4-(3-Mercaptophenyl)-4-methoxytetrahydropyran → 4-[3-(3-chloro-4-(N-methyltrifluoroacetamido)phenylthio)phenyl]-4-methoxytetrahydropyran
Reaction equation
[Cl:1][C:2]1[CH:15]=[C:14](I)[CH:13]=[CH:12][C:3]=1[N:4]([CH3:11])[C:5](=[O:10])[C:6]([F:9])([F:8])[F:7].[SH:17][C:18]1[CH:19]=[C:20]([C:24]2([O:30][CH3:31])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1>>[Cl:1][C:2]1[CH:15]=[C:14]([S:17][C:18]2[CH:19]=[C:20]([C:24]3([O:30][CH3:31])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[CH:21]=[CH:22][CH:23]=2)[CH:13]=[CH:12][C:3]=1[N:4]([CH3:11])[C:5](=[O:10])[C:6]([F:9])([F:8])[F:7]Participants
3
Procedure
Using a similar procedure to that described in Example 12, 2'-chloro-4'-iodo-2,2,2-trifluoro-N-methylacetanilide was reacted with 4-(3-mercaptophenyl)-4-methoxytetrahydropyran to give 4-[3-(3-chloro-4-(N-methyltrifluoroacetamido)phenylthio)phenyl]-4-methoxytetrahydropyran in 8% yield as a gum.
Sources & evidence
- ORD record