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Chemical Structure| 383434-51-3 Chemical Structure| 383434-51-3

Structure of 383434-51-3

Chemical Structure| 383434-51-3

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Product Details of [ 383434-51-3 ]

CAS No. :383434-51-3
Formula : C20H22ClN3O2
M.W : 371.86
SMILES Code : ClC1=C2C=C(C#CC3CCN(C(OC(C)(C)C)=O)CC3)C=CC2=NC=N1

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Application In Synthesis of [ 383434-51-3 ]

* 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 [ 383434-51-3 ]

[ 383434-51-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 98556-31-1 ]
  • [ 287192-97-6 ]
  • [ 383434-51-3 ]
YieldReaction ConditionsOperation in experiment
94% With copper(l) iodide; diisopropylamine;bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20℃; for 2h; 4-(4-Chloro-quinazolin-6-ylethynyl)-piperidine-1-carboxylic acid tert-butyl ester: A mixture of 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (1.12 g, 5.35 mmol), <strong>[98556-31-1]4-chloro-6-iodoquinazoline</strong> (1.35 g, 4.65 mmol), dichlorobis(triphenylphosphine) palladium(II) (0.16 g, 0.23 mmol), copper(I) iodide (0.044 g, 0.23 mmol), and diisopropylamine (0.47 g, 4.65 mmol) in anhydrous THF (20 mL) was stirred at room temperature under nitrogen for 2 hours. After concentration, the residue was dissolved in CH2Cl2 (100 mL), washed with aqueous NH4Cl and brine, dried over sodium sulfate, and concentrated to give the crude product as brown oil. Purification by silica gel column using 20% EtOAc in hexane afforded 1.63 g (94%) of the title compound as a sticky, yellow oil
94% With copper(l) iodide; diisopropylamine;bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20℃; for 2h; A mixture of 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (1.12 g, 5.35 mmol), 4- chloro-6-iodoquinazoline (1.35 g, 4.65 mmol), dichlorobis(triphenylphosphine) palladium(ll) (0.16 g, 0.23 mmol), copper(l) iodide (0.044 g, 0.23 mmol), and diisopropylamine (0.47 g, 4.65 mmol) in anhydrous THF (20 mL) was stirred at room temperature under nitrogen for 2 hours. After concentration, the residue was dissolved in CH2CI2 (100 mL), washed with aqueous NH4CI and brine, dried over sodium sulfate, and concentrated to give the crude product as brown oil. Purification by silica gel column using 20% EtOAc in hexane afforded 1.63 g (94%) of the title compound as a sticky, yellow oil: 1 H NMR (CDCI3) δ 1.45 (s, 9H), 1.67 - 1.75 (m, 2H), 1.87 - 1.92 (m, 2H), 2.84 (m, 1 H), 3.20 - 3.26 (m, 2H), 3.78 (br d, 2H), 7.88 (dd, 1 H), 7.97 (d, 1 H), 8.26 (d, 1 H), 9.00 (s, 1H)
 

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