反应详情

温度

0 °C

To NaH (10 mmol, 0.48 g, pentane washed) in DMF (10 mL) was added 2-mercaptopyridine (10 mmol, 1.11 g) at 0° C. After stirring for 2 hours at 0° C., 1-(1-chloro-2-hydroxy-3-propanyl)-4-(4, 4'-difluorobenzhydryl)piperazine (5 mmol, 1.91 g) in DMF (20 mL) was added dropwise under nitrogen over 10 minutes. The mixture was stirred 15 minutes at 0° C. and 5 days at room temperature. The mixture was then filtered and the filtrate concentrated in vacuo (1 mmHg, 70° C.). The concentrated mixture was purified on a silica gel column using 5% methanol:methylene chloride. Crude material thus obtained was rechromatographed on silica gel using 10% acetone:methylene chloride and then 10% methanol:methylene chloride. After drying in a vacuum dessicator overnight, the pure product was an amber glass (0.87 g, 38.1%); DCI MS (M+1)=456; (300 MHz) 1H NMR (CDCl3)δ:8.4 (d,1H) and 7.5 (m,1H), 7.3 (m,4H), 7.25 (m,1H), 7.0 (m,5H), 4.0 (m, 1H), 3.2-3.6 (m,4H), 2.5 (m,10H).

1. stirringThe mixture was stirred 15 minutes at 0° C. and 5 days at room temperature
2. filtrationThe mixture was then filtered
3. concentrationthe filtrate concentrated in vacuo (1 mmHg, 70° C.)
4. customThe concentrated mixture was purified on a silica gel column
5. customCrude material thus obtained
6. customwas rechromatographed on silica gel using 10% acetone
7. customAfter drying in a vacuum dessicator overnight