2-Bromothiazole → ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate

HRID 1678875Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1678875
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[NH2:8].Br[C:17]1[S:18][CH:19]=[CH:20][N:21]=1>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[NH:8][C:17]1[S:18][CH:19]=[CH:20][N:21]=1

Komponenten

4

Edukt 2

HCID 764302-BromothiazoleHCID 20364696Ethyl 2-(4-amino-3-fluorophenyl)propanoate

Produkt 1

HCID 20364701ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionateAusbeute 63,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-(3-fluoro-4-aminophenyl)propionate (15 g) and 2-bromothiazole (11.7 g) is stirred at 150°-155° C for 15 minutes. The reaction mixture is dissolved in methylene chloride and the solution is washed with an aqueous solution of sodium hydrogen carbonate and dried. The solvent is evaporated. The residue is subjected to chromatography using alumina. From benzene eluate, ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate (13.3 g) is obtained as oily substance boiling at 162°-164° C at 0.2 mmHg.

Aufarbeitung

  1. washthe solution is washed with an aqueous solution of sodium hydrogen carbonate
  2. customdried
  3. customThe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-0e350db437c540e2907730dbbb7eeeb8
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04077968

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