1246761-84-1
  • Cat. No. CS-0030591
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BN₂O₂
  • Molecular Weight 161.95
  • Synonym(s) 1H-Pyrrolo[2,3-B]pyridin-4-ylboronic acid
  • SMILES OB(C1=C2C(NC=C2)=NC=C1)O

Description

B-1H-Pyrrolo[2,3-b]pyridin-4-ylboronic acid features a heteroaryl boronic acid moiety integrated into a fused pyrrolopyridine scaffold. This configuration imparts enhanced stability and reactivity in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The electron-deficient nature of the ring system promotes selective coupling with diverse aryl halides.

Application

B-1H-Pyrrolo[2,3-b]pyridin-4-ylboronic acid serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. Its boronic acid functionality enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, facilitating the synthesis of complex arylated derivatives with high regioselectivity. The compound exhibits good bench stability and compatibility with diverse functional groups, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

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   69.14
  • LogP   -0.7573
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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