반응 #86521

반응 방정식

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

trimethylphosphine

EtOAc

→

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

용매

tetrahydrofuran

water

tetrahydrofuran

반응 조건

후처리

1. 1
   추출the mixture was extracted twice with 1 N HCl
2. 2
   추출extracted with methylene chloride
3. 3
   세척The combined organic layers were washed with brine
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated under reduced pressure

실험 절차

To a stirred solution of 7-(1-azidoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.042 g, 0.12 mmol) in tetrahydrofuran (0.3 mL) and water (0.0873 mL) was added 1.0 M of trimethylphosphine in tetrahydrofuran (0.14 mmol) at room temperature and stirred for 1 hour. To the mixture was added EtOAc and the mixture was extracted twice with 1 N HCl. The combined extracts were neutralized with solid sodium bicarbonate, and extracted with methylene chloride. The combined organic layers were washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was used directly in next step (36 mg, 92.7%). LCMS calculated for C15H14F2N3OS (M+H)+: m/z=322.1. Found: 322.3.

출처