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Chemical Structure| 428-63-7 Chemical Structure| 428-63-7

Structure of 428-63-7

Chemical Structure| 428-63-7

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Product Details of [ 428-63-7 ]

CAS No. :428-63-7
Formula : C3H6F2O2
M.W : 112.08
SMILES Code : OCC(F)(F)CO
MDL No. :MFCD16619633
InChI Key :AMCKYDINHDOOCB-UHFFFAOYSA-N
Pubchem ID :95744

Safety of [ 428-63-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 428-63-7 ]

* 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 [ 428-63-7 ]

[ 428-63-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 456-24-6 ]
  • [ 428-63-7 ]
  • 2,2-difluoro-3-((5-nitropyridin-2-yl)oxy)propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
2,2-difluoropropane-1,3-diol (394 mg, 3.52 mmol) was dissolved in DMF (10 mL). Sodium hydride (77 mg, 1.934 mmol) was added to the mixture at 0 °C and the reaction mixture was stirred at 0 °C for 10 minutes. <strong>[456-24-6]2-fluoro-5-nitropyridine</strong> (250 mg, 1.758 mmol) dissolved in 1 mL of DMF was then added to the reaction mixture which was allowed to stir at room temperature for 1 hour. The mixture was then quenched with saturated ammonium chloride and diluted with EtOAc. The organic layer was washed with 10percent aq. LiC1 (3x), and brine (lx), dried with sodium sulfate, filtered and concentrated to yield 2,2-difluoro-3-((5-nitropyridin-2-yl)oxy)propan as a yellow oil. To the crude intermediate dissolved in DCM (9 mL) was added TEA (1137 p1, 8.16 mmol)and DMAP (39.9 mg, 0.326 mmol) followed by TBS-C1 (738 mg, 4.89 mmol). The reaction mixture stirred for 18 h at room temperature. 5 mL of MeOH was then added to the reaction mixture which was allowed to stir for 10 minutes at room temperature. The reaction mixture was then quenched with saturated sodium bicarbonate and extracted DCM (3x). The organic layer was washed with brine (lx), dried with sodium sulfate,filtered and concentrated. The resulting residue was dissolved in a small amount of methylene chloride and charged to a 40 g silica gel cartridge which was eluted with a 15 mm gradient from 0-100percent EtOAc in hexane. Fractions containing desired product were concentrated to yield Intermediate I-56A (204 mg, 0.5 86 mmol, 36percent yield) as a clear oil. LC-MS: Method H, MS (ESI) m/z: 349.2 (M+H)t ?H NMR (400MHz,CHLOROFORM-d) oe 9.01 (dd, J=2.9, 0.4 Hz, 1H), 8.34 (dd, J9.1, 2.8 Hz, 1H), 6.86 (dd, J9.0, 0.4 Hz, 1H), 4.66 (t, J12.4 Hz, 2H), 3.85 (t, J=12.2 Hz, 2H), 0.81-0.78 (m, 9H), 0.00 (s, 6H).
  • 2
  • [ 456-24-6 ]
  • [ 428-63-7 ]
  • 2,2-difluoro-3-((5-nitropyridin-2-yl)oxy)propane [ No CAS ]
YieldReaction ConditionsOperation in experiment
2,2-difluoropropane-1,3-diol (394 mg, 3.52 mmol) was dissolved in DMF (10 mL). Sodium hydride (77 mg, 1.934 mmol, 60percent by wt.) was added to the mixture at 0 °C and the reaction mixture was stirred at 0 °C for 10 minutes. <strong>[456-24-6]2-fluoro-5-nitropyridine</strong> (250mg, 1.758 mmol) dissolved in 1 mL of DMF was then added to the reaction mixture which was allowed to stir at room temperature for 1 hour. The mixture was then quenched with saturated ammonium chloride and diluted with EtOAc. The organic layer was washed with 10percent aqueous LiC1 (3x), and brine (lx), dried with sodium sulfate, filtered and concentrated to yield 2,2-difluoro-3-((5-nitropyridin-2-yl)oxy)propane as ayellow oil. To the crude intermediate dissolved in DCM (9 mL) was added TEA (1137 .il, 8.16 mmol) and DMAP (39.9 mg, 0.326 mmol) followed by TBS-C1 (738 mg, 4.89 mmol). The reaction mixture stirred for 18 h at room temperature. 5 mL of MeOH was then added to the reaction mixture which was allowed to stir for 10 minutes at room temperature. The reaction mixture was then quenched with saturated sodium bicarbonateand extracted DCM (3x). The organic layer was washed with brine (lx), dried with sodium sulfate, filtered and concentrated. The resulting residue was dissolved in a small amount of methylene chloride and charged to a 40 g silica gel cartridge which was eluted with a 15 mm gradient from 0-100percent EtOAc in hexane. Fractions containing desired product were concentrated to yield Intermediate I-99A (204 mg, 0.5 86 mmol, 36percent yield)234as a clear oil. LC-MS: Method H, MS (ESI) m/z: 349.2 (M+H) ?H NMR (400MHz, CDC13) 9.01 (dd,J=2.9, 0.4 Hz, 1H), 8.34(dd,J9.1, 2.8 Hz, 1H), 6.86(dd,J9.0, 0.4 Hz, 1H), 4.66 (t, J=12.4 Hz, 2H), 3.85 (t, J=12.2 Hz, 2H), 0.81-0.78 (m, 9H), 0.00 (s, 6H).
 

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