Water → N-1,2-Benzisoxazol-3-yl-4-[3-(3-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxamide

HRID 2262878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2262878
Cl[C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[CH:8]=2)[N:3]=1.FC(F)(F)C(O)=O.[O:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[C:23]([NH:30][C:31]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[O:32])=[N:22]1.C(N(CC)CC)C.O>CN(C)C=O>[O:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[C:23]([NH:30][C:31]([N:33]2[CH2:38][CH2:37][N:36]([C:2]3[S:6][N:5]=[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[CH:8]=4)[N:3]=3)[CH2:35][CH2:34]2)=[O:32])=[N:22]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 463184475-Chloro-3-(3-fluorophenyl)-1,2,4-thiadiazoleHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

Produkt 1

HCID 68777990N-1,2-Benzisoxazol-3-yl-4-[3-(3-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxamideAusbeute 56,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-chloro-3-(3-fluorophenyl)-1,2,4-thiadiazole (119 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 132 mg (56.2%) 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-84125b8ddeed4ccb92c431663cf952a6
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07851473B2

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