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Atomfair 1-((2-(Trimethylsilyl)ethoxy)methyl)-2-bromo-1H-imidazole-4-carbonitrile C10H16BrN3OSi CAS 854044-51-2

1-((2-(Trimethylsilyl)ethoxy)methyl)-2-bromo-1H-imidazole-4-carbonitrile (CAS No. 854044-51-2) is a high-purity, organosilicon-protected imidazole derivative designed for advanced synthetic applications in pharmaceutical and materials research. With the molecular formula C10H16BrN3OSi and IUPAC name 2-bromo-1-(2-trimethylsilylethoxymethyl)imidazole-4-carbonitrile , this compound features a reactive bromo-substituted imidazole core, a cyano group for further functionalization, and a SEM (2-(trimethylsilyl)ethoxymethyl) protecting group for enhanced stability during multi-step syntheses. Ideal for nucleophilic substitution, cross-coupling reactions, and heterocyclic chemistry, this reagent is rigorously tested via HPLC, GC, and NMR to ensure ≥95% purity. Packaged under inert gas to prevent degradation, it is available in gram to kilogram quantities with optional custom synthesis and analytical…

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Description

1-((2-(Trimethylsilyl)ethoxy)methyl)-2-bromo-1H-imidazole-4-carbonitrile (CAS No. 854044-51-2) is a high-purity, organosilicon-protected imidazole derivative designed for advanced synthetic applications in pharmaceutical and materials research. With the molecular formula C10H16BrN3OSi and IUPAC name 2-bromo-1-(2-trimethylsilylethoxymethyl)imidazole-4-carbonitrile, this compound features a reactive bromo-substituted imidazole core, a cyano group for further functionalization, and a SEM (2-(trimethylsilyl)ethoxymethyl) protecting group for enhanced stability during multi-step syntheses. Ideal for nucleophilic substitution, cross-coupling reactions, and heterocyclic chemistry, this reagent is rigorously tested via HPLC, GC, and NMR to ensure ≥95% purity. Packaged under inert gas to prevent degradation, it is available in gram to kilogram quantities with optional custom synthesis and analytical documentation.

Properties

  • CAS Number: 854044-51-2
  • Complexity: 273
  • IUPAC Name: 2-bromo-1-(2-trimethylsilylethoxymethyl)imidazole-4-carbonitrile
  • InChI: InChI=1S/C10H16BrN3OSi/c1-16(2,3)5-4-15-8-14-7-9(6-12)13-10(14)11/h7H,4-5,8H2,1-3H3
  • InChI Key: XDLFZSWZSHTGJY-UHFFFAOYSA-N
  • Exact Mass: 301.02460
  • Molecular Formula: C10H16BrN3OSi
  • Molecular Weight: 302.24
  • SMILES: C[Si](C)(C)CCOCN1C=C(N=C1Br)C#N
  • Topological: 50.8
  • Monoisotopic Mass: 301.02460
  • Synonyms: 854044-51-2, 1-((2-(Trimethylsilyl)ethoxy)methyl)-2-bromo-1H-imidazole-4-carbonitrile, 2-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carbonitrile, 2-Bromo-1-(2-trimethylsilylethoxymethyl)imidazole-4-carbonitrile, 2-Bromo-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-imidazole-4-carbonitrile, 1H-Imidazole-4-carbonitrile, 2-bromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-, MFCD12964153, C10H16BrN3OSi, SCHEMBL1858224, XDLFZSWZSHTGJY-UHFFFAOYSA-N, AKOS027255540, AS-54844, DB-202833, CS-0036908, W10478, 2-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carbonitrile, 2-Bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4carbonitrile

Application

This SEM-protected bromoimidazole derivative serves as a versatile intermediate in the synthesis of pharmaceutical agents, particularly for kinase inhibitors and antiviral compounds. Its reactive bromo and cyano groups enable palladium-catalyzed cross-coupling (e.g., Suzuki, Heck) to construct complex heterocycles. The SEM group facilitates selective deprotection under mild acidic conditions, making it valuable for parallel synthesis and combinatorial chemistry workflows in drug discovery.

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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