反应详情

温度

40 °C

To a solution of 4-chloro-1-[(4-methylphenyl)sulfonyl]-1,2,5,6-tetrahydropyridine-3-carbaldehyde (1 eq) obtained in step II of example 200 in DMSO was added Na2CO3(4.0 eq) and sarcosine hydrochloride (2.0 eq) at room temp and the reaction mixture was stirred for 1.5 hr at 40° C. Reaction mass was then quenched with water and extracted with ethyl acetate. Organic layer was separated and dried over anhydrous Na2SO4, concentrated under reduced pressure to afford crude product, which, was dissolve in DMF and added to the mixture of tBuOK (1.0 eq) in DMF at 0° C. and stirred at room temperature for 2 h Reaction mass was quenched in water and extracted with ethyl acetate. Organic layer was separated dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded ethyl 1-methyl-5-[(4-methylphenyl)sulfonyl]-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carboxylate.

1. customReaction mass
2. customwas then quenched with water
3. extractionextracted with ethyl acetate
4. customOrganic layer was separated
5. dry with materialdried over anhydrous Na2SO4
6. concentrationconcentrated under reduced pressure
7. customto afford crude product, which
8. stirringstirred at room temperature for 2 h
9. customReaction mass
10. customwas quenched in water
11. extractionextracted with ethyl acetate
12. customOrganic layer was separated
13. dry with materialdried over anhydrous Na2SO4
14. concentrationconcentrated under reduced pressure
15. customto afford crude product, which
16. customon purification by column chromatography