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2-Chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazole

  • CAS No. 1315281-29-8

  • Cat. No. CS-0061113
  • Molecule weight242.51
  • Purity≥97%
  • MDL No.None

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

2-Chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazole|CS-0061113

Structure of 1315281-29-8

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General Information

  • CAS No. 1315281-29-8
  • Cat. No. CS-0061113
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆BClN₂O₂
  • Molecular Weight 242.51
  • Synonym(s) 2-Chloro-1-MethyliMidazole-5-boronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=CN=C(Cl)N2C)O1

Description

This boronate-functionalized imidazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering stable heterocyclic scaffolds with enhanced reaction efficiency. The tetramethyl-substituted dioxaborolane moiety ensures excellent shelf stability and moisture tolerance, while the 2-chloro-1-methyl substitution pattern enables selective transformations in complex molecular architectures.

Application

2-Chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient palladium-catalyzed coupling with aryl and vinyl halides, while the 2-chloroimidazole core provides a stable, functionalized scaffold for medicinal chemistry applications. Bench-stable and readily purified by flash chromatography, it facilitates the construction of complex imidazole-based heterocycles in multi-step synthesis.

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

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Computational Chemistry Data

  • TPSA   36.28
  • LogP   1.3727
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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