tert-Butyl {2-amino-1-[2-(trifluoromethyl)phenyl]ethyl}carbamate → tert-Butyl {2-({[3-(5-chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}amino)-1-[2-(trifluoromethyl)phenyl]ethyl}carbamate

HRID 709167Notes

Reaction equation

HRID 709167 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([OH:20])=O)[N:8]=2)=[CH:4][CH:3]=1.[NH2:21][CH2:22][CH:23]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:30]([F:33])([F:32])[F:31]>>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([NH:21][CH2:22][CH:23]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:39])([CH3:38])[CH3:40])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([F:33])([F:32])[F:31])=[O:20])[N:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 43099850tert-Butyl {2-amino-1-[2-(trifluoromethyl)phenyl]ethyl}carbamateHCID 59536891[3-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

Product 1

HCID 56848685tert-Butyl {2-({[3-(5-chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}amino)-1-[2-(trifluoromethyl)phenyl]ethyl}carbamate

Procedure

Analogously to the procedure of Example 63, 47 mg (146 μmol) of the compound of Example 52A were reacted with 49 mg (161 μmol) of tert-butyl {2-amino-1-[2-(trifluoromethyl)phenyl]-ethyl}carbamate. This gave 60 mg (68% of theory) of the title compound.

Sources & evidence

ORD record
ord-d341e92629d840a7adf4aca9523ed0c2
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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