反应详情

To a cold (0° C.) mixture of 4-[2-(1,1-dioxo-1λ6-thiomorpholine-4-carbonyl)-1-isopropyl-1H-indol-5-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (410 mg, 1.0 eq.) in dichloromethane (8 mL) was added dropwise trifluoroacetic acid (920 mg, 10 eq.). The mixture was stirred overnight at room temperature then concentrated in vacuo. The residue was partitioned between a potassium carbonate aqueous solution and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, filtered and dried in vacuo. The residue was then purified on silica eluting with dichloromethane/methanol/ammoniac 95:5:0.25 v:v:v. to yield 296 mg (86%) of the desired product as off-white oil. MS (m/e): 420.4 (MH+, 100%).

1. concentrationthen concentrated in vacuo
2. customThe residue was partitioned between a potassium carbonate aqueous solution and ethyl acetate
3. extractionThe aqueous layer was extracted with ethyl acetate
4. dry with materialthe combined organic layers were dried over sodium sulfate
5. filtrationfiltered
6. customdried in vacuo
7. customThe residue was then purified on silica eluting with dichloromethane/methanol/ammoniac 95:5:0.25 v