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Chemical Structure| 863579-14-0 Chemical Structure| 863579-14-0

Structure of 863579-14-0

Chemical Structure| 863579-14-0

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Product Details of [ 863579-14-0 ]

CAS No. :863579-14-0
Formula : C22H30BNO4
M.W : 383.29
SMILES Code : CC1(C)C(C)(C)OB(C2=C(C3CCCCC3)C4=CC=C(C(OC)=O)C=C4N2)O1
MDL No. :MFCD20526563

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Application In Synthesis of [ 863579-14-0 ]

* 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 [ 863579-14-0 ]

[ 863579-14-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 863579-14-0 ]
  • [ 257937-08-9 ]
  • [ 877281-08-8 ]
YieldReaction ConditionsOperation in experiment
38% With sodium carbonate; lithium chloride;tetrakis(triphenylphosphine) palladium(0); In ethanol; water; toluene; at 80℃; Methyl 2-(4-(tert-butoxycarbonyl)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate To a mixture of methyl 3-cyclohexyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-6-carboxylate (383 mg, 1.0 mmol), <strong>[257937-08-9]tert-butyl 3-bromopyridin-4-ylcarbamate</strong> (328 mg, 1.2 mmol) and LiCl (84.8 mg, 2.0 mmol), in ethanol (3 mL) and toluene (3 mL) was added, 2M aqueous Na2CO3 (1.25 mL, 2.5 mmol) solution. The mixture was then degassed by the application of vacuum followed by flushing with N2.Pd(PPh3)4 (58 mg, 0.05 mmol) was then added and the reaction was heated at 80 C. overnight. The resultant mixture was then filtered and concentrated under vacuum, and the product residue was purified by Prep. reverse phase HPLC to afford the title compound as an off-white solid, (170 mg, 38% yield). MS m/z 450(MH+); 1H NMR (300 MHz, CDCl3) delta ppm 1.15-1.33 (m, 13 H) 1.63-1.98 (m, 6 H) 2.45 (m, 1 H) 3.92 (s, 3 H) 6.94 (s, 1 H) 7.75-7.89 (m, 2 H) 8.17 (s, 1 H) 8.21 (d, J=5.86 Hz, 1 H) 8.37 (s, 1 H) 8.45 (d, J=5.86 Hz, 1 H) 9.45 (s, 1 H).
 

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