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2-Cyclopropoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 1418132-45-2

  • Cat. No. CS-0616789
  • Purity≥95%
  • MDL No.None

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

2-Cyclopropoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0616789

Structure of 1418132-45-2

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General Information

  • CAS No. 1418132-45-2
  • Cat. No. CS-0616789
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BNO₃
  • Molecular Weight 261.12
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CN=C2OC3CC3)O1

Description

2-Cyclopropoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine delivers a sterically protected boronate group conjugated to a pyridyl scaffold, enabling efficient cross-coupling under mild conditions. The cyclopropoxy substituent enhances solubility and stability, while the tetramethyl-substituted dioxaborolane resists protodeboronation. This reagent streamlines late-stage functionalization in medicinal chemistry workflows.

Application

2-Cyclopropoxy-3-(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, facilitates easy purification, and tolerates a range of functional groups. Its pyridine scaffold provides a valuable building block for heterocyclic synthesis, particularly in medicinal chemistry and materials science applications.

Safety Information

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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   40.58
  • LogP   1.922
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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