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Structure of 1260742-02-6

Chemical Structure| 1260742-02-6

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Product Details of [ 1260742-02-6 ]

CAS No. :1260742-02-6
Formula : C10H10F3NO3
M.W : 249.19
SMILES Code : O=C(OCC)C1=CC=C(N)C(OC(F)(F)F)=C1
MDL No. :MFCD15527570
InChI Key :SRDSPOINRBCMRD-UHFFFAOYSA-N
Pubchem ID :53419483

Safety of [ 1260742-02-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H320-H335
Precautionary Statements:P264-P270-P301+P312-P330

Application In Synthesis of [ 1260742-02-6 ]

* 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 [ 1260742-02-6 ]

[ 1260742-02-6 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 175278-22-5 ]
  • [ 64-17-5 ]
  • [ 1260742-02-6 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; for 3h;Reflux; Intermediate Example Int24.01eth l 4-amino-3-(trifluoromethoxy)benzoateTo a stirred solution of 4-amino-3-(trifluoromethoxy)benzoic acid (5.0 g) in ethanol (100 mL) was added thionyl chloride (2.47 mL) at 0 C. The mixture was heated to reflux for 3 h. The solvent was removed in vacuum. The residue was dissolved in ethyl acetate and the mixture was washed with a half- saturated solution of sodium bicarbonate and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum, to give 4.81 g of the title compound, that was used for the next step without purification.
With thionyl chloride; In ethanol; for 3h;Reflux; Intermediate Example Int 15.07.01ethyl 4-amino-3-(trifluoromethoxy)benzoate To a stirred solution of 4-amino-3-(trifluoromethoxy)benzoic acid (5.0 g) in ethanol (100 mL) was added thionyl chloride (2.47 mL) at 0 C. The mixture was heated to reflux for 3 h. The solvent was removed in vacuum. The residue was dissolved in ethyl acetate and the mixture was washed with a half- saturated solution of sodium bicarbonate and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum, to give 4.81 g of the title compound, that was used for the next step without purification.
  • 3
  • [ 1260742-02-6 ]
  • [ 1352619-72-7 ]
  • 4
  • [ 1260742-02-6 ]
  • [ 1352621-29-4 ]
YieldReaction ConditionsOperation in experiment
Intermediate Example Int24.02ethyl 4-bromo-3-(trifluoromethoxy)benzoateTo a stirred solution of Int24.01 (4.8 g) in concentrated aqueous hydrobromic acid (53 mL) was added at 5 C 9.0 mL of a 3 M solution of sodium nitrite. The mixture was stirred for 10 minutes and copper(1 ) bromide (2.76 g) was added. The mixture was stirred for 5 minutes and water (125 mL) was added and the mixture was stirred for 1 h. The mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gelchromatography gave 4.1 g of the title compound.
Intermediate Example Int 15.07.02ethyl 4-bromo-3-(trifluoromethoxy)benzoateTo a stirred solution of Int 15.07.01 (4.8 g) in concentrated aqueous hydrobromic acid (53 mL) was added at 5 C 9.0 mL of a 3M solution of sodium nitrite. The mixture was stirred for 10 minutes and copper(1 ) bromide (2.76 g) was added. The mixture was stirred for 5 minutes and water (125 mL) was added and the mixture was stirred for 1 h. The mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 4.1 g of the title compound.
With hydrogen bromide; sodium nitrite;copper(I) bromide; In water; at 5.0℃; for 1h; Intermediate Example Int24.02eth l 4-bromo-3-(trifluoromethoxy)benzoateTo a stirred solution of Int24.01 (4.8 g) in concentrated aqueous hydrobromic acid (53 mL) was added at 5 C 9.0 mL of a 3M solution of sodium nitrite. The mixture was stirred for 10 min and copper(1 ) bromide (2.76 g) was added. The mixture was stirred for 5 min and water (125 mL) was added and the mixture was stirred for 1 h. The mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 4.1 g of the title compound.
  • 5
  • [ 1260742-02-6 ]
  • [ 1352621-30-7 ]
  • 6
  • [ 1260742-02-6 ]
  • [ 1352621-31-8 ]
  • 7
  • [ 1260742-02-6 ]
  • [ 1403330-28-8 ]
  • 8
  • [ 1260742-02-6 ]
  • C8H3BrClF3O2 [ No CAS ]
  • 9
  • [ 175278-22-5 ]
  • [ 1260742-02-6 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; In ethanol; for 3h;Reflux; Intermediate Example Int24.01ethyl 4-amino-3-(trifluoromethoxy)benzoateTo a stirred solution of 4-amino-3-(trifluoromethoxy)benzoic acid (5.0 g) in ethanol (100 mL) was added thionyl chloride (2.47 mL) at 0C. The mixture was heated to reflux for 3 h. The solvent was removed in vacuum. The residue was dissolved in ethyl acetate and the mixture was washed with a half- saturated solution of sodium bicarbonate and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum, to give 4.81 g of the title compound, that was used for the next step without purification.
  • 10
  • [ 1260742-02-6 ]
  • (6-bromo-3-methyl-2-phenylquinolin-4-yl)(1H-imidazol-1-yl)methanone [ No CAS ]
  • ethyl 4-[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-(trifluoromethoxy)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
75 mg With potassium tert-butylate; In N,N-dimethyl-formamide; at 20.0℃; Example 47A Ethyl 4-[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-(trifluoromethoxy)benzoate (0529) (0530) 150 mg (0.38 mmol) of the compound from example 2A and 95 mg (0.38 mmol) of 187 <strong>[1260742-02-6]ethyl 4-amino-3-(trifluoromethoxy)benzoate</strong> were dissolved in 3 ml of 49 DMF. 86 mg (0.76 mmol) of 153 potassium tert-butoxide were added, and the mixture was stirred at RT for 15 min. Thereafter, a further 22 mg (0.19 mmol) of potassium tert-butoxide were added gradually. Stirring of the reaction mixture continued at RT overnight, and then it was purified, without further workup, by means of preparative HPLC (method 6). After the solvent-water mixture had been removed, the residue was dried under reduced pressure overnight. 75 mg (34% of theory, 100% purity) of the 188 title compound were obtained. (0531) LC/MS (Method 1, ESIpos): Rt=1.38 min, m/z=573/575 [M+H]+.
 

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