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Chemical Structure| 792158-57-7 Chemical Structure| 792158-57-7

Structure of 792158-57-7

Chemical Structure| 792158-57-7

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Product Details of [ 792158-57-7 ]

CAS No. :792158-57-7
Formula : C13H12ClNO
M.W : 233.69
SMILES Code : NCC1=CC=CC=C1OC2=CC=C(Cl)C=C2
MDL No. :MFCD11191890

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Application In Synthesis of [ 792158-57-7 ]

* 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 [ 792158-57-7 ]

[ 792158-57-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 792158-57-7 ]
  • [ 24686-78-0 ]
  • {4-[2-(4-chlorophenoxy)benzylamino]piperidin-1-yl}phenylmethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% {4-[2-(4-ChIorophenoxy)benzylamino]piperidm-l-y?}phenylmethanone (AMR01091,STX1758) C25H25ClN2O2, MW 420.93A solution of 2-(4-chlorophenoxy)benzylamine (AMR01076, 100 mg, 0.428 mmol) and iV-benzoyl-4-piperidone (87 mg, 0.428 mmol) in DCE (5 mL) was treated with NaBH(OAc)3 (127 mg, 0.60 mmol) and acetic acid (26 mg, 0.428 mmol). The mixture was stirred at room temperature under a N2 atmosphere until TLC showed that the reactants were consumed (30 min). Then, it was quenched with saturated NaHCO3 solution, the aqueous layer was washed with DCM (2 x 20 mL), and the combined organic layers were dried (MgSO4), filtered and evaporated to dryness. Column chromatography on silica gel of the crude product using DCN to DCM/MeOH 95:5 gradient as eluent gave {4-[2-(4-cUorophenoxy)benzylarnino]piperidin-l- yl}phenylmethanone (152 mg, 84percent) as a colorless oil. Rf: 0.4 (DCM/MeOH 9:1) LC/MS (APCI) tr= 5.19 min, m/z 423.35 (36), 421.34 (Tvf+H, 100). HPLC U = 4.04 min (98.05percent) 1H NMR (270 MHz, CDCl3) delta 1.24-1.44 (3H, m, CH2 + NH), 1.76 (IH, m, 1Z2CH2), 1.91 (IH, m, V2CH2), 2.72 (IH, hept, CHNH), 2.96 (IH, m, 1Z2CH2), 3.80 (2H, m, CH2NH), 4.46 (IH, m, 1Z2CH2), 6.84 (2H, AA'BB', ArH)5 6.86 (IH, m, ArH)5 7.12 (IH, td, ArH), 7.23 (IH, m, ArH), 7.24 (2H5 AA'BB', ArH) and 7.33-7.41 (6H, m, ArH). 13C NMR (270 MHz5 CDCl3) .pound. 32.26, 33.09, 40.78, 45.67, 46.29 (CH2), 53.81 (CH), 118.95, 119.63, 124.57, 126.86, 127.97, 128.54, 128.75, 129.58, 129.85, 130.58, 131.78, 136.33, 154.35, 156.38 (ArC), and 170.00 (C-O).
 

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