反应详情

To a solution of 2-methyl-N-[(5-methyl-1,3,4-oxadiazol-2-yl)-(3-methyloxetan-3-yl)methyl]propane-2-sulfinamide (example 245a, 1.23 g, 4.28 mmol) in methanol (20 ml) was added a 4M solution of hydrochloric acid in dioxane (1.61 ml, 6.42 mmol) and the reaction mixture was stirred at room temperature for 2 hours. Reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate. The organic phase was extracted with 5 ml of a 2M aqueous solution of sodium carbonate. The organic phase was collected and the aqueous phase was back-extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a dichloromethane/methanol gradient to yield the title compound (179 mg, 23%). MS (ESI, m/z): 184.5 (M+H+).

1. customReaction mixture
2. concentrationwas concentrated in vacuo
3. dissolutionthe residue was dissolved in ethyl acetate
4. extractionThe organic phase was extracted with 5 ml of a 2M aqueous solution of sodium carbonate
5. customThe organic phase was collected
6. extractionthe aqueous phase was back-extracted with ethyl acetate
7. dry with materialThe combined organic phases were dried over sodium sulfate
8. customevaporated down to dryness
9. customThe crude material was purified by flash chromatography on silica eluting with a dichloromethane/methanol gradient