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N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide

  • CAS No. 1083326-75-3

  • Cat. No. CS-0061094
  • Purity≥97%
  • MDL No.None

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

N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide|CS-0061094

Structure of 1083326-75-3

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General Information

  • CAS No. 1083326-75-3
  • Cat. No. CS-0061094
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁BN₂O₅S
  • Molecular Weight 328.19
  • Synonym(s) N-[2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-PYRIDINYL]-METHANESULFONAMIDE
  • SMILES CC1(C)C(C)(C)OB(C2=CC(=C(N=C2)OC)NS(=O)(=O)C)O1

Description

N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide features a boronate ester group enabling reliable Suzuki-Miyaura cross-coupling under mild conditions. The methanesulfonamide moiety enhances solubility and stability, while the 2-methoxy-pyridine scaffold provides favorable electronic properties for transition-metal catalysis. This reagent integrates efficiently into complex molecule synthesis workflows.

Application

N-[2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides under mild conditions. The methoxy and sulfonamide functionalities provide enhanced solubility, stability, and orthogonal reactivity, facilitating purification and downstream functionalization in medicinal chemistry and API synthesis.

Safety Information

Download SDS
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

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Computational Chemistry Data

  • TPSA   86.75
  • LogP   0.7609
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   4

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