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

HRID 218086Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 218086
[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-4e8b1392e4e243df9071fd298295c4cf
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198283B2

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