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

  • CAS No. 458532-86-0

  • Cat. No. CS-W008037
  • Purity≥97%
  • MDL No.MFCD06798253

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

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W008037

Structure of 458532-86-0

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General Information

  • CAS No. 458532-86-0
  • Cat. No. CS-W008037
  • Purity ≥97%
  • MDL No. MFCD06798253
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BFNO₂
  • Molecular Weight 223.06
  • Synonym(s) 2-Fluoropyridine-4-Boronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC(F)=NC=C2)O1

Description

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine delivers a boronate handle at the pyridine 4-position, enabling palladium-catalyzed cross-coupling under standard conditions. The fluorine substituent enhances electronic modulation and metabolic stability. This bench-stable reagent integrates efficiently into complex molecular architectures with minimal side reactivity.

Application

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate ester building block for palladium-catalyzed cross-coupling reactions. Its fluoropyridine core enables selective functionalization in medicinal chemistry and materials science. The tetramethyl-substituted dioxaborolane moiety ensures excellent bench stability, mild reaction conditions, and high tolerance to diverse functional groups, facilitating efficient synthesis of biaryl scaffolds and complex heterocycles.

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-H319
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.5199
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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