{3-(4-Chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetic acid → N2-{[({3-(4-Chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino][2-(trifluoromethyl)phenyl]acetyl}-2-methylalaninamide

HRID 574158Notes

Reaction equation

HRID 574158 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12](/[CH:13]=[CH:14]/[C:15]([F:18])([F:17])[F:16])[C:11](=[O:19])[N:10]([CH2:20][C:21]([OH:23])=O)[N:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:25][CH:26]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:42]([F:45])([F:44])[F:43])[C:27]([NH:29][C:30]([CH3:35])([C:32]([NH2:34])=[O:33])[CH3:31])=[O:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12](/[CH:13]=[CH:14]/[C:15]([F:16])([F:17])[F:18])[C:11](=[O:19])[N:10]([CH2:20][C:21]([NH:25][CH:26]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[C:42]([F:43])([F:44])[F:45])[C:27]([NH:29][C:30]([CH3:35])([C:32]([NH2:34])=[O:33])[CH3:31])=[O:28])=[O:23])[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 59536906{3-(4-Chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetic acidHCID 89780485N2-{Amino[2-(trifluoromethyl)phenyl]acetyl}-2-methylalaninamide hydrochloride

Product 1

HCID 56932706N2-{[({3-(4-Chlorophenyl)-5-oxo-4-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino][2-(trifluoromethyl)phenyl]acetyl}-2-methylalaninamide

Procedure

Analogously to Example 1, 25 mg (72 μmol) of the compound of Example 11A and 29 mg (79 μmol) of the compound of Example 62A were employed. Purification by HPLC [Method 7] gave 32 mg (70% of theory) of the title compound.

Workup

  1. customPurification by HPLC [Method 7]

Sources & evidence

ORD record
ord-d9b0abc1dabf471ebfc7b1f13d93afb3
Source dataset
uspto-grants-2015_05
Patent number
US09034855B2

Reaction notes

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