Water → N-1,2-Benzisoxazol-3-yl-4-{3-[4-(trifluoromethyl)phenyl]-1,2,4-thiadiazol-5-yl}piperazine-1-carboxamide

HRID 2262882Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2262882
Cl[C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)[N:3]=1.FC(F)(F)C(O)=O.[O:24]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[C:26]([NH:33][C:34]([N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)=[O:35])=[N:25]1.C(N(CC)CC)C.O>CN(C)C=O>[O:24]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[C:26]([NH:33][C:34]([N:36]2[CH2:41][CH2:40][N:39]([C:2]3[S:6][N:5]=[C:4]([C:7]4[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=4)[N:3]=3)[CH2:38][CH2:37]2)=[O:35])=[N:25]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 186966075-Chloro-3-[4-(trifluoromethyl)phenyl]-1,2,4-thiadiazoleHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

Produkt 1

HCID 68779107N-1,2-Benzisoxazol-3-yl-4-{3-[4-(trifluoromethyl)phenyl]-1,2,4-thiadiazol-5-yl}piperazine-1-carboxamideAusbeute 36,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-chloro-3-(4-trifluoromethylphenyl)-1,2,4-thiadiazole (147 mg, 0.555 mmol) and N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) in N,N-dimethylformamide (2 ml) was added triethylamine (0.389 ml, 2.78 mmol) at room temperature, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured to water, and the precipitated solid was separated by filtration, which was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran to give 97.0 mg (36.9%) of the desired product.

Aufarbeitung

  1. customthe precipitated solid was separated by filtration, which
  2. customwas recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-262e8294a02b460f990fb94831c616b3
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07851473B2

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