Reaktion #84149

ord-5832e3deb7e74ffd9ceb999f45ff1987

Lösungsmittel

Reaktionsbedingungen

Temperatur
75°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was evaporated in vacuo
  2. 2
    Sonstigethe residue partitioned between H2O (15 mL) and EtOAc (15 mL)
  3. 3
    SonstigeThe layers were separated
  4. 4
    Extraktionthe aqueous phase extracted with EtOAc (2×15 mL)
  5. 5
    TrocknenThe combined organics were dried (MgSO4)
  6. 6
    Filtrationfiltered
  7. 7
    Sonstigethe solvent evaporated in vacuo

Vorschrift

To a stirred solution of 4-nitro-1H-pyrazole (27) (1.0 g, 8.9 mmol) in MeCN (15 mL) was added K2CO3 (1.8 g, 13.2 mmol) and 3-bromo-propanol (880 μL, 9.7 mmol). The mixture was stirred at 75° C. for 6 hours. The solvent was evaporated in vacuo and the residue partitioned between H2O (15 mL) and EtOAc (15 mL). The layers were separated and the aqueous phase extracted with EtOAc (2×15 mL). The combined organics were dried (MgSO4), filtered and the solvent evaporated in vacuo to afford the title compound as a pale yellow oil (1.41 g, 93%); LCMS, Rt=1.31 min (MeOH-FA method), m/z 172 (MH+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09433622B2uspto-grants-2016_09