반응 #86548

반응 방정식

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

trimethylphosphine

ethyl acetate

→

desired compound

수율 88.6%

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

수율 88.6%

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 dichloromethane (two times)
4. 4
   세척The combined organic layers were washed with brine
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated

실험 절차

To a stirred solution of 7-(1-azidoethyl)-6-(3,5-difluorophenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.295 g, 0.885 mmol) in tetrahydrofuran (5 mL) and water (1 mL) was added 1.00 M of trimethylphosphine in tetrahydrofuran (1.06 mL, 1.06 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 dichloromethane (two times). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give the desired compound (0.241 g, 88.6%), which was used directly in next step. LCMS calculated for C14H12F2N3OS (M+H)+: m/z=308.1. Found: 308.0.

출처