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ChemicalBook CAS DataBase List EthanediaMide iMpurity F
480452-37-7

EthanediaMide iMpurity F synthesis

4synthesis methods
480452-36-6 Synthesis
EthanediaMide  iMpurity D

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EthanediaMide  iMpurity F

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Yield: 90%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20; for 4 h;

Steps:

3 Example 3N1-((1S, 2R, 4S) -2-amino-4- (dimethylcarbamoyl) cyclohexyl) -N2- (5-chloropyridin-2-yl) oxalamide 2,2,2-trifluoroacetate 3aOr N1-((1S, 2R, 4S) -2-amino-4- (dimethylcarbamoyl) cyclohexyl) -N2- (5-chloropyridin-2-yl) oxalamide 3Of acid under acidic conditions
Tert-Butyl ((1R, 2S, 5S) -2- (2-((5-chloropyridin-2-yl) amino) -2-oxoacetamido) -5- (dimethylcarbamoyl) cyclohexyl in dichloromethane (30 ml) Carbamate 6 (10.0 g, 21.3 mmol)Was added. To this was added trifluoroacetic acid (19.5 g, 170 mmol) at room temperature. The mixture was then stirred at room temperature for 4 hours.After confirming the completion of the reaction by TLC, the reaction mixture was distilled under rotation to obtain a TFA salt amine 3a.This salt was added to water and treated at room temperature with NaHCO3 (50 ml) to give a solid solution, which was filtered to give the free amine 3 (7.07 g, 90%).

References:

Gapi Bio Company Limited;Hansuk, Chung;Neerasa, jayaprakash JP2019/210273, 2019, A Location in patent:Paragraph 0034; 0035

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