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Atomfair 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole C14H18BNO2

Description 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS No. 269410-24-4) is a high-purity boron-containing heterocyclic compound with the molecular formula C14H18BNO2. This advanced synthetic intermediate features a stable pinacol boronate ester group coupled to an indole scaffold, making it an invaluable reagent for Suzuki-Miyaura cross-coupling reactions in pharmaceutical research and materials science. The compound’s crystalline solid form (typically white to off-white) offers excellent handling stability under inert atmospheres. With >95% purity by HPLC, it is ideal for metal-catalyzed C-C bond formation , particularly in constructing complex biaryl systems for drug discovery. Proper storage at 2-8??C under nitrogen is recommended to maintain reactivity.

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Description

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (CAS No. 269410-24-4) is a high-purity boron-containing heterocyclic compound with the molecular formula C14H18BNO2. This advanced synthetic intermediate features a stable pinacol boronate ester group coupled to an indole scaffold, making it an invaluable reagent for Suzuki-Miyaura cross-coupling reactions in pharmaceutical research and materials science. The compound’s crystalline solid form (typically white to off-white) offers excellent handling stability under inert atmospheres. With >95% purity by HPLC, it is ideal for metal-catalyzed C-C bond formation, particularly in constructing complex biaryl systems for drug discovery. Proper storage at 2-8??C under nitrogen is recommended to maintain reactivity.

  • CAS No: 269410-24-4
  • Molecular Formula: C14H18BNO2
  • Molecular Weight: 243.11
  • Exact Mass: 243.1430590
  • Monoisotopic Mass: 243.1430590
  • IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)NC=C3
  • Synonyms: 269410-24-4, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, DTXSID40370496, DTXCID10321531, 625-804-4

Application

This boronate ester serves as a key building block for palladium-catalyzed cross-coupling reactions to create novel indole-containing pharmaceuticals. Researchers utilize it in the synthesis of kinase inhibitors and serotonin receptor modulators. The compound’s stability allows for multistep synthetic transformations in medicinal chemistry programs targeting CNS disorders and oncology therapeutics.

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