Hydroxyamine hydrochloride → 3-{2-[4-(1-Hydroxyiminoethyl)phenylthio]thien-5-yl}-3-methoxy-1-(2,2,2-trifluoroethyl)pyrrolidine
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[S:12][C:13]([C:16]3([O:26][CH3:27])[CH2:20][CH2:19][N:18]([CH2:21][C:22]([F:25])([F:24])[F:23])[CH2:17]3)=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)(=O)[CH3:2].Cl.[NH2:29][OH:30]>>[OH:30][N:29]=[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[S:12][C:13]([C:16]3([O:26][CH3:27])[CH2:20][CH2:19][N:18]([CH2:21][C:22]([F:25])([F:24])[F:23])[CH2:17]3)=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)[CH3:2]Participants
3
Procedure
Using an analogous procedure to that described in Example 27, 3-[2-(4-acetylphenylthio)thien-5-yl]-3-methoxy-1-(2,2,2-trifluoroethyl)pyrrolidine was reacted with hydroxylamine hydrochloride to give 3-{2-[4-(1-hydroxyiminoethyl)phenylthio]thien-5-yl}-3-methoxy-1-(2,2,2-trifluoroethyl)pyrrolidine as a gum in 63% yield.