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CS-W001157 4
Total: USD 88.00

(4-(Morpholine-4-carbonyl)phenyl)boronicacid

  • CAS No. 389621-84-5

  • Cat. No. CS-0170920
  • Purity≥98%
  • MDL No.None

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

(4-(Morpholine-4-carbonyl)phenyl)boronicacid|CS-0170920

Structure of 389621-84-5

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General Information

  • CAS No. 389621-84-5
  • Cat. No. CS-0170920
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄BNO₄
  • Molecular Weight 235.04
  • Synonym(s) 4-(Morpholine-4-carbonyl)phenylboronic acid
  • SMILES C1=C(C=CC(=C1)B(O)O)C(=O)N2CCOCC2

Description

This boronate moiety integrates a morpholine carbonyl group at the para position, enhancing solubility and stability under standard conditions. The electron-deficient arylboronic acid enables efficient Suzuki-Miyaura coupling, delivering functionalized biaryl scaffolds with high fidelity in synthetic workflows.

Application

(4-(Morpholine-4-carbonyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecular frameworks. The morpholine carbonyl moiety enhances solubility and provides a handle for further derivatization, making this boronic acid a practical reagent for medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • 4-[(4-Iodophenyl)carbonyl]morpholine|CS-0210348
      79271-22-0
    • ~%
    • In-stock
      (4-(Morpholine-4-carbonyl)phenyl)boronicacid|CS-0170920
      389621-84-5

    References

    • BRISTOL-MYERS SQUIBB COMPANY; PURANDARE, Ashok, Vinayak; BATT, Douglas, G.; LIU, Qingjie; JOHNSON, Walter, L.; MASTALERZ, Harold; ZHANG, Guifen; ZIMMERMANN, Kurt Patent: WO2010/80474 A1, 2010 ; Location in patent: Page/Page column 172 ; WO 2010/080474 A1
  • Route2
    • (4-Chlorophenyl)(morpholino)methanone|CS-0521412
      19202-04-1
    • ~%
    • In-stock
      (4-(Morpholine-4-carbonyl)phenyl)boronicacid|CS-0170920
      389621-84-5

    References

    • Molander, Gary A.; Cavalcanti, Livia N.; Garcia-Garcia, Carolina Journal of Organic Chemistry, 2013 , vol. 78, # 13 p. 6427 - 6439

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   70
  • LogP   -1.1612
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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