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

  • CAS No. 1628116-87-9

  • Cat. No. CS-0102733
  • Purity≥95%
  • MDL No.MFCD29111842

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

2-(Difluoromethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0102733

Structure of 1628116-87-9

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General Information

  • CAS No. 1628116-87-9
  • Cat. No. CS-0102733
  • Purity ≥95%
  • MDL No. MFCD29111842
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BF₂NO₃
  • Molecular Weight 271.07
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CC(OC(F)F)=NC=C2)O1

Description

This boronate ester features a difluoromethoxy group at the 2-position and a tetramethyl-1,3,2-dioxaborolane handle at the 4-position of the pyridine ring. It enables efficient Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering fluorinated heteroaryl products with high functional group tolerance.

Application

2-(Difluoromethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the pinacol boronate moiety ensures excellent bench stability and compatibility with a broad range of reaction conditions. This compound facilitates efficient construction of complex pyridine-containing scaffolds 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 : 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   40.58
  • LogP   1.9822
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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