HCID 86646666, compound → HCID 86646668, compound

Participants

Reaction Conditions

Reaction Steps

Methyl (3R)-3-(4-chloro-3-nitrophenyl)-4-(2,2,2-trifluoroacetylamino)butanoate (65a) (3 g, 8.15 mmol) was dissolved in 4 mL of acetic acid and 60 mL of water. At 50° C., iron powder (2.5° C., 2.74 g, 40.75 mmol) was added and the reaction mixture was stirred for 1 h at 50° C. The mixture was cooled to room temperature and then extracted with 100 mL of ethyl acetate. The ethyl acetate solution was washed with 30 mL of water, and the water extraction repeated another ten times to remove the acetic acid. The organic layer was dried over sodium sulfate and the solvent removed under reduced pressure to provide 2.1 g of methyl (3R)-3-(3-amino-4-chlorophenyl)-4-(2,2,2-trifluoroacetylamino)butanoate (65b).

Provenance & Evidence