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Chemical Structure| 66267-82-1 Chemical Structure| 66267-82-1

Structure of 66267-82-1

Chemical Structure| 66267-82-1

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Product Details of [ 66267-82-1 ]

CAS No. :66267-82-1
Formula : C16H12O4
M.W : 268.27
SMILES Code : O=C1OC2=C(C=CC(O)=C2)C=C1C3=CC=C(OC)C=C3
MDL No. :MFCD02093155

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Application In Synthesis of [ 66267-82-1 ]

* 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 [ 66267-82-1 ]

[ 66267-82-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 50-00-0 ]
  • [ 66267-82-1 ]
  • [ 494-52-0 ]
  • 7-hydroxy-3-(4-methoxyphenyl)-8-[(2S)-2-pyridin-3-ylpiperidin-1-yl]methyl}-2H-chromen-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With dmap; at 78℃; General procedure: The appropriate 7-hydroxycoumarin 1a-h (2 mmol) in refluxing anhydrous EtOH (25-30 mL) was treated with anabasine (2.5 mmol), paraformaldehyde (90 mg,3 mmol), and DMAP (2-5 mg), and refluxed for 20-30 h. The end of the reaction was determined by TLC. The mixture wascooled and diluted with hexane. The resulting precipitate was filtered off, dried, and crystallized from i-PrOH-hexane orpurified by column chromatography with elution by EtOAc. 7-Hydroxy-3-(4-methoxyphenyl)-8-[(2S)-2-pyridin-3-ylpiperidin-1-yl]methyl}-2H-chromen-2-one (2a). Yield69%, C27H26N2O4, mp 111-113C. IR spectrum (KBr, nu, cm-1): 2920, 2662, 1715, 1610, 1581, 1515, 1294, 1253, 1183, 1100,843. APCI-MS: 443.0 ([M + H]+, 100%). 1 NMR spectrum (400 MHz, CDCl3, delta, ppm, J/Hz): 1.49-1.61, 1.71-1.99 (1, 5H,m, H-3??, 4??, 5??), 2.25-2.39 (1H, m, H-6??alpha), 3.20-3.31 (1H, m, H-6??beta), 3.33-3.43 (1H, m, H-2??), 3.84 (3H, s, 4?-O3),3.88, 3.95 (1 each, d, J = 15.4, 2-8), 6.73 (1H, d, J = 8.5, -6), 6.94 (2H, d, J = 8.9, H-3?, 5?), 7.22-7.31 (2H, m, -5, 5???),7.60 (2H, d, J = 8.9, H-2?, 6?), 7.62 (1H, s, -4), 7.72-7.78 (1H, m, H-4???), 8.52 (1H, dd, J = 4.8, 1.6, H-6???), 8.61-8.66 (1H,m, H-2???). 13C NMR spectrum (100 MHz, CDCl3, delta, ppm): 24.8, 25.8, 36.0, 51.7, 54.3, 55.5, 67.2, 107.6, 112.3, 113.9, 113.9,123.0, 123.9, 127.5, 127.6, 129.5, 135.1, 137.6, 139.5, 149.4, 149.5, 152.2, 159.6, 160.9, 161.6.
 

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