反応 #2286355

反応方程式

triethylamine

2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-1,3-thiazole-4-carboxylic acid

methoxy(methyl)ammonium chloride

1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide HCl salt

→

tert-Butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

溶媒

dichloromethane

water

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature overnight
2. 2
   その他The aqueous phase was separated off
3. 3
   抽出extracted with ethyl acetate
4. 4
   乾燥The combined organic phases are dried over sodium sulphate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The residue was purified chromatographically

実験手順

At room temperature, triethylamine (324 mg) was added to a suspension of 2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-1,3-thiazole-4-carboxylic acid (1.0 g) in dichloromethane (30 mL). After ten minutes of stirring, methoxy(methyl)ammonium chloride (312 mg), 4-dimethylaminopyridine (39 mg) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide HCl salt (675 mg) were added. The mixture was stirred at room temperature overnight, and water was then added. The aqueous phase was separated off and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. The residue was purified chromatographically. This gave tert-butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (1.0 g).

出典