Reaktion #72204

Reaktionsgleichung

(3S)-3-aminopyrrolidine

ethyl 2-bromo-4-methylthiazole-5-carboxylate

diisopropylethylamine

→

title compound

Ausbeute 84.0%

Ethyl 2-[(3S)-3-aminopyrrolidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate

Ausbeute 84.0%

Lösungsmittel

DMF

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture was washed with saturated aqueous sodium bicarbonate solution
2. 2
   Trocknendried over anhydrous magnesium sulfate
3. 3
   Filtrationfiltration
4. 4
   Sonstigethe solvent was evaporated under reduced pressure
5. 5
   SonstigeThe resulting residue was purified by silica gel column chromatography (elution solvent: dichloromethane/methanol=5/1)

Vorschrift

A solution of (3S)-3-aminopyrrolidine (0.16 mL, 1.80 mmol), ethyl 2-bromo-4-methylthiazole-5-carboxylate (300 mg, 1.20 mmol) and diisopropylethylamine (0.42 mL, 2.40 mmol) in DMF (12 mL) was stirred at 90° C. for 75 minutes. The reaction solution was diluted with ethyl acetate, and then the mixture was washed with saturated aqueous sodium bicarbonate solution, and dried over anhydrous magnesium sulfate. Following filtration, the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: dichloromethane/methanol=5/1) to obtain 257 mg of the title compound as a pale yellow solid (84%).

Quelle