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Chemical Structure| 918523-66-7 Chemical Structure| 918523-66-7

Structure of 918523-66-7

Chemical Structure| 918523-66-7

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5-Methyl-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine

CAS No.: 918523-66-7

,95%

4.5 *For Research Use Only !

Cat. No.: A1212240 Purity: 95%

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    Product Details of [ 918523-66-7 ]

    CAS No. :918523-66-7
    Formula : C17H28N2Si
    M.W : 288.50
    SMILES Code : CC([Si](N1C=CC2=CC(C)=CN=C21)(C(C)C)C(C)C)C

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    Application In Synthesis of [ 918523-66-7 ]

    * All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

    • Upstream synthesis route of [ 918523-66-7 ]

    [ 918523-66-7 ] Synthesis Path-Upstream   1~1

    • 1
    • [ 918523-66-7 ]
    • [ 824-52-2 ]
    YieldReaction ConditionsOperation in experiment
    95% With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1 h; Step 2-Preparation of 5-methyl-1H-pyrrolo[2,3-b]pyridine (15)To 5-Methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (14, 0.160 g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3percent methanol in dichloromethane to provide light yellow solid (15, 0.07 g, 95percent). MS (ESI)[M+H+]+=133.2.
    95% With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1 h; To 5-Methyl-l -triisopropylsilanyl-lH-pyrrolo[2,3-b]pyridine (100, 0.16O g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3percent methanol in dichloromethane to provide light yellow solid (101, 0.07 g, 95percent).
    References: [1] Patent: US2008/167338, 2008, A1, . Location in patent: Page/Page column 36-37.
    [2] Patent: WO2007/2325, 2007, A1, . Location in patent: Page/Page column 115.
     

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