반응 #2286355

반응 방정식

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

용매

dichloromethane

water

반응 조건

후처리

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

실험 절차

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).

출처