反应详情

温度

0 °C

To a solution of (3S)-tert-butyl 3-(acetylthiomethyl)-4-(2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl)piperazine-1-carboxylate (30.8 mg, 0.0680 mmol) in toluene (0.62 mL) was added thionyl chloride (14.9 μL, 0.205 mmol). The mixture was cooled with an ice bath and then pyridine (22.1 μL, 0.273 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 20 min, and then allowed to warm to room temperature over an hour and finally heated at 70° C. for 30 min. The reaction mixture was concentrated and the residue was diluted with ethyl acetate, washed with a minimum amount of saturated sodium bicarbonate aqueous solution, and then brine. The organic layer was separated, filtered through a pad of anhydrous sodium sulfate and concentrated. Used directly in the next step.

1. temperatureThe mixture was cooled with an ice bath
2. temperatureto warm to room temperature over an hour
3. temperaturefinally heated at 70° C. for 30 min
4. concentrationThe reaction mixture was concentrated
5. additionthe residue was diluted with ethyl acetate
6. washwashed with a minimum amount of saturated sodium bicarbonate aqueous solution
7. customThe organic layer was separated
8. filtrationfiltered through a pad of anhydrous sodium sulfate
9. concentrationconcentrated