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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 1220696-34-3

  • Cat. No. CS-B1033
  • Purity≥96%
  • MDL No.MFCD16995982

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

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine|CS-B1033

Structure of 1220696-34-3

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General Information

  • CAS No. 1220696-34-3
  • Cat. No. CS-B1033
  • Purity ≥96%
  • MDL No. MFCD16995982
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BN₂O₂
  • Molecular Weight 258.12
  • Synonym(s) 1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
  • SMILES CN1C2=NC=C(B3OC(C)(C)C(C)(C)O3)C=C2C=C1

Description

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine features a boronate ester group enabling efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates readily into C–C bond formations, offering high functional group tolerance and compatibility with diverse reaction conditions.

Application

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The tetramethylboronate moiety enables stable, bench-friendly handling and broad functional group tolerance. It facilitates efficient C–C bond formation in the synthesis of complex heterocyclic scaffolds, particularly in medicinal chemistry applications requiring modular construction of pyrrolopyridine derivatives.

Synthesis

  • Route1
    • In-stock
      5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine|CS-B0499
      754214-56-7
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine|CS-B1033
      1220696-34-3

    References

    • NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic Patent: WO2010/139747 A1, 2010 ; Location in patent: Page/Page column 106 ; WO 2010/139747 A1

Safety Information

Download SDS
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   36.28
  • LogP   1.8725
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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