Hydrochloric Acid → (3aS,7aS)-1-[1-(3-methylpyrrolidin-3-yl)-4-piperidyl]-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-2-one

HRID 1642485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1642485
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]3([CH3:25])[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]3)[CH2:9][CH2:8]2)[C@H:5]2[CH2:26][CH2:27][CH2:28][CH2:29][C@@H:4]2[NH:3]1.Cl>O1CCOCC1>[CH3:25][C:13]1([N:10]2[CH2:11][CH2:12][CH:7]([N:6]3[C@H:5]4[CH2:26][CH2:27][CH2:28][CH2:29][C@@H:4]4[NH:3][C:2]3=[O:1])[CH2:8][CH2:9]2)[CH2:17][CH2:16][NH:15][CH2:14]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 57619807Tert-butyl 3-[4-[(3aS,7aS)-2-oxo-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-1-yl]-1-piperidyl]-3-methyl-pyrrolidine-1-carboxylate

Produkt 1

HCID 57619793(3aS,7aS)-1-[1-(3-methylpyrrolidin-3-yl)-4-piperidyl]-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-2-oneAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

Tert-butyl 3-[4-[(3aS,7aS)-2-oxo-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-1-yl]-1-piperidyl]-3-methyl-pyrrolidine-1-carboxylate (1.85 g, 4.55 mmol) in dioxane was added with 4N HCl solution in dioxane (11.4 mL, 45.5 mmol) and was stirred at room temperature under nitrogen atmosphere overnight. Then solvent was removed under reduced pressure to give the title compound as a white solid (1.3 g), which was used for the subsequent step without further purification. MS (M+1): 307.28.

Aufarbeitung

  1. customThen solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-346797aef65d49b8a8d143497c2c8554
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119661B2

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