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Chemical Structure| 878197-67-2 Chemical Structure| 878197-67-2

Structure of 878197-67-2

Chemical Structure| 878197-67-2

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Product Details of [ 878197-67-2 ]

CAS No. :878197-67-2
Formula : C8H5FN2O
M.W : 164.14
SMILES Code : O=CC1=CN2C(F)=CC=CC2=N1
MDL No. :MFCD11656369

Safety of [ 878197-67-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 878197-67-2 ]

* 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 [ 878197-67-2 ]

[ 878197-67-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 918-00-3 ]
  • [ 1597-32-6 ]
  • [ 878197-67-2 ]
YieldReaction ConditionsOperation in experiment
34% To a solution of <strong>[1597-32-6]6-fluoro-2-pyridinamine</strong> (Tetrahedron, 2002, 58, 489, incorporated by reference with regard to such) (2.8 g, 25 mmol) in ethylene glycol dimethyl ether (28 mL) was added trichloroacetone (7.9 mL, 75 mmol). The mixture was stirred at room temperature for 15 hours and the resulting precipitate was collected by filtration and refluxed in ethyl alcohol (8 mL) for 4 hours. The reaction mixture was cooled to room temperature, concentrated, dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic layer was isolated, dried with magnesium sulfate, and concentrated. The resulting solid was refluxed in aqueous calcium carbonate for 2 hours, cooled to room temperature, and extracted with dichloromethane. The organic layer was dried with magnesium sulfate and EPO <DP n="46"/>concentrated to give 1.4 g (34% yield) 5-fluoroimidazo[1 ,2-a]pyridine-2-carbaldehyde as a tan solid. 1H-NMR (CDCI3): δ 10.16 (s, 1 H), 8.22 (s, 1 H), 7.54 (d, 1 H), 7.34 (m, 1 H), 6.59 (m, 1 H); TLC (10% 2 M ammonia in methyl alcohol-ethyl acetate) Rf = 0.60.
  • 2
  • [ 921-03-9 ]
  • [ 1597-32-6 ]
  • [ 878197-67-2 ]
YieldReaction ConditionsOperation in experiment
34% To a solution of <strong>[1597-32-6]6-fluoro-2-pyridinamine</strong> (Tetrahedron, 2002, 58, 489, incorporated by reference with regard to such) (2.8 g, 25 mmol) in ethylene glycol dimethyl ether (28 mL) was added trichloroacetone (7.9 mL, 75 mmol). The mixture was stirred at room temperature for 15 hours and the resulting precipitate was collected by filtration and refluxed in ethyl alcohol (8 mL) for 4 hours. The reaction mixture was cooled to room temperature, concentrated, dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic layer was isolated, dried with magnesium sulfate, and concentrated. The resulting solid was refluxed in aqueous calcium carbonate for 2 hours, cooled to room temperature, and extracted with dichloromethane. The organic layer was dried with magnesium sulfate and concentrated to give 1.4 g (34% yield) 5-fluoroimidazo[1 ,2-a]pyridine-2-carbaldehyde as a tan solid. 1H-NMR (CDCI3): δ 10.16 (s, 1H), 8.22 (s, 1 H), 7.54 (d, 1H), 7.34 (m, 1H), 6.59 (m, 1H); TLC (10% 2 M ammonia in methyl alcohol-ethyl acetate) Rf = 0.60.
 

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