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Chemical Structure| 1414356-33-4 Chemical Structure| 1414356-33-4

Structure of 1414356-33-4

Chemical Structure| 1414356-33-4

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(R)-3-(2-((4-Amino-3-(2-fluoro-4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)pyrrolidin-1-yl)-3-oxopropanenitrile

CAS No.: 1414356-33-4

,98%

4.5 *For Research Use Only !

Cat. No.: A1894098 Purity: 98%

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    Product Details of [ 1414356-33-4 ]

    CAS No. :1414356-33-4
    Formula : C25H22FN7O2
    M.W : 471.49
    SMILES Code : N#CCC(N1[C@@H](CN2N=C(C3=CC=C(OC4=CC=CC=C4)C=C3F)C5=C(N)N=CN=C52)CCC1)=O

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    Application In Synthesis of [ 1414356-33-4 ]

    * 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.

    • Downstream synthetic route of [ 1414356-33-4 ]

    [ 1414356-33-4 ] Synthesis Path-Downstream   1~1

    • 1
    • [ 1414356-33-4 ]
    • [ 107259-06-3 ]
    • [ 1414358-09-0 ]
    YieldReaction ConditionsOperation in experiment
    13% With piperidine; In methanol; dichloromethane; for 6h;Reflux; Step 2To a solution of 3-[(2R)-2-[[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4- d]pyrimidin- l-yi]methyl]pyrrolidin-l-yl]-3-oxo-propanenitrile (lOO.mg, 0.2100mmol) dissolved in methanol (4mL) and DCM (4mL) was added piperidine (O. lrnL, 0.8500mmol) and tert-butyl N-( 1 ~formylcyclopropyl)carbamate (58.9rog, 0.3200mmol). The reaction was heated to reflux for 6 3irs and then cooled and coneentrated. The residue was and dissolved in ethyl acetate (50 mL) and washed with water (50mL) and then brine. The organic layer was dried iMgS04), filtered and concentrated. The residue was purified by isolera (l %-8%MeOH DCM) to provide 39 mg ( 13% yield) of tert-butyl N-[ l-[3-[(2R)-2-[[4-amino-3-(2- fluoro-4-phenoxy-phenyl)pyrazoio[3,4-d]pyrimidin-l-yl3raethyl]pyrrolidin-l-yl]-2-cyano-3- oxo-prop- 1 -enyljcyclopropyljcarbamate.
    13% With piperidine; In methanol; dichloromethane; for 6h;Reflux; To a solution of 3[(2R)-2-[[4amino-3-(2-fluoro-4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]pyrrolidinyl]-3’-oxo-propanenitrile (100.mg, 0,2 lOOmmol) dissolved in methanol (4mL) and DCM (4mL) was added piperidine (0.lmL, 0.SSOOmmol) and tertbutyl N..(1-formylcyclopropyl)carbarnate (58.9mg, 0.3200mmol). The reaction was heated to reflux for 6 hrs and then cooled and concentrated. The residue was and dissolved in ethyl acetate (50 mL) and washed with water (5OmL) and then brine. The organic layer was dried (Mg504), filtered and concentrated. rme residue was purified by isolera (1 %-8% MeOH/DCM) to provide 39 mg (13% yield) of tertbutyl N-[1-[3-(2R)-2[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]pyrrolidin-1-yl]-2-cyano-3-oxoprop-1-enyl]cyclopropyl]carbamate.
    13% With piperidine; In dichloromethane; for 6h;Reflux; Step 2. To a solution of 3-[(2R)-2-[[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo [3,4-d]pyrimidin-1-yl]methyl]pyrrolidin-1-yl]-3-oxo-propanenitrile (1 00.mg, 0.2100 mmol)dissolved in methanol (4mL) and DCM (4mL) was added piperidine (0.1mL, 0.8500mmol) and <strong>[107259-06-3]tert-butyl N-(1-formylcyclopropyl)carbamate</strong> (58.9mg, 0.3200mmol). The reaction was heated to reflux for 6 hrs and then cooled and concentrated. The residue was and dissolved in ethyl acetate (50 mL) and washed with water (50 mL) and then brine. The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified by Isolera (1 %-8%MeOH/DCM) to provide 39 mg (13% yield) of tert-butyl N-[1-[3-[(2R)-2-[[4-amino-3-(2- fluoro-4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyllpyrrolidin-1-yl]-2-cyano-3-oxo-prop-1-enyl]cyclopropyl]carbamate.
    13% With piperidine; In methanol; dichloromethane; for 6h;Reflux; Step 2 To a solution of 3-[(2R)-2-[[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]pyrrolidin-1-yl]-3-oxo-propanenitrile (100. mg, 0.2100 mmol) dissolved in methanol (4 mL) and DCM (4 mL) was added piperidine (0.1 mL, 0.8500 mmol) and tert-butyl N-(l-formylcyclopropyl)carbamate (58.9 mg, 0.3200 mmol). The reaction was heated to reflux for 6 hrs and then cooled and concentrated. The residue was and dissolved in ethyl acetate (50 mL) and washed with water (50 mL) and then brine. The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified by Isolera (1%-8% MeOH/DCM) to provide 39 mg (13% yield) of tert-butyl N-[1-[3-[(2R)-2-[[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]pyrrolidin-1-yl]-2-cyano-3-oxo-prop-1-enyl]cyclopropyl]carbamate.

     

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