Hydrochloric Acid → 4-(4-Amino-piperidine-1-sulfonyl)-2-fluoro-N-phenethyl-benzamide

HRID 337219Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337219
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23](=[O:33])[NH:24][CH2:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:19]([F:34])[CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[NH2:7][CH:8]1[CH2:9][CH2:10][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([NH:24][CH2:25][CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[O:33])=[C:19]([F:34])[CH:18]=2)(=[O:15])=[O:16])[CH2:12][CH2:13]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 71060106[1-(3-Fluoro-4-phenethylcarbamoyl-benzenesulfonyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

Produkt 1

HCID 710600854-(4-Amino-piperidine-1-sulfonyl)-2-fluoro-N-phenethyl-benzamideAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

[1-(3-Fluoro-4-phenethylcarbamoyl-benzenesulfonyl)-piperidin-4-yl]-carbamic acid tert-butyl ester (0.38 g, 0.7 mmol) was suspended in a 4M solution of HCl in Dioxane (5 ml). The resulting suspension was stirred at room temperature for 3 hours. After this time the solution was concentrated under vacuum, then azeotroped with methanol and suspended in diethyl ether. The resulting solid precipitate was then collected by filtration, washed with diethyl ether and dried under vacuum to afford the title compound (0.24 g, 80% yield) as a white solid. Tr=1.20 min, m/z (ES+) (M+H)+ 406.

Aufarbeitung

  1. concentrationAfter this time the solution was concentrated under vacuum
  2. customazeotroped with methanol
  3. filtrationThe resulting solid precipitate was then collected by filtration
  4. washwashed with diethyl ether
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4f6626aa05f84885b3b383fba2e3257b
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889716B2

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