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

HRID 574157Notes

Reaction equation

HRID 574157 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11](=[O:21])[N:10]([CH2:22][C:23](O)=[O:24])[N:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:27][CH:28]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=1[C:44]([F:47])([F:46])[F:45])[C:29]([NH:31][C:32]([CH3:37])([C:34]([NH2:36])=[O:35])[CH3:33])=[O:30]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11](=[O:21])[N:10]([CH2:22][C:23]([NH:27][CH:28]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[C:44]([F:45])([F:46])[F:47])[C:29]([NH:31][C:32]([CH3:37])([C:34]([NH2:36])=[O:35])[CH3:33])=[O:30])=[O:24])[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 58012119[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acidHCID 89780485N2-{Amino[2-(trifluoromethyl)phenyl]acetyl}-2-methylalaninamide hydrochloride

Product 1

HCID 56932663N2-{({[3-(4-Chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-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 (69 μmol) of [3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid (for the preparation, see WO 2007/134862, Example 156A) and 28 mg (76 mol) of the compound of Example 62A were employed. Purification by HPLC [Method 7] gave 28 mg (63% of theory) of the title compound.

Workup

  1. customPurification by HPLC [Method 7]

Sources & evidence

ORD record
ord-df3915f380e04ac4938659f99deecf2a
Source dataset
uspto-grants-2015_05
Patent number
US09034855B2

Reaction notes

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