Benzylethanolamine → HCID 66614863, compound

Participants

Reaction Conditions

Reaction Steps

(R)—N-(2-Fluoro-5-(2-iodo-1-(triethylsilyloxy)ethyl)phenyl)methanesulfonamide (500 mg) and 2-(benzylamino)ethanol (1.6 g) were admixed with each other and stirred overnight at 100° C. After cooling to room temperature, the reaction solution was purified by column chromatography (“COLUMN-H”; n-hexane:ethyl acetate=2:1) to obtain (R)—N-(5-(2-(benzyl(2-hydroxyethyl)amino)-1-(triethylsilyloxy)ethyl)-2-fluorophenyl)methanesulfonamide (477.5 mg), which was then added with 4-N,N-dimethylaminopyridine (12 mg), triethylamine (163 μL), and THF (15 mL), and then Boc2O-THF solution [10 mL; solution prepared by dissolving Boc2O (230 mg) in THF (10 mL)] was added dropwise thereto. The mixture was stirred at room temperature for 3 hours. After concentrating the reaction solution under reduced pressure, the residue was purified by column chromatography (“COLUMN-H”; n-hexane:ethyl acetate=3:1) to obtain the title compound (500.3 mg).

Provenance & Evidence