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Chemical Structure| 4783-65-7 Chemical Structure| 4783-65-7

Structure of 4783-65-7

Chemical Structure| 4783-65-7

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Product Details of [ 4783-65-7 ]

CAS No. :4783-65-7
Formula : C12H15NO
M.W : 189.25
SMILES Code : O=C1N(CC2=CC=CC=C2)CCCC1
MDL No. :MFCD00464162
InChI Key :MLEGMEBCXGDFQT-UHFFFAOYSA-N
Pubchem ID :5170076

Safety of [ 4783-65-7 ]

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

Application In Synthesis of [ 4783-65-7 ]

* 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.

  • Downstream synthetic route of [ 4783-65-7 ]

[ 4783-65-7 ] Synthesis Path-Downstream   1~11

  • 3
  • [ 4783-65-7 ]
  • [ 50820-65-0 ]
  • [ 1005458-24-1 ]
YieldReaction ConditionsOperation in experiment
9% Step 1 3-(1-Benzyl-piperidin-2-yl)-1H-<strong>[50820-65-0]indole-6-carboxylic acid methyl ester</strong> A mixture of 7.08 g (40 mmol) <strong>[50820-65-0]methyl indole-6-carboxylate</strong>, 12.5 g (66 mmol) 1-benzyl-2-piperidone and 8.16 g (53 mmol) POCl3 in 60 mL 1,2-dichloroethane was heated to reflux for 2 h. The mixture was poured onto ice/water, adjusted to pH=9 with Na2CO3 aq (10%) and extracted with DCM. The combined organic phases were washed with NaCl aq. dried with Na2SO4 and evaporated to dryness. The residue was taken up with isolute and purified by column chromatography on silica eluding with a gradient formed from DCM/methanol/NH3 aq. The product fractions were evaporated and used without further purification in the subsequent reaction by addition of 200 mL methanol and 3.37 g (89 mmol) sodium borohydride (NaBH4) and stirring for 40 h at room temperature. After evaporation DCM, water and Na2CO3 aq. was added and the organic layer was washed with NaCl aq., dried with Na2SO4. and evaporated to dryness. The residue was taken up with isolute/DCM and after evaporation purified by column chromatography on silica eluding with a gradient formed from DCM/methanol/NH3 aq. The product fractions were evaporated to yield 1.25 g (9%) of the title compound as light yellow solid. MS (m/e): 349.2 (MH+).
  • 4
  • [ 6086-21-1 ]
  • [ 4783-65-7 ]
  • 1-benzyl-4-(1-methyl-1,2,4-triazol-5-yl)-4-anilino-piperidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; aniline; In tetrahydrofuran; toluene; EXAMPLE 7 1-benzyl-4-(1-methyl-1,2,4-triazol-5-yl)-4-anilino-piperidine A 500 ml r.b. flask was charged with N-benzylpiperidone (22.72 g, 120 mmol), aniline (11.17 g, 120 mmol), p-toluenesulfonic acid (200 mg) and toluene (250 ml). The mixture was refluxed for 3 hours while separating water through a Dean-Stark trap. The resulting reddish brown solution was cooled to 0° C. A 1000 ml r.b. flask was charged with 1-methyl-1,2,4-triazole (13.28 g, 160 mmol) and dry THF (400 ml). To this THF solution at -78° C. under N2, n-BuLi (100 ml, 1.6M in Hex) was added. The resulting milky mixture was kept stirring at -78° C. for 2 hours. To this lithio mixture at -78° C., the above toluene solution was added through a needle. After the addition, the resulting mixture was stirred at -78° C. for 30 minutes, gradually warmed up to room temperature and stirred at room temperature for 30 minutes. The reaction was quenched with H2 O (300 ml). The organic layer was separated, dried over Na2 SO4 and concentrated in vacuo. The resulting residue was chromatographed to give the product (20.53 g, 59 mmol) as an amber viscous oil: IR (neat) 3400 cm-1; NMR (60 MHz, CDCl3) delta3.53 (s, 2H, benzyl CH2), 3.93 (s, 3H, triazolyl CH3), 6.2 to 7.5 (m's, 10H, phenyl H's), 7.86 (s, 1H, triazolyl H).
  • 5
  • [ 4783-65-7 ]
  • [ 925-90-6 ]
  • [ 906433-55-4 ]
  • [ 2905-56-8 ]
  • 6
  • [ 4783-65-7 ]
  • [ 927-77-5 ]
  • [ 2905-56-8 ]
  • [ 98195-27-8 ]
  • 7
  • [ 4783-65-7 ]
  • [ 1589-82-8 ]
  • *1,2-Dibenzylpiperidine [ No CAS ]
  • [ 2905-56-8 ]
  • 8
  • [ 4783-65-7 ]
  • benzyl(halo)magnesium [ No CAS ]
  • *1,2-Dibenzylpiperidine [ No CAS ]
  • [ 2905-56-8 ]
  • 9
  • [ 4783-65-7 ]
  • halo(ethyl)magnesium [ No CAS ]
  • [ 906433-55-4 ]
  • [ 2905-56-8 ]
  • 10
  • [ 4783-65-7 ]
  • halo(propyl)magnesium [ No CAS ]
  • [ 2905-56-8 ]
  • [ 98195-27-8 ]
  • 11
  • [ 100-52-7 ]
  • [ 660-88-8 ]
  • [ 4783-65-7 ]
  • [ 2905-56-8 ]
 

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Technical Information

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