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[ CAS No. 81151-35-1 ] {[proInfo.proName]}

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Chemical Structure| 81151-35-1
Chemical Structure| 81151-35-1
Structure of 81151-35-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 81151-35-1 ]

CAS No. :81151-35-1 MDL No. :MFCD08687808
Formula : C12H16FNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 209.26 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 81151-35-1 ]

* 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 [ 81151-35-1 ]

[ 81151-35-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 82294-70-0 ]
  • [ 81151-35-1 ]
  • [ 7677-24-9 ]
  • C18H20FN3OS [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% General procedure: A hydrochloride of 4-substituted piperidine derivative (1 eq) was suspended in 2-3 mL of DCM and TEA (1.1-2 eq) was added. Mixture was stirred for several minutes, solvent were evaporated on rotatory evaporator and residue was vacuum dried for 15 minutes at 40C. Hydrochloride-free amine (1 eq), thiazolyl-aldehyde (180-300 mg, 1.2-1.5 eq), and AcONa (3.5 eq) were dissolved in glacial AcOH (5- 8 mL). The mixture was stirred at room temperature under Argon for 3 h and then cooled to 0C. TMSCN (3-12 eq) was added dropwise and the mixture was allowed to warm to room temperature and stirred for 1-3 days. In the meanwhile, if necessary according to LC-MS analysis, TMSCN (3-6 eq) was added (up to 12 eq of TMSCN) and reaction was stirred for 24 h. Then the solvent was evaporated on a rotatory evaporator at 40-45C. A saturated solution of NaHC03 (20-50 mL) was added to the residue. If necessary, solid NaHCO3 and water was added for increase pH to 8. The mixture was extracted with DCM (5 mLx3-5). The combined organic phases were dried (anh. Na2SO4) and evaporated. The crude was purified by flash chromatography (SiO2) with hexane/acetone mixture (0->30%) giving the pure a- aminonitrile (28-68% yield). Using this procedure, intermediates A0018_42_01 (yield 54%)
  • 2
  • [ 20426-80-6 ]
  • [ 81151-35-1 ]
  • 1-(chroman-4-ylmethyl)-4-((4-fluorobenzyl)oxy)piperidine [ No CAS ]
  • 3
  • [ 20426-80-6 ]
  • [ 81151-35-1 ]
  • 1-chroman-4-yl(4-((4-fluorobenzyl)oxy)piperidin-1-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.16 g With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 3h; A. To a solution of <strong>[20426-80-6]chroman-4-carboxylic acid</strong> (100 mg, 0.56 mmol) in DCM (10 mL) was added 4-((4-fluorobenzyl)oxy)piperidine (0.13 g, 0.62 mmol), triethylamine (0.11 g, 1.12 mmol), HOBT (0.03 g, 1.12 mmol) and EDCI (0.2 g, 1.12 mmol). The reaction was stirred at ambient temperature for 3 h. Saturated aqueous NaHCO3 (20 mL) and DCM (100 mL) were added to the reaction vessel and the resulting biphasic mixture was transferred to a separatory funnel. The layers were separated and the organic phase was washed with saturated aqueous NaCl (2 x 20 mL). The combined organics were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to provide chroman-4-yl(4-((4-fluorobenzyl)oxy)piperidin-1-yl)methanone (0.16 g, 0.43 mmol) as a yellow oil.
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