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Chemical Structure| 853685-76-4 Chemical Structure| 853685-76-4

Structure of 853685-76-4

Chemical Structure| 853685-76-4

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Product Details of [ 853685-76-4 ]

CAS No. :853685-76-4
Formula : C17H24N2O4
M.W : 320.38
SMILES Code : O=C(N1C(C(OCC)OCC)=CC2=C1C=CN=C2)OC(C)(C)C

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Application In Synthesis of [ 853685-76-4 ]

* 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 [ 853685-76-4 ]

[ 853685-76-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 10160-87-9 ]
  • [ 211029-67-3 ]
  • [ 853685-76-4 ]
YieldReaction ConditionsOperation in experiment
2-(Diethoxymethyl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylic acid 1,1-dimethylethyl ester, 8b-1 (Scheme 3, step h) Heat a solution of (3-iodo-pyridin-4-yl)carbamic acid 1,1-dimethylethyl ester (13.3 g, 41.56 mmol, Darnbrough, Shelley; Mervic, Miljenko; Condon, Stephen M.; Burns, Christopher J. Synthetic Communications (2001) 31(21), 3273-3280), 3,3-diethoxy-1-propyne (5.96 ml, 41.56 mmole), triethylamine (23 ml, 166 mmol), dichlorobis(triphenyl-phospine)palladium(II) (1.46 g, 2.08 mmol) and copper iodide (237 mg, 1.25 mmol) in dry DMF under argon to 90 C. for 3 h. Allow the reaction mixture to cool to 70 C. and add DBU (12.5 ml, 83.12 mmol). Stir the reaction at 70 C. for 3 h and then stir at room temperature overnight. Pour the reaction mixture into EtOAc, wash with water (2*) and brine, dry over MgSO4, filter and concentrate to give the title compound as an oil. Purify the oil by flash chromatography (silica, elute with 10-20% EtOAc/n-heptane) to provide 9.8 g of the title compound as a clear oil, tlc (silica, 30% EtOAc/heptane, Rf=0.30).
 

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