1,2-Dichloroethane → 2-[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-{1-(2,3-dichlorophenyl)-2-[(ethylcarbamoyl)amino]ethyl}acetamide

HRID 220708Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 220708
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH2:14][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.[CH2:24]([Cl:27])[CH2:25][Cl:26].[CH:28]1[CH:29]=[CH:30][C:31]2[N:36](O)N=[N:34][C:32]=2[CH:33]=1.[CH:38]([N:41]([CH2:45]C)C(C)C)(C)[CH3:39].CN(C=[O:51])C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:11](=[O:19])[N:10]([CH2:20][C:21]([NH:34][CH:32]([C:33]3[CH:28]=[CH:29][CH:30]=[C:25]([Cl:26])[C:24]=3[Cl:27])[CH2:31][NH:36][C:45](=[O:51])[NH:41][CH2:38][CH3:39])=[O:23])[N:9]=2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 59536724[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

Produkt 1

HCID 595368312-[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-{1-(2,3-dichlorophenyl)-2-[(ethylcarbamoyl)amino]ethyl}acetamide

Versuchsvorschrift

Of the compound from Example 177A, 145 mg (0.42 mmol), 143 mg (0.46 mmol) of the compound from Example 154A, 96 mg (0.50 mmol) of EDC, 67 mg (0.50 mmol) of HOBt and 87 μl (0.50 mmol) of N,N-diisopropylethylamine were stirred in 4.9 ml of DMF at RT for 1 h. The entire solution was purified by preparative HPLC [Method 20]. The product fraction was freed from the solvents on a rotary evaporator and the residue was dried in an HV. This gave 150 mg (58% of theory) of the title compound.

Aufarbeitung

  1. customThe entire solution was purified by preparative HPLC [Method 20]
  2. customThe product fraction was freed from the solvents on a rotary evaporator
  3. customthe residue was dried in an HV

Quellen und Nachweise

ORD-Eintrag
ord-df7a0da080e143d5b8e2b2ee63251caf
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202895B2

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