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

  • CAS No. 1150561-61-7

  • Cat. No. CS-0082269
  • Purity≥98%
  • MDL No.MFCD12026094

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

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine|CS-0082269

Structure of 1150561-61-7

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General Information

  • CAS No. 1150561-61-7
  • Cat. No. CS-0082269
  • Purity ≥98%
  • MDL No. MFCD12026094
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BF₃NO₃
  • Molecular Weight 303.09
  • Synonym(s) 2-Methoxy-3-(trifluoromethyl)pyridine-5-boronic Acid Pinacol Ester
  • SMILES FC(F)(F)C1=CC(B2OC(C)(C)C(C)(C)O2)=CN=C1OC

Description

This boronate ester features a trifluoromethylpyridine core paired with a tetramethyl-substituted dioxaborolane group, enabling efficient cross-coupling under mild conditions. The methoxy substituent enhances solubility and electronic modulation, while the sterically protected boron moiety ensures stability during storage and handling.

Application

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under standard reaction conditions. The boronate ester group exhibits high stability and functional group tolerance, facilitating reliable cross-coupling with aryl and heteroaryl halides. Its trifluoromethyl and methoxy substituents provide orthogonal reactivity and enhanced solubility, making it well-suited for constructing complex pharmaceutical scaffolds and functionalized heterocycles in medicinal chemistry workflows.

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.58
  • LogP   2.4082
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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