Hydrochloric Acid → Tert-butyl 2-(4-fluorophenyl)-6-oxopiperidin-1-ylcarbamate

A 1 N sodium hydroxide solution (0.6 mL) was added to a solution of methyl 5-(N′-tert-butoxycarbonylhydrazino)-5-(4-fluorophenyl)pentanoate (81 mg) in methanol (1 mL), and the reaction solution was stirred at room temperature for two hours. 2 N aqueous hydrochloric acid (0.3 mL) was added to the reaction solution, and the reaction solution was concentrated under reduced pressure. HOBT (64 mg) and EDC (91 mg) were added to a solution of the residue in DMF (1 mL), and the reaction solution was stirred at room temperature for two hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane:ethyl acetate=9:1->ethyl acetate) to obtain 50 mg of the title compound. The property values, of the compound are as follows.

1. concentrationthe reaction solution was concentrated under reduced pressure
2. additionHOBT (64 mg) and EDC (91 mg) were added to a solution of the residue in DMF (1 mL)
3. stirringthe reaction solution was stirred at room temperature for two hours
4. additionEthyl acetate and saturated sodium bicarbonate water were added to the reaction solution
5. customthe organic layer was separated
6. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (elution solvent: heptane:ethyl acetate=9:1->ethyl acetate)

ORD-Eintrag

ord-c60a1fe23f584b5c81ccdbfb826c7099

Quelldatensatz

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07713993B2