Реакция #2286355

Уравнение реакции

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

Растворители

dichloromethane

water

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature overnight
2. 2
   ДругоеThe aqueous phase was separated off
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   СушкаThe combined organic phases are dried over sodium sulphate
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe residue was purified chromatographically

Методика

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).

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