Reaktion #2368244

ord-be77931b669f43489114dcdb6388f467

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture was sparged under an atmosphere of hydrogen (1 atm)
  2. 2
    FiltrationThe mixture was filtered through Celite
  3. 3
    Waschenwashed with ethanol
  4. 4
    EinengenThe filtrate was concentrated in vacuo
  5. 5
    Sonstigepurified via reverse phase HPLC (5-95% MeCN/water+0.1% TFA)

Vorschrift

To a solution of 1-{4-[1-(cyclopropylmethyl)-4-ethenyl-1H-benzotriazol-5-yl]benzyl}-3-methylimidazolidine-2,4-dione (68 mg, 0.17 mmol) in EtOH (1.7 mL) was added palladium on carbon (10 wt %, 9 mg). The mixture was sparged under an atmosphere of hydrogen (1 atm) and stirred for 18 hours. The mixture was filtered through Celite and washed with ethanol. The filtrate was concentrated in vacuo and purified via reverse phase HPLC (5-95% MeCN/water+0.1% TFA) to provide the title compound: 1H NMR (400 MHz, CDCl3) 7.31-7.43 (m, 6H), 4.65 (s, 2H), 4.53 (d, 2H, J=6.8 Hz), 3.83 (s, 2H), 3.13 (q, 2H, J=7.6 Hz), 3.09 (s, 3H), 1.40-1.48 (m, 1H), 1.26 (t, 3H, J=7.2 Hz), 0.66-0.71 (m, 2H), 0.50-0.54 (m, 2H) ppm. LRMS m/z (M+H) 404.3 found, 404.2 required.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09139576B2uspto-grants-2015_09