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

HRID 1498828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1498828
[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-2acc4134763b4db0bca1f73961e8031d
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09200006B2

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