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

  • CAS No. 1073354-41-2

  • Cat. No. CS-0175531
  • Purity≥98%
  • MDL No.None

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

2-(Pyrrolidin-1-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0175531

Structure of 1073354-41-2

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General Information

  • CAS No. 1073354-41-2
  • Cat. No. CS-0175531
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃BN₂O₂
  • Molecular Weight 274.17
  • Synonym(s) 2-(1-Pyrrolidinyl)Pyridine-3-Boronic Acid Pinacol Ester
  • SMILES CC1(C(C)(OB(O1)C2=C(N3CCCC3)N=CC=C2)C)C

Description

This pyridine-based boronate ester integrates a pyrrolidinyl group for enhanced solubility and reactivity, enabling efficient cross-coupling under mild conditions. The tetramethyl-dioxaborolane moiety provides stability and compatibility with standard Suzuki-Miyaura protocols.

Application

2-(Pyrrolidin-1-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its pyrrolidine moiety enhances solubility and stability, while the pinacol boronate group enables efficient coupling with aryl, heteroaryl, and vinyl halides under standard conditions. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in the construction of complex heterocyclic scaffolds and biaryl architectures common in medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   34.59
  • LogP   1.981
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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