2-({[4-(4-Chlorophenyl)-2-oxo-3-(3,3,3-trifluoro-2-hydroxypropyl)-2,3-dihydro-1H-imidazol-1-yl]acetyl}amino)-2-[3-(trifluoromethyl)phenyl]ethyl carbamate → 2-({[4-(4-Chlorophenyl)-2-oxo-3-(3,3,3-trifluoro-2-hydroxypropyl)-2,3-dihydro-1H-imidazol-1-yl]acetyl}amino)-2-[2-(trifluoromethyl)phenyl]ethyl carbamate

HRID 2402851Notes

Reaction equation

HRID 2402851 reaction equation
[C:1](=[O:40])([O:3][CH2:4][CH:5]([NH:16][C:17](=[O:39])[CH2:18][N:19]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)[N:21]([CH2:31][CH:32]([OH:37])[C:33]([F:36])([F:35])[F:34])[C:20]1=[O:38])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8](C(F)(F)F)[CH:7]=1)[NH2:2].ClC1C=CC(C2N(CC(O)[C:60]([F:63])([F:62])[F:61])C(=O)N(CC(O)=O)C=2)=CC=1.Cl.C(=O)(OCC(N)C1C=CC=CC=1C(F)(F)F)N>>[C:1](=[O:40])([O:3][CH2:4][CH:5]([NH:16][C:17](=[O:39])[CH2:18][N:19]1[CH:23]=[C:22]([C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)[N:21]([CH2:31][CH:32]([OH:37])[C:33]([F:35])([F:36])[F:34])[C:20]1=[O:38])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=1[C:60]([F:63])([F:62])[F:61])[NH2:2]

Participants

4

Procedure

In the same way as for the compound from Example 206, 58 mg (0.11 mmol) of [4-(4-chlorophenyl)-2-oxo-3-(3,3,3-trifluoro-2-hydroxypropyl)-2,3-dihydro-1H-imidazol-1-yl]acetic acid from Example 185A were reacted with 42 mg (0.12 mmol) of the compound from Example 180A. This gave 12 mg (18% of theory) of the target compound.

Sources & evidence

ORD record
ord-2b28beb28604481aa407acbcf8d3f46b
Source dataset
uspto-grants-2014_08
Patent number
US08796324B2

Reaction notes

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