5-(4-Chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 86690941, compound

HRID 714732Notes

Reaction equation

HRID 714732 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:21][C:22]1[CH:23]=[C:24]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:36])[CH:25]=[C:26]([CH2:28]Br)[CH:27]=1>>[Br:21][C:22]1[CH:27]=[C:26]([CH2:28][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:25]=[C:24]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:36])[CH:23]=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 67396310HCID 67396310, compound

Product 1

HCID 86690941HCID 86690941, compound

Procedure

Analogously to the preparation of Example 91, 109 mg (0.36 mmol) of the compound from Example 5A were reacted with 128 mg (0.36 mmol) of the compound from Example 117A. This gave 148 mg (68% of theory) of the target compound.

Sources & evidence

ORD record
ord-39ef6ecd3e5b4b26951a504569a610fb
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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