5-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 86690915, compound

HRID 714677Notes

Reaction equation

HRID 714677 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:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=2[Cl:35])=[N:26][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:28]4[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=4[Cl:35])=[N:26][N:27]=3)[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 595368365-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 67412176HCID 67412176, compound

Product 1

HCID 86690915HCID 86690915, compound

Procedure

Analogously to the preparation of Example 18, 36 mg (0.12 mmol) of the compound from Example 5A were reacted with 38 mg (0.12 mmol) of the compound from Example 87A. This gave 33 mg (48% of theory) of the target compound.

Sources & evidence

ORD record
ord-656eeb35c9104982a7e8ce247c5bf78d
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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