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Hydrochloric Acid → HCID 67399046, Verbindung

HRID 70604
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 70604
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH:8]1([C:11]2[CH:12]=[CH:13][C:14](/[C:19](/[C:24]3[CH:29]=[CH:28][C:27]([S:30][CH3:31])=[CH:26][CH:25]=3)=[CH:20]/[CH2:21][CH2:22][NH2:23])=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1.Cl>N1C=CC=CC=1>[CH:8]1([C:11]2[CH:12]=[CH:13][C:14](/[C:19](/[C:24]3[CH:29]=[CH:28][C:27]([S:30][CH3:31])=[CH:26][CH:25]=3)=[CH:20]/[CH2:21][CH2:22][NH:23][C:1](=[O:3])[CH3:2])=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 67399735HCID 67399735, Verbindung

Produkt 1

HCID 67399046HCID 67399046, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Acetic anhydride (85 mg) was added to a solution of (3E)-4-(5-cyclopropyl-6-methoxypyridin-2-yl)-4-[4-(methylsulfanyl)phenyl]but-3-en-1-amine (95 mg) in pyridine (1 mL) under ice-cooling, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into 1 M hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→0:1) to give N-{(3E)-4-(5-cyclopropyl-6-methoxypyridin-2-yl)-4-[4-(methylsulfanyl)phenyl]but-3-en-1-yl}acetamide as a colorless amorphous (87 mg, 81%).

Aufarbeitung

  1. temperaturecooling
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was then evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→0:1)

Quellen und Nachweise

ORD-Eintrag
ord-a747262d5821467985648d9420445f38
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08822503B2

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