4-Methylpiperazine-1-carbothioamide → 4-[5-Fluoro-2-(4-methyl-piperazin-1-yl)thiazol-4-yl]-benzoic acid methyl ester

HRID 1027626Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1027626
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH:11](Br)[F:12])=[CH:6][CH:5]=1.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:23](=[S:25])[NH2:24])[CH2:19][CH2:18]1>C(O)C>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:24]=[C:23]([N:20]3[CH2:21][CH2:22][N:17]([CH3:16])[CH2:18][CH2:19]3)[S:25][C:11]=2[F:12])=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 21130864-Methylpiperazine-1-carbothioamideHCID 575519704-(2-Bromo-2-fluoro-acetyl)-benzoic acid methyl ester

Produkt 1

HCID 575519414-[5-Fluoro-2-(4-methyl-piperazin-1-yl)thiazol-4-yl]-benzoic acid methyl esterAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-(2-Bromo-2-fluoro-acetyl)-benzoic acid methyl ester (1.18 mmol) and 4-methyl-piperazine-1-carbothioic acid amide (1.18 mmol) were dissolved in ethanol (10 mL). The reaction was heated at reflux for 2 h. The reaction was cooled to RT causing the product to precipitate. The product was collected by filtration and washed with cold ethanol. The product was given an aqueous sodium bicarbonate work up to yield the title compound as a colourless oil (74%). MS (ES+) 337 (M+H, 100%).

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 2 h
  3. customto precipitate
  4. filtrationThe product was collected by filtration
  5. washwashed with cold ethanol

Quellen und Nachweise

ORD-Eintrag
ord-71a8eee48dc546fb8ff83f3d6edc5d37
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735395B2

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