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

HRID 1366302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1366302
[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-3dcb4c4511a44e1195376256fbdb0135
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07893067B2

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