Acetic Acid → HCID 21940006, Verbindung

HRID 1242941Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1242941
S(=O)(=O)(O)O.[C:6]([OH:9])(=[O:8])[CH3:7].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([NH:25][C:26]3[CH:31]=[CH:30][C:29]([CH:32](O)[CH:33]4[CH2:38][CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34]4)=[CH:28][CH:27]=3)=[O:24])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1>C(OCC)(=O)C>[C:6]([O:9][CH:32]([C:29]1[CH:28]=[CH:27][C:26]([NH:25][C:23]([C:20]2[CH:21]=[CH:22][C:17]([C:14]3[CH:13]=[CH:12][C:11]([Cl:10])=[CH:16][CH:15]=3)=[CH:18][CH:19]=2)=[O:24])=[CH:31][CH:30]=1)[CH:33]1[CH2:38][CH2:37][CH2:36][NH:35][CH2:34]1)(=[O:8])[CH3:7]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 21939926HCID 21939926, Verbindung

Produkt 1

HCID 21940006HCID 21940006, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Concentrated sulfuric acid (0.0562 ml) was added to an acetic acid solution (3.5 ml) of tert-butyl 3-[[4-[[(4′-chloro[1,1′-biphenyl]-4-yl)carbonyl]amino]phenyl](hydroxy)methyl]-1-piperidinecarboxylate (366 mg, 0.702 mmol) obtained in Example 128, which was stirred under room temperature for 16 hours. Ethyl acetate was added to the reaction mixture, which was washed with potassium hydrogencarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then the solvent was distilled out under reduced pressure. The resulting oily substance was purified by alumina B column chromatography (development solvent; ethyl acetate: methanol=3:1), and powdered with diisopropyl ether, to give the titled compound (210 mg).

Aufarbeitung

  1. washwas washed with potassium hydrogencarbonate solution and saturated aqueous sodium chloride solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled out under reduced pressure
  4. customThe resulting oily substance was purified by alumina B column chromatography (development solvent; ethyl acetate: methanol=3:1)

Quellen und Nachweise

ORD-Eintrag
ord-4b34b234d33b4d4db197bb8b74f5d116
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07115750B1

Notizen zur Reaktion

Wird geladen…