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CS-W001157 4
Total: USD 88.00

(6-Isopropoxypyridin-3-yl)boronic acid

  • CAS No. 870521-30-5

  • Cat. No. CS-0042541
  • Purity≥98%
  • MDL No.MFCD07368870

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

(6-Isopropoxypyridin-3-yl)boronic acid|CS-0042541

Structure of 870521-30-5

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General Information

  • CAS No. 870521-30-5
  • Cat. No. CS-0042541
  • Purity ≥98%
  • MDL No. MFCD07368870
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂BNO₃
  • Molecular Weight 181.00
  • Synonym(s) 6-Isopropoxypyridin-3-Ylboronic Acid
  • SMILES CC(C)OC1=CC=C(C=N1)B(O)O

Description

This boronate moiety integrates a pyridine scaffold with an isopropoxy substituent, enhancing solubility and stability in polar solvents. The para-positioned boronic acid enables efficient Suzuki-Miyaura coupling under mild conditions, while the electron-deficient pyridine ring facilitates directed functionalization. Ideal for constructing bioactive heterocycles and advanced intermediates in medicinal chemistry workflows.

Application

(6-Isopropoxypyridin-3-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The isopropoxy group enhances solubility and stability compared to simpler alkoxy analogs, while the boronic acid functionality facilitates reliable coupling under standard Suzuki-Miyaura conditions. Its ortho-directed electronic profile supports predictable regioselectivity in complex molecule assembly.

Synthesis

  • Route1
    • In-stock
      5-Bromo-2-isopropoxypyridine|CS-0038218
      870521-31-6
    • null|null
      5419-55-6
    • ~%
    • In-stock
      (6-Isopropoxypyridin-3-yl)boronic acid|CS-0042541
      870521-30-5

    References

    • WO2005/116000 A1, ; Page/Page column 52-53 ; WO 2005/116000 A1
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 53, # 1 p. 77 - 105

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   62.58
  • LogP   -0.4514
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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