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Chemical Structure| 914471-60-6 Chemical Structure| 914471-60-6

Structure of 914471-60-6

Chemical Structure| 914471-60-6

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Product Details of [ 914471-60-6 ]

CAS No. :914471-60-6
Formula : C12H4BrF4N5O4
M.W : 438.09
SMILES Code : O=C(NC1=NON=C1C(N2C3=CC=C(F)C(Br)=C3)=NOC2=O)C(F)(F)F

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Application In Synthesis of [ 914471-60-6 ]

* 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 [ 914471-60-6 ]

[ 914471-60-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 914471-60-6 ]
  • [ 50595-15-8 ]
  • tert-butyl 2-((4-(4-(3-bromo-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl)amino)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
47.7% With diisopropyl (E)-azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20℃; for 24h; A solution of triphenylphosphine (1527 mg, 5.82 mmol), <strong>[50595-15-8]ter<strong>[50595-15-8]t-butyl 2-hydroxyacetate</strong></strong> (769 mg, 5.82 mmol), and N-(4-(4-(3-bromo-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl)-2,2,2-trifluoroacetamide (850 mg, 1.940 mmol) in THE (8 mL) was cooled to 0°C and treated with (E)-diisopropyl diazene-1,2-dicarboxylate (1.146 mL, 5.82 mmol). The reaction was stirred at room temperature for 24 h. Silica gel (5 g) was added and the solvent was evaporated. The silica gel plug was purified using silica gel chromatography (20percent EtOAc/hexane) to give a semi-solid residue. MeOH was added to afford tert-butyl 2-((4-(4-(3-bromo-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl)amino)acetate (445 mg, 0.925 mmol, 47.7 percent yield) as white crystals. 1H NMR (400MHz, DMSO-d6) 6 8.12 (dd, J=2.5, 6.2 Hz, 1H), 7.75 (ddd, J=2.5, 4.4, 8.8 Hz, 1H), 7.64 - 7.57 (m, 1H), 6.83 (t, J=6.2 Hz, 1H), 3.95 (d, J=6.2 Hz, 2H), 1.41 (s, 9H). LC/MS (m/z) E5:454.2, 456.2 (M-1).
 

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