반응 #426293

반응 방정식

hydrochloric acid

6-(tert-butoxycarbonyl)-1-benzofuran-2-carboxylic acid

2,2,2-trifluoro-1-[3-trifluoromethylphenyl]ethanamine

4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate

→

tert-Butyl 2-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}carbamoyl)-1-benzofuran-6-carboxylate

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The cooled reaction solution
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The organic phase was washed with sat. sodium hydrogencarbonate solution and saturated sodium chloride solution
4. 4
   건조dried over sodium sulphate
5. 5
   여과filtered
6. 6
   농축concentrated to dryness under reduced pressure
7. 7
   workup.ADDITIONThis leaves 453 mg as a mixture of the tert-butyl ester
8. 8
   기타of the free acid, which was used for the next step without further purification

실험 절차

A solution of 6-(tert-butoxycarbonyl)-1-benzofuran-2-carboxylic acid (350 mg, 1.33 mmol) and 2,2,2-trifluoro-1-[3-trifluoromethylphenyl]ethanamine (357 mg, 1.46 mmol) in N,N-dimethylformamide (5 ml) was admixed with 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (304 mg, 1.46 mmol) and stirred in a closed vessel at 50° C. overnight. The cooled reaction solution was admixed with hydrochloric acid (1 M) and extracted with ethyl acetate. The organic phase was washed with sat. sodium hydrogencarbonate solution and saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated to dryness under reduced pressure. This leaves 453 mg as a mixture of the tert-butyl ester and of the free acid, which was used for the next step without further purification.

출처