Acetic Acid → 3-[1-(2,4-Dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-n-hydroxy-propionamide

HRID 2240595Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2240595
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1[C:7](=[O:23])[N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])[CH2:9][CH2:10][CH:11]=1.[NH2:25][O:26][K].C(O)(=O)C>CO.C(OCC)(=O)C>[CH3:22][O:21][C:14]1[CH:15]=[C:16]([O:19][CH3:20])[CH:17]=[CH:18][C:13]=1[CH2:12][N:8]1[CH2:9][CH2:10][CH:11]=[C:6]([CH2:5][CH2:4][C:3]([NH:25][OH:26])=[O:2])[C:7]1=[O:23]

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 16720333HCID 16720333, VerbindungHCID 178514655HCID 178514655, Verbindung

Produkt 1

HCID 113020733-[1-(2,4-Dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-n-hydroxy-propionamideAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

46 mg of compound (d) prepared by the above Step 3 was dissolved in methanol solution (0.138 mM) and then 1.7 M methanolic suspension solution containing NH2OK (0.122 ml, 0.207 mM) was added thereto at 0° C. and the resulting mixture was stirred for 3 hrs at room temperature. The resulting mixture was neutralized with 0.02 ml of acetic acid, diluted with 10 ml of ethyl acetate solution, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant to give 32 mg of the title compound (e1) (yield: 73%).

Aufarbeitung

  1. additionwas added
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant

Quellen und Nachweise

ORD-Eintrag
ord-23a1241b1a1f404ead9b6d3a2780f596
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723376B2

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