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Chemical Structure| 1531588-03-0 Chemical Structure| 1531588-03-0

Structure of 1531588-03-0

Chemical Structure| 1531588-03-0

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Product Details of [ 1531588-03-0 ]

CAS No. :1531588-03-0
Formula : C10H8ClNO2
M.W : 209.63
SMILES Code : O=C(C1=CNC2=C1C=C(O)C=C2)CCl

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Application In Synthesis of [ 1531588-03-0 ]

* 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 [ 1531588-03-0 ]

[ 1531588-03-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3202-33-3 ]
  • [ 1531588-03-0 ]
  • 1-(5-hydroxy-1H-indol-3-yl)-2-(4-phenoxypiperidin-1-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.25h;Microwave irradiation; General procedure: To a solution of 2-chloro-1-(5-hydroxy-1H-indol-3-yl)ethanone(1 mmol) (14) in DMF dry (5 mL) the proper benzylpiperidines(1 mmol) or <strong>[3202-33-3]4-phenoxypiperidine</strong> (1.5 mmol) and K2CO3(0.5 mmol) were added.The resulting mixture was subjected to microwave irradiation (100 C, 200 W) for 15 min and then was treated with a saturated NaHCO3 (10 mL) aqueous solution and extracted with EtOAc(3 10 mL). The organic layer was dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography (DCM/CH3OH 90:10) and crystallized from Et2O and EtOH to givethe desired compounds. 4.1.6.1 1-(5-Hydroxy-1H-indol-3-yl)-2-(4-phenoxypiperidin-1-yl)ethanone (15) Yield 30%; mp 199-200 C; Rf = 0.44; 1H NMR (DMSO-d6) delta: 1.61-2.81 (m, 9H), 3.54 (s, 2H, CH2N), 6.66 (dd, 1H, J = 8.8, J = 2.4, ArH, H-6), 6.88-7.27 (m, 6H, ArH),7.58 (d, 1H, J = 2.3, ArH, H-4), 8.37 (s, 1H, H-2), 8.95 (bs, 1H, OH), 11.63 (bs, 1H, NH). Anal.(C21H22N2O3): C, 71.98; H, 6.33; N, 7.99. Found: C, 71.86; H, 6.44; N, 7.89.
 

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