반응 #41286

반응 방정식

2-chloro-1,1-dimethyl-2-oxoethyl acetate

(1S,2R)-1-{[1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-phenylpropan-2-amine

triethylamine

→

N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenyl-propan-2-yl]-2-hydroxy-2-methyl-propanamide

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue dissolved in ethanol (1 ml)
3. 3
   workup.ADDITIONAqueous sodium hydroxide solution (1 M, 1 ml) was added
4. 4
   기타at 80° C.
5. 5
   기타for 30 min
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The product was purified by semi-prep

실험 절차

To a stirred solution of (1S,2R)-1-{[1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-phenylpropan-2-amine (18 mg, 50 μmol) in dichloromethane (2 ml) was added triethylamine (100 μl), followed by 2-chloro-1,1-dimethyl-2-oxoethyl acetate (24 mg, 150 μmol). The stirring was continued for 20 min at r.t., then the solvent was removed under reduced pressure, and the residue dissolved in ethanol (1 ml). Aqueous sodium hydroxide solution (1 M, 1 ml) was added, and the mixture was stirrer at 80° C. for 30 min. Then it was cooled to r.t., acidified with TFA, and concentrated under reduced pressure. The product was purified by semi-prep. HPLC. Yield 22 mg (96%).

출처