5-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 86690924, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH2:14][C@H:15]([OH:20])[C:16]([F:19])([F:18])[F:17])[C:10](=[O:13])[NH:11][N:12]=2)=[CH:4][CH:3]=1.Br[CH2:22][C:23]1[S:24][C:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[Cl:38])=[C:26]([C:28]([F:31])([F:30])[F:29])[N:27]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH2:14][C@H:15]([OH:20])[C:16]([F:18])([F:19])[F:17])[C:10](=[O:13])[N:11]([CH2:22][C:23]3[S:24][C:25]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[Cl:38])=[C:26]([C:28]([F:31])([F:29])[F:30])[N:27]=3)[N:12]=2)=[CH:4][CH:3]=1Participants
3
Procedure
40 mg (0.13 mmol) of the compound from Example 5A were reacted with 46 mg (0.13 mmol) of the compound from Example 92A analogously to the preparation of the compound in Example 77. This gave 58 mg (76% of theory) of the title compound.
Sources & evidence
- ORD record
- ord-ebe86ba45b3341f09351fb82e37e2873
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187466B2
Reaction notes
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