5-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 69940401, compound

HRID 714743Notes

Reaction equation

HRID 714743 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:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[C:26]([C:36]([O:38][CH3:39])=[O:37])=[CH:25][CH:24]=1>>[Cl:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:27]1[C:26]([C:36]([O:38][CH3:39])=[O:37])=[CH:25][CH:24]=[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:28]=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 67396291HCID 67396291, compound

Product 1

HCID 69940401HCID 69940401, compound

Procedure

Analogously to the preparation of Example 139, 208 mg (0.68 mmol) of the compound from Example 5A were reacted with 230 mg (0.68 mmol) of the compound from Example 109A. This gave 231 mg (59% of theory) of the target compound.

Sources & evidence

ORD record
ord-61e4ccaaff00471586b2da642586c55c
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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