Reacción #1379889

ord-02e64fcc1c34429789c49e94ff5532f7

Ecuación de reacción

[Na+].[OH-]
sodium hydroxide
COC(=O)c1ccc(Nc2cccc3ncccc23)cc1
product
COC(=O)c1ccc(Nc2cccc3ncccc23)cc1
4-(quinolin-5-ylamino)-benzoic Acid Methyl Ester
O=C(O)c1ccc(Nc2cccc3ncccc23)cc1
orange powder
O=C(O)c1ccc(Nc2cccc3ncccc23)cc1
4-(quinolin-5-ylamino)-benzoic Acid

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas removed under reduced pressure
  2. 2
    OtroThe resultant residue was purified
  3. 3
    workup.DISSOLUTIONby dissolving in water (1000 ml)
  4. 4
    Otroprecipitating the crude product by acidification to pH3 with 2N HCl
  5. 5
    OtroThe precipitate so formed
  6. 6
    Filtraciónwas collected by filtration
  7. 7
    Lavadowashed with water (250 ml)
  8. 8
    OtroThis purification procedure
  9. 9
    Otrowas dried

Procedimiento

A solution of sodium hydroxide (7 g, 0.18 mol) in water (100 ml) was added to a solution of the product from stage (a) in a mixture of tetrahydrofuran (100 ml) and methanol (350 ml). The reaction mixture was stirred at 50° C. for 3 h before the solvent was removed under reduced pressure. The resultant residue was purified by dissolving in water (1000 ml) adjusted to pH10 with 2M NaOH and precipitating the crude product by acidification to pH3 with 2N HCl. The precipitate so formed was collected by filtration and washed with water (250 ml). This purification procedure was repeated a further two times before the product was dried to give 12.3 g of an orange powder.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07238228B2uspto-grants-2007_07