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Chemical Structure| 1444004-73-2 Chemical Structure| 1444004-73-2

Structure of 1444004-73-2

Chemical Structure| 1444004-73-2

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Product Details of [ 1444004-73-2 ]

CAS No. :1444004-73-2
Formula : C10H12BrFN2O2
M.W : 291.12
SMILES Code : O=C(OC(C)(C)C)NC1=NC(F)=C(Br)C=C1

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Application In Synthesis of [ 1444004-73-2 ]

* 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 [ 1444004-73-2 ]

[ 1444004-73-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 944401-65-4 ]
  • [ 24424-99-5 ]
  • [ 1444004-73-2 ]
YieldReaction ConditionsOperation in experiment
57.08% Into a 500- mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed <strong>[944401-65-4]5-bromo-6-fluoropyridin-2-amine</strong> (10.00 g, 52.355 mmol, 1.00 equiv), THF (100.00 mL). This was followed by the addition of NaHMDS (42.00 mL, 84.000 mmol, 1.60 equiv) dropwise with stirring at 0 degrees C. The resulting solution was stirred for 0.5 h at 0 degrees C. To this was added Boc20 (11.47 g, 52.555 mmol, 1.00 equiv) at 0 degrees C. The resulting solution was stirred overnight at 25 degrees C. The reaction was then quenched by the addition of aqueous NH4CI. The resulting solution was extracted with 3x300 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2 xlOOO ml of brine. The mixture was dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3). This resulted in 8.7 g (57.08%) of tert-butyl N-(5-bromo-6-fluoropyridin-2-yl)carbamate as a white solid. 1H NMR (300 MHz, DMSO-ife ppm) d 10.23 (s, 1H), 8.17 - 8.11 (t, / = 8.7 Hz, 1H), 7.67 (dd, / = 8.6, 1.5 Hz, 1H), 1.47 (s, 9H).
 

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