Sodium Hydroxide → 4-[2-[4-(4-Pyridyl)piperazin-1-yl]acetyl]phenoxyacetic acid

HRID 743807

Reaktionsgleichung

Reaktionsgleichung von HRID 743807
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]([C:16]3[CH:27]=[CH:26][C:19]([O:20][CH2:21][C:22]([O:24]C)=[O:23])=[CH:18][CH:17]=3)=[O:15])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[OH-].[Na+]>CO.O>[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:8][CH2:9][N:10]([CH2:13][C:14]([C:16]3[CH:27]=[CH:26][C:19]([O:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:18][CH:17]=3)=[O:15])[CH2:11][CH2:12]2)=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 22118604Methyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]phenoxyacetate

Produkt 1

HCID 97987284-[2-[4-(4-Pyridyl)piperazin-1-yl]acetyl]phenoxyacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
4 °C

Versuchsvorschrift

A stirred solution of the product of Example 1 (550 mg) in methanol (10 ml) was treated with a M sodium hydroxide solution (1.65 ml) and stirring continued for a further 2 hours. The mixture was diluted with water (10 ml) and the resulting solution concentrated in vacuo. Water (20ml) was added and then a M hydrochloric acid solution (1.65 ml). On cooling to 4° C., a solid precipitated. This mixture was concentrated in vacuo, the solid collected and washed with ice-water, then dried to give the title compound, 320 mg, as a solid: m.p. 294°-296° C.; NMR (d6DMSO+TFA) δ8.34(2H,d), 7.95(2H,d), 7.26(2H,d), 7.10(2H,d), 5.06(2H,s), 4.82(2H,s), 4.06(4H,bs), 3.52(4H,bs); m/e 356(M+H)+ ; calculated for C19H21N3O4 : C, 64.2; H, 6.0; N, 11.8. found: C, 64.1; H, 6.1; N, 11.6%.

Aufarbeitung

  1. concentrationthe resulting solution concentrated in vacuo
  2. additionWater (20ml) was added
  3. customa solid precipitated
  4. concentrationThis mixture was concentrated in vacuo
  5. customthe solid collected
  6. washwashed with ice-water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c19277b378ce467ebf64aee1fa4f0938
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556977

Verknüpfte Notizen

Wird geladen…