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Ethyl Acetate → HCID 22405461, Verbindung

HRID 441215
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 441215
FC(F)(F)[C:3]([N:5]([C:7]1[C:8](=[O:33])[N:9]([CH2:19][C:20]([NH:22][CH:23]([CH:30]([CH3:32])[CH3:31])[C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])=[O:21])[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:11][CH:12]=1)C)=O.C(OCC)(=O)C>[Cl-].[Na+].O>[CH3:3][NH:5][C:7]1[C:8](=[O:33])[N:9]([CH2:19][C:20]([NH:22][CH:23]([CH:30]([CH3:31])[CH3:32])[C:24](=[O:29])[C:25]([F:26])([F:27])[F:28])=[O:21])[C:10]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:11][CH:12]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 8857Ethyl AcetateHCID 22405488HCID 22405488, Verbindung

Produkt 1

HCID 22405461HCID 22405461, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

Using a procedure similar to that described above under Example 49.j. for the basic hydrolysis of the analogous 3-(N-trifluoroacetylamino) compound to the 3-amino-compound, but using the following extractive work-up, the title compound was prepared from 2-[3-(N-trifluoroacetyl-N-methylamino)-2-oxo-6-phenyl -1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl -2-oxopropyl)acetamide. On completion of hydrolysis, ethyl acetate and brine were added. The organic phase was separated, washed (brine), dried (MgSO4), and evaporated. The resultant solid was triturated with diethyl ether, chromatographed, eluting with dichloromethane:methanol (96:4), and dried overnight under vacuum to give the title product as a white solid; TLC: Rf =0.20, dichloromethane:methanol (96:4); MS: m/z=410(M+1).

Aufarbeitung

  1. additionwere added
  2. customThe organic phase was separated
  3. washwashed (brine)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe resultant solid was triturated with diethyl ether
  7. customchromatographed
  8. washeluting with dichloromethane:methanol (96:4)
  9. customdried overnight under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a829f94132434107b3f6fdcc7153695e
Quelldatensatz
uspto-grants-1996_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05521179

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