Reaktion #2371769

ord-6c3e436b1f424280855639a3dc420851

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe reaction mixture was concentrated to dryness
  2. 2
    workup.ADDITIONdiluted with water (4 mL)
  3. 3
    workup.ADDITIONneutralized by the addition of aq. 2N HCl
  4. 4
    SonstigeThe solid formed after the neutralization
  5. 5
    Filtrationwas filtered
  6. 6
    Sonstigesuction dried

Vorschrift

Methyl 5-(2-(4-fluoro-3-methylphenyl)pyridin-3-yl)-1H-indazole-7-carboxylate (300 mg, 0.55 mmol) was saponified by LiOH (0.12 g,) in THF/H2O (1:1, 8 mL) for 2 days. The reaction mixture was concentrated to dryness, diluted with water (4 mL) and neutralized by the addition of aq. 2N HCl. The solid formed after the neutralization was filtered and suction dried to obtain the title compound as a white solid (220 mg). 1H NMR (DMSO-d6): δ 13.15 (s, 1H),8.67 (app dd, 1H, J=1.4 and 4.7 Hz), 8.17 (s, 1H), 7.97-7.92 (m, 2H), 7.68 (d, 1H, J=1.7 Hz), 7.51 (dd, 1H, J=4.7 and 7.6 Hz), 7.38 (d, 1H, 7.6 Hz), 6.93-6.90 (m, 2H), 2.12 (s, 3H).19F NMR (DMSO-d6): δ −118.43 (s).LCMS: 97%, MS (m/e) 348 (MH+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09145433B2uspto-grants-2015_09