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4-Fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

  • CAS No. 1231930-37-2

  • Cat. No. CS-M2090
  • Purity≥97%
  • MDL No.MFCD25977327

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

4-Fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole|CS-M2090

Structure of 1231930-37-2

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General Information

  • CAS No. 1231930-37-2
  • Cat. No. CS-M2090
  • Purity ≥97%
  • MDL No. MFCD25977327
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₄BFN₂O₂
  • Molecular Weight 318.19
  • Synonym(s) intermediate-1(Abemaciclib)
  • SMILES CC1=NC2=C(F)C=C(B3OC(C)(C)C(C)(C)O3)C=C2N1C(C)C

Description

4-Fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole features a boronate ester handle enabling efficient Suzuki-Miyaura cross-coupling. The electron-deficient fluoro substituent enhances reactivity, while the isopropyl and methyl groups provide steric stabilization. This bench-stable derivative integrates readily into complex heterocyclic scaffolds under standard conditions.

Application

4-Fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The tetramethylborolane group enables efficient Suzuki-Miyaura coupling under mild conditions, while the fluorine and methyl substituents provide orthogonal functionalization potential. Bench-stable and compatible with diverse reaction environments, it facilitates rapid assembly of complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

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   36.28
  • LogP   3.36392
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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