5-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 69940339, compound

HRID 714748Notes

Reaction equation

HRID 714748 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[CH:24]=[C:25]([C:36]([O:38][CH3:39])=[O:37])[CH:26]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[CH:28]=1>>[Cl:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:27]1[CH:28]=[C:23]([CH2:22][N:11]2[C:10](=[O:13])[N:9]([CH2:14][C@H:15]([OH:20])[C:16]([F:18])([F:19])[F:17])[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[N:12]2)[CH:24]=[C:25]([C:36]([O:38][CH3:39])=[O:37])[CH:26]=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 67396375HCID 67396375, compound

Product 1

HCID 69940339HCID 69940339, compound

Procedure

Analogously to the preparation of Example 139, 248 mg (0.81 mmol) of the compound from Example 5A were reacted with 274 mg (0.81 mmol) of the compound from Example 112A. This gave 271 mg (59% of theory) of the target compound.

Sources & evidence

ORD record
ord-07d6ea3a675e4887adf1cc0e7ff390a0
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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