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CS-W001157 4
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2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 893567-09-4

  • Cat. No. CS-W006999
  • Purity≥98%
  • MDL No.MFCD09952039

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

2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W006999

Structure of 893567-09-4

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General Information

  • CAS No. 893567-09-4
  • Cat. No. CS-W006999
  • Purity ≥98%
  • MDL No. MFCD09952039
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BNO₂
  • Molecular Weight 245.13
  • Synonym(s) 6-Cyclopropylpyridine-3-boronicacidpinacolester
  • SMILES CC1(C)OB(OC1(C)C)C1=CN=C(C=C1)C1CC1

Description

This boronate-functionalized pyridine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering stable biaryl architectures with high chemoselectivity. The cyclopropyl substituent enhances metabolic stability and modulates electronic properties, while the tetramethyl-dioxaborolane moiety ensures excellent shelf life and moisture tolerance.

Application

2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits excellent stability, tolerates a range of functional groups, and facilitates straightforward purification. Its pyridine scaffold provides a rigid, electron-deficient core useful in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: WO2006/65215 A1, 2006 ; Location in patent: Page/Page column 29 ; WO 2006/065215 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   31.35
  • LogP   2.2582
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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