反应 #2286355

反应方程式

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

溶剂

dichloromethane

water

反应条件

后处理

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

实验过程

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).

来源