反应详情

To a stirring solution of Sodium {2-[6-(4-methanesulfonyl-phenyl)-pyridin-3-yl]-5-methyl-oxazol-4-yl}-acetate (See Intermediate 20) (1.0 mmol) and oxalyl chloride (3.0 mmol) in dioxane (0.10M), add a catalytic amount of dimethylformamide and heat to reflux for 30 minutes. After this time, remove the heat and concentrate in vacuo. Take the resulting solid into dichloromethane (0.10M) and slowly add a solution of (R)-methyl-pyrrolidine hydrochloride (1.0 mmol) and n-methylmorpholine (2.0 mmol) in dichloromethane. Stir at room temperature for 1 hour. After this time, the reaction appears complete. Wash the reaction with 1N hydrochloric acid while extracting with dichloromethane. Concentrate the organic layer in vacuo and purify via radial chromatography eluting with methanol and dichloromethane. MS (m/e): 440.2(M+1)

1. temperatureheat
2. temperatureto reflux for 30 minutes
3. customAfter this time, remove the
4. temperatureheat
5. concentrationconcentrate in vacuo
6. washWash
7. customthe reaction with 1N hydrochloric acid
8. extractionwhile extracting with dichloromethane
9. concentrationConcentrate the organic layer in vacuo
10. custompurify via radial chromatography
11. washeluting with methanol and dichloromethane