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Chemical Structure| 146610-69-7 Chemical Structure| 146610-69-7

Structure of 146610-69-7

Chemical Structure| 146610-69-7

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Product Details of [ 146610-69-7 ]

CAS No. :146610-69-7
Formula : C8H16N4O2
M.W : 200.24
SMILES Code : O=C(OC(C)(C)C)N[C@@H](C)CN=[N+]=[N-]

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Application In Synthesis of [ 146610-69-7 ]

* 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 [ 146610-69-7 ]

[ 146610-69-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 884494-34-2 ]
  • [ 146610-69-7 ]
  • tert-butyl N-[(2S)-1-[4-(5-fluoropyridin-2-yl)-1H-1,2,3-triazol-1-yl]propan-2-yl]carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With 4-methylpiperidin; copper(l) iodide; ascorbic acid; In N,N-dimethyl-formamide; at 80℃; for 2h; To a solution of the methanesulfonate in DMF (100 mL) wasadded NaN3 (8.10 g, 0.120 mol), and the resulting mixture was stirredat 80 C for 3 h. The reaction was quenched by the addition ofwater, and the mixture was extracted with EtOAc. The organiclayer was dried over Na2SO4, filtered, and concentrated underreduced pressure. The resulting residue was purified by columnchromatography (20-100% EtOAc in hexanes) to obtain tert-butylN-[(2S)-1-azidopropan-2-yl]carbamate as a colorless oil (18.8 g,83% yield).tert-Butyl N-[(2S)-1-azidopropan-2-yl]carbamate(0.30 g, 2.5 mmol) and <strong>[884494-34-2]2-ethynyl-5-fluoropyridine</strong> (0.50 g,2.5 mmol) were suspended in a mixture of 4-methylpiperidine(2.0 mL) and DMF (8.0 mL). CuI (0.024 g, 0.12 mmol) and l-ascorbicacid (0.087 g, 0.50 mmol) were added to the mixture, and the mixturewas stirred at 80 C for 2 h. After cooling to room temperature,water was added, and the mixture was extracted with EtOAc. Theorganic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by column chromatography (20-100% EtOAc in hexanes)to obtain the title compound 30c as a colorless solid(0.58 g, 73% yield).
 

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