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CS-W001157 4
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4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine

  • CAS No. 485799-04-0

  • Cat. No. CS-W003923
  • Purity≥97%
  • MDL No.MFCD04039874

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

4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine|CS-W003923

Structure of 485799-04-0

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General Information

  • CAS No. 485799-04-0
  • Cat. No. CS-W003923
  • Purity ≥97%
  • MDL No. MFCD04039874
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃BN₂O₃
  • Molecular Weight 290.17
  • Synonym(s) morpholine, 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]-
  • SMILES CC1(C)OB(OC1(C)C)c1ccc(nc1)N1CCOCC1

Description

This morpholine-substituted pyridyl boronate integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering functionalized heterocycles with high efficiency. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and moisture tolerance, enabling reliable handling in synthetic workflows.

Application

4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The morpholine moiety provides solubility and metabolic stability, while the pinacol boronate group enables robust, high-yielding coupling under mild conditions. This compound exhibits excellent bench stability, tolerates diverse functional groups, and facilitates efficient assembly of biaryl scaffolds in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • WO2008/88881 A1, ; Page/Page column 41-42 ; WO 2008/088881 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

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Computational Chemistry Data

  • TPSA   43.82
  • LogP   1.2174
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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