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3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile

  • CAS No. 1356066-65-3

  • Cat. No. CS-W006337
  • Purity≥97%
  • MDL No.MFCD16995198

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

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile|CS-W006337

Structure of 1356066-65-3

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General Information

  • CAS No. 1356066-65-3
  • Cat. No. CS-W006337
  • Purity ≥97%
  • MDL No. MFCD16995198
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄BFN₂O₂
  • Molecular Weight 248.06
  • Synonym(s) 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile
  • SMILES N#CC1=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1F

Description

This boronate-functionalized picolinonitrile features a sterically protected tetramethyl-1,3,2-dioxaborolane group that enables stable coupling under standard conditions. The electron-deficient pyridine ring pairs with the nitrile moiety to facilitate selective cross-coupling in late-stage functionalization.

Application

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The picolinonitrile core provides a rigid, electron-deficient heterocyclic scaffold with orthogonal functionality, enabling efficient late-stage diversification in medicinal chemistry and materials synthesis. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid access to functionalized nitrile-containing heterocycles with high reproducibility and ease of purification.

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 : 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

Quality Control

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Computational Chemistry Data

  • TPSA   55.14
  • LogP   1.39158
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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