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Chemical Structure| 1293284-62-4 Chemical Structure| 1293284-62-4
Chemical Structure| 1293284-62-4

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Methyl 2-fluoro-6-(pyrimidin-2-yl)benzoate

CAS No.: 1293284-62-4

4.5 *For research use only!

Cat. No.: A209271 Purity: 95+%

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Product Details of [ 1293284-62-4 ]

CAS No. :1293284-62-4
Formula : C12H9FN2O2
M.W : 232.21
MDL No. :MFCD26401352

Safety of [ 1293284-62-4 ]

Application In Synthesis [ 1293284-62-4 ]

* 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 [ 1293284-62-4 ]

[ 1293284-62-4 ] Synthesis Path-Downstream   1~3

  • 3
  • [ 153435-63-3 ]
  • [ 146014-66-6 ]
  • [ 1293284-62-4 ]
YieldReaction ConditionsOperation in experiment
9.7 g With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; In N,N-dimethyl-formamide; at 115℃; for 0.75h;Inert atmosphere; Methyl 2-fluoro-6-iodobenzoate (17 g, 61 mmol, 1 eq.) and 2-(tributylstannyl)pyrimidine (26.7 g, 72 mmol, 1.2 eq.) were dissolved in 120 ml of dry DMF under nitrogen atmosphere. Cesium fluoride (18.1 g, 119 mmol, 2 eq., highly hygroscopic) was added and nitrogen was bubbled into the suspension for 5 minutes. While bubbling, Copper iodide (1.1 g, 5.77 mmol 0.1 eq.) and tetrakis(triphenylphosphine)palladium(0) (6.9 g,5.97 mmol, 0.1 eq) were added. The mixture was then heated at 115C for 45 minutes. After that, it was allowed to cool to room temperature, diluted with a large volume of AcOEt and filtered over celite. The resulting liquid phase was washed thoroughly with a saturated aqueous solution of ammonium chloride to remove DMF, dried with sodium sulphate, filtered and evaporated to dryness.The isolated crude oil was then purified by flash chromatography on silica gel, eluting with a linear gradient from cyclohexane to Cy:AcOEt 6/4. Evaporation of the collected fractions yielded 9.7 g of (D78) as a yellow-orange oil.MS (ESI) m/z: 233 [M+H].
9.7 g With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; In N,N-dimethyl-formamide; at 115℃; for 0.75h;Microwave irradiation; Inert atmosphere; Methyl 2-fluoro-6-iodobenzoate (17 g, 61 mmol, 1 eq.) and 2-(tributylstannyl)pyrimidine (26.7 g, 72 mmol, 1.2 eq.) were dissolved in 120 ml of dry DMF under nitrogen atmosphere. Cesium fluoride (18.1 g, 119 mmol, 2 eq., highly hygroscopic) was added and nitrogen was bubbled into the suspension for 5 minutes. While bubbling, Copper iodide (1.1 g, 5.77 mmol 0.1 eq.) and tetrakis(triphenylphosphine)palladium(0) (6.9 g, 5.97 mmol, 0.1 eq) were added. The mixture was then heated at 115 C. for 45 minutes. After that, it was allowed to cool to room temperature, diluted with a large volume of AcOEt and filtered over celite. The resulting liquid phase was washed thoroughly with a saturated aqueous solution of ammonium chloride to remove DMF, dried with sodium sulphate, filtered and evaporated to dryness. The isolated crude oil was then purified by flash chromatography on silica gel, eluting with a linear gradient from cyclohexane to Cy:AcOEt 6/4. Evaporation of the collected fractions yielded 9.7 g of (D78) as a yellow-orange oil. MS (ESI) m/z: 233 [M+H]+.
 

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