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Chemical Structure| 112776-84-8 Chemical Structure| 112776-84-8

Structure of 112776-84-8

Chemical Structure| 112776-84-8

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Product Details of [ 112776-84-8 ]

CAS No. :112776-84-8
Formula : C9H8INO4
M.W : 321.07
SMILES Code : O=C(C1=NC(C(OC)=O)=CC(I)=C1)OC
MDL No. :MFCD14636226

Safety of [ 112776-84-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 112776-84-8 ]

* 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 [ 112776-84-8 ]

[ 112776-84-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 112776-84-8 ]
  • [ 214360-60-8 ]
  • C17H16N2O5 [ No CAS ]
  • 2
  • [ 112776-84-8 ]
  • [ 133730-34-4 ]
  • C17H17NO6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With potassium fluoride; In N,N-dimethyl-formamide; at 80℃; for 19h;Inert atmosphere; Schlenk technique; In a Schlenk flask, dimethyl-4-iododipicolinate (200 mg, 0.623 mmol) and <strong>[133730-34-4]2,4-dimethoxyphenylboronic acid</strong> (125 mg, 0.685 mmol) are solubilized in dry DMF (7 mL) under argon. After 30 minutes of argon bubbling in the mixture, potassium fluoride (119 mg, 2.056 mmol) and Pd(dba)3tBu3PH.BF4 (36 mg, 0.062 mmol) are added. The reaction mixture is stirred at 80 C. under argon for 19 h. The mixture is then diluted in a mixture AcOEt/Et2O then extracted with H2O then NaClsat. The organic phase is then dried over Na2SO4, filtered and evaporated under vacuum. The brown solid obtained is finally purified on a chromatographic column (SiO2, AcOEt/EP, 20/80 to 60/40, solid deposition) in order to obtain the pure product in the form of a beige solid (131 mg, 63%). Rf(SiO2, EP/AcOEt, 60/40)=0.73; 1H NMR (300 MHz, CDCl3, δ): 8.50 (s, 2H, H35), 7.40 (d, 1H, J=8.5 Hz, H12), 6.63 (dd, 1H, J3=8.4 Hz, J4=2.4 Hz, H11), 6.58 (d, 1H, J=2.4 Hz, H9), 4.04 (s, 6H, H16), 3.88 (s, 3H, H13), 3.87 (s, 3H, H14); 1C NMR (100 MHz, CDC3, δ): 165.8 (C15), 162.5 (C10), 158.2 (C8), 149.2 (C4), 148.1 (C2/6), 131.6 (C12), 128.4 (C3/5), 118.6 (C7), 105.5 (C9), 99.2 (C11), 55.8 (C13), 55.7 (C14), 53.4 (C16); HRMS (ESI) calculated for C17H17NNaO6 354.0948. Exp 354.0937 [M+Na]+.
 

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