Reaktion #8266

ord-a870c76f4f7a49d2b266d70d50a35915

Reaktionsgleichung

CC(C)(C)OC(=O)N[C@@H]1CCN(c2ccc([N+](=O)[O-])cc2F)C1
3-Fluoro-4-(3(R)-(t-butoxycarbonyl)aminopyrrolidin-1-yl)nitrobenzene
→
CC(C)(C)OC(=O)N[C@@H]1CCN(c2ccc(N)cc2F)C1
required product
CC(C)(C)OC(=O)N[C@@H]1CCN(c2ccc(N)cc2F)C1
5-Amino-2-(3(R)-(t-butoxycarbonyl)aminopyrrolidin-1-yl)fluorobenzene

Edukte

CC(C)(C)OC(=O)N[C@@H]1CCN(c2ccc([N+](=O)[O-])cc2F)C1
3-Fluoro-4-(3(R)-(t-butoxycarbonyl)aminopyrrolidin-1-yl)nitrobenzene

Reagenzien

[Pd]
palladium

Lösungsmittel

CCOC(C)=O
ethyl acetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAfter filtration
  2. 2
    Sonstigethrough celite and evaporation

Vorschrift

3-Fluoro-4-(3(R)-(t-butoxycarbonyl)aminopyrrolidin-1-yl)nitrobenzene (32.7 g, 0.101 M) was dissolved in ethyl acetate (500 ml) treated with palladium catalyst (10% on carbon, 7.5 g) and hydrogenated at atmospheric pressure until the theoretical uptake of gas. After filtration through celite and evaporation, the required product was obtained as a red gum of sufficient quality for use without purification (29.85 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087629B2uspto-grants-2006_08