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Chemical Structure| 282104-62-5 Chemical Structure| 282104-62-5

Structure of 282104-62-5

Chemical Structure| 282104-62-5

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Product Details of [ 282104-62-5 ]

CAS No. :282104-62-5
Formula : C10H12FNO2
M.W : 197.21
SMILES Code : CC(NCCOC1=CC=C(F)C=C1)=O
MDL No. :MFCD02062994

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Application In Synthesis of [ 282104-62-5 ]

* 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 [ 282104-62-5 ]

[ 282104-62-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6096-89-5 ]
  • [ 108-24-7 ]
  • [ 282104-62-5 ]
YieldReaction ConditionsOperation in experiment
With pyridine; for 18h; Dissolve (2- (4-fluorophenoxy) ethyl) carbamic acid tert-butyl ester (435 mg, 2.28 mmol) in trifluoroacetic acid (5 mL) cooled in an ice bath and stirred for 30 minutes. Reduce the solution in vacuo and dissolve in pyridine (10 mL) along with acetic anhydride (1. 1 mL, 11.0 mmol). After 18 hours remove the solvent under vacuum. Dissolve the residue in dichloromethane and first extract with saturated sodium bicarbonate solution followed by a IN HCI solution extraction. Dry and reduce the organic layer to give 272 mg of a solid that is N- (2- (4-FLUOROPHENOXY) ethyl) acetamide which is carried without purification to the next step. Mix the N- (2- (4- fluorophenoxy) ethyl) acetamide (240 mg, 1.22 mmol) with Lawesson's reagent (296 mg, 0.73 mmol) in toluene and heat at 80C for 90 minutes. Remove the solvent IN VACUO to give an oil. Dissolve the oil in ether and remove the solid precipitate by filtration. Add excess iodomethane (3 mL) and leave at room temperature for 17 hours. Reduce in vacuo to give an oil. Dissolve the oil in dichloromethane and wash with saturated sodium bicarbonate solution. Dry and reduce the solution to give 92 mg (0.405 mmol) OF N- (2- (4-fluorophenoxy) ethyl) thioacetimidic acid methyl ester as an oil. Dissolve this product in dichloromethane and add trifluoromethanesulfonic acid methyl ester (90. 5 UL, 0.8 mmol). After 18 hours remove the solvent to give an oil (129 mg). Dissolve this oil in pyridine and add (R)- (6-AMINO-2 (R)-HYDROXYINDAN-L-YL) carbamic acid tert-butyl ester (87 mg, 0.33 mmol). After 24 hours remove the solvent in vacuo to give an oil. Dissolve the oil in dichloromethane and wash with saturated sodium bicarbonate solution. Dry the organic layer and reduce under vacuum to give 88.9 mg of the titled compound and use as is.
 

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