Ammonium Chloride → HCID 86712809, compound

Participants

Reaction Steps

(S)-2,2,4-trifluoro-3-(2-fluoro-phenyl)-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (intermediate F3.1) (177 mg, 461 μmol) was dissolved in tetrahydrofuran (4 ml) and at 0° C. lithium borohydride (2 M solution in tetrahydrofuran; (461 μl, 921 μmol) was added dropwise. After 30 minutes the reaction was complete. For the workup, the reaction mixture was poured into a mixture of ice water and a saturated solution of ammonium chloride. Thereafter, the mixture was extracted with ethyl acetate (3×), the organic layers were combined, washed with brine, dried over sodium sulphate and evaporated at reduced pressure. The resulting product was pure enough to be engaged in the next step without further purification. The 2-methyl-propane-2-sulfinic acid [(S)-2,2-difluoro-1-fluoromethyl-1-(2-fluoro-phenyl)-3-hydroxy-propyl]-amide (153 mg, 97% yield) was obtained as a white foam. MS (ISN): m/z=342.2 [M+H]+.

Provenance & Evidence