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Chemical Structure| 1227002-28-9 Chemical Structure| 1227002-28-9

Structure of 1227002-28-9

Chemical Structure| 1227002-28-9

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Product Details of [ 1227002-28-9 ]

CAS No. :1227002-28-9
Formula : C7H8F2N2O3
M.W : 206.15
SMILES Code : O=C(C1=CC(OC(F)F)=NN1C)OC

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Application In Synthesis of [ 1227002-28-9 ]

* 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 [ 1227002-28-9 ]

[ 1227002-28-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 52867-42-2 ]
  • [ 1227002-28-9 ]
YieldReaction ConditionsOperation in experiment
40% With potassium carbonate; In water; N,N-dimethyl-formamide; Methyl-3-(difluoromethoxy)-1-methyl-1H-pyrazole-5-carboxylate A solution of 2.00 g (12.8 mmol) of <strong>[52867-42-2]methyl 3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate</strong> (preparation: Chem. Ber. 1974, 107, 1318-1328) in 28 ml of N,N-dimethylformamide is admixed with 5.09 g (32.0 mmol, 96%) of chlorodifluoroacetic acid sodium salt and 2.66 g (19.2 mmol) of potassium carbonate, and the reaction mixture is heated at 80 C. overnight. The reaction mixture is added to 300 ml of water and extracted several times with ethyl acetate. The organic phase is dried over magnesium sulphate, filtered and concentrated by evaporation in vacuo on a rotary evaporator. Chromatographic purification gives 1.07 g of methyl-3-(difluoromethoxy)-1-methyl-1H-pyrazole-5-carboxylate (40%). 1H-NMR (400 MHz, d6-DMSO): delta=7.19 (t, 1H), 6.55 (s, 1H), 4.00 (s, 3H), 3.55 (s, 3H) ppm. HPLC-MS: log P=2.04; mass (m/z)=207 [M+H]+.
  • 2
  • [ 1895-39-2 ]
  • [ 52867-42-2 ]
  • [ 1227002-28-9 ]
YieldReaction ConditionsOperation in experiment
51% With potassium carbonate; In N,N-dimethyl-formamide; at 80℃;Inert atmosphere; Methyl 3-hydroxy-l-methylpyrazole-5-carboxylate (10 g, 60.8 mmol) was dissolved in DM F (200 mL). sodium chlorodifluoroacetate (23.2 g, 152 mmol) was added followed by potassium carbonate (25.2 g, 182 mmol). The reaction mixture was heated to 80 C with stirring under N2 overnight. The reaction was cooled & poured into water (200 mL). The mixture was then extracted with EtOAc (3 x 200 mL) and the combined organic extracts dried (Na2S04) and concentrated under reduced pressure. The residue was purified by column chromatography eluting with a gradient of 0-25% EtOAc in iso-hexanes to give the title compound (6.41 g, 51 % Yield). dH (300 M Hz, Chloroform-d) 6.76 (t, J = 73.1 Hz, 1H), 6.41 (s, 1H), 4.08 (s, 3H), 3.88 (s, 3H).
 

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