Reaktion #738296

ord-e423d65ed7fa43f8b2d8e73ee4614b54

Reaktionsgleichung

Cl.N[C@@H](Cc1ccccc1)C(=O)N1CCC(O)CC1
(S)-2-Amino-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one hydrochloride
O=C(O)c1cc2cc(F)ccc2[nH]1
5-fluoro-1H-indole-2-carboxylic acid
O=C(N[C@@H](Cc1ccccc1)C(=O)N1CCC(O)CC1)c1cc2cc(F)ccc2[nH]1
5-Fluoro-1H-indole-2-carboxylic acid [(1S)-benzyl-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe product purified by chromatography on silica gel
  2. 2
    Wascheneluted with 20, 30, 40, 50, 75 and 100% ethyl acetate in hexanes
  3. 3
    SonstigeHPLC (60/40) 3.57 minutes (98%)

Vorschrift

(S)-2-Amino-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one hydrochloride (0.65 mmol) and 5-fluoro-1H-indole-2-carboxylic acid (0.73 mmol) were coupled according to Procedure A (0-25° C. reaction temperature) and the product purified by chromatography on silica gel eluted with 20, 30, 40, 50, 75 and 100% ethyl acetate in hexanes. Yield 228 mg, 84%; HPLC (60/40) 3.57 minutes (98%); PBMS 410 (MH+, 100%);

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06277877B1uspto-grants-2001_08