반응 #86555

반응 방정식

7-(1-azidoethyl)-6-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

trimethylphosphine

ethyl acetate

→

desired compound

수율 62.2%

7-(1-aminoethyl)-6-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

수율 62.2%

용매

tetrahydrofuran

water

tetrahydrofuran

반응 조건

후처리

1. 1
   추출the mixture was extracted with aqueous 1 N HCl solution (three times)
2. 2
   추출The combined extract
3. 3
   추출extracted with dicloromethane (two times)
4. 4
   세척The combined organic layer was washed with brine
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated

실험 절차

To a stirred solution of 7-(1-azidoethyl)-6-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.23 g, 0.77 mmol) in tetrahydrofuran (5 mL) and water (1 mL) was added 1.00 M of trimethylphosphine in tetrahydrofuran (0.93 mL, 0.93 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hour. To the mixture was added ethyl acetate, and the mixture was extracted with aqueous 1 N HCl solution (three times). The combined extract was neutralized with solid NaHCO3 and extracted with dicloromethane (two times). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated to give the desired compound (0.13 g, 62%). LCMS calculated for C14H14N3OS (M+H)+: m/z=272.1. Found: 272.0.

출처