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Chemical Structure| 159635-49-1 Chemical Structure| 159635-49-1

Structure of 159635-49-1

Chemical Structure| 159635-49-1

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Product Details of [ 159635-49-1 ]

CAS No. :159635-49-1
Formula : C11H19NO2
M.W : 197.27
SMILES Code : O=C(N1CCC(CC1)=C)OC(C)(C)C
MDL No. :MFCD01632522
InChI Key :PDTZMULNKGUIEJ-UHFFFAOYSA-N
Pubchem ID :2756808

Safety of [ 159635-49-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 159635-49-1 ]

* 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 [ 159635-49-1 ]

[ 159635-49-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 103962-05-6 ]
  • [ 159635-49-1 ]
  • 1-piperidinecarboxylic acid, 4-(4-trifluoromethoxyphenylmethyl),-1,1-dimethylethyl ester [ No CAS ]
  • 2
  • [ 95080-93-6 ]
  • [ 159635-49-1 ]
  • [ 479636-65-2 ]
YieldReaction ConditionsOperation in experiment
93% With sodium hydrogencarbonate; In ethyl acetate; at 0 - 20℃; for 48.0h; Compound 7-a (1.0 g, 5.1 mmol) and sodium hydrogencarbonate (2.1 g, 0.025 mol) were dissolved in ethyl acetate (10 mL) After cooling, the mixture was cooled to 0 C and ethyl (2Z) -2-chloro-2- (hydroxyimino) acetate (prepared according to a known method (Tetrahedron Letters, 2011, 52 (43), 5656-5658 1.2 g, 7.6 mmol) was added, And the mixture was stirred at room temperature for 48 hours. After completion of the reaction, distilled water (100 mL) was added and the mixture was extracted with ethyl acetate. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane = 5: 95 ? 3: 7) to give the title compound 7-b (1.4 g, 93%) as a yellow solid.
  • 3
  • [ 159635-49-1 ]
  • [ 145369-29-5 ]
  • tert-butyl 4-((6-cyanonaphthalen-2-yl)methyl)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
83.3% Step 1: tert-butyl 4-(2-chlorobenzyl)piperidine-1-carboxylate[00269j A mixture of tert-butyl 4-methylenepiperidine- 1 -carboxylate (3.00 g, 15.21 mmol) and 9-borabicyclo [3,3,ljnonane (30.0 mL, 15.00 mmol, 0.5 mol/L in THF) was refluxed under N2 for 3 hours. Then the mixture was cooled to room temperature, and to the mixture was added 1-bromo-2-chlorobenzene (2.77 g, 14.45 mmol), Pd(dppf)C12 (330 mg, 0.45 mmol), 30 mL of DMF, 5 mL of H20 and potassium carbonate (2.50 g, 18.25 mmol). The resulted mixture was heated to 60C overnight. After the reaction was finished, the mixture was cooled to rt, and to the mixture was added H20 (100 mL). The mixture was adjusted to pH 11 with 10 % aquous NaOH solution and extracted with EtOAc (100 mL x 2). The combined organic phases were washed with water (100 mL x 2) and brine (100 mL) in turn, dried over anhydrous Na2SO4 (20 g), filtered and concentrated in vacuo. The crude was purified by silica column chromatography (PE/EtOAc (v/v) = 4/1) to give the title compound as a white solid (4.00 g, 84.9 %).Step 2: tert-butyl 4-((6-cyanonaphthalen-2-yl)methyl)piperidine-1-carboxylate[004461 The title compound was prepared by the procedure described in step 1 of Example 15 using tert-butyl 4-methylenepiperidine-1-carboxylate (1.91 g, 9.57 mmol), 9-borabicyclo [3,3,ljnonane (19.2 mL, 9.57 mmol,0.5 mol/L in THF), <strong>[145369-29-5]6-cyanonaphthalen-2-yl trifluoromethanesulfonate</strong> (2.62 g, 8.70 mmol), Pd(dppf)C12 (0.21 g,0.29 mmol) and potassium carbonate (1.44 g, 10.44 mmol) to give the title compound as colourless oil (2.54 g,83.3 %). The compound was characterized by the following spectroscopic data:MS(ESI, pos.ion)m/z: 295.20(M+1-t-Bu); exact mass of C22H26N202: 350.20.
 

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