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3-Phenylpropylamine → HCID 17854642, Verbindung

HRID 1182579
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1182579
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([C:15]([OH:17])=O)=[C:13]([CH2:18][CH3:19])[N:12]=[C:11]([S:20][CH3:21])[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[C:22]1([CH2:28][CH2:29][CH2:30][NH2:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.Cl.C(N=C=NCCCN(C)C)C>ClCCl>[Cl:8][C:6]1[CH:5]=[C:4]([C:9]2[C:14]([C:15]([NH:31][CH2:30][CH2:29][CH2:28][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:17])=[C:13]([CH2:18][CH3:19])[N:12]=[C:11]([S:20][CH3:21])[N:10]=2)[CH:3]=[C:2]([Cl:1])[CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 162593-PhenylpropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride2×HCID 17854681HCID 17854681, Verbindung

Produkt 1

HCID 17854642HCID 17854642, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

183 mg (0.533 mmol) of 4-(3,5-dichlorophenyl)-6-ethyl-2-(methylthio)-pyrimidine-5-carboxylic acid and 86.5 mg (0.640 mmol) of phenylpropylamine were dissolved in 10 ml of dichloromethane. 153 mg (0.800 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (hereinafter referred to as WSC hydrochloride) was added under cooling with ice and stirred at room temperature overnight. After concentration under reduced pressure, the reaction mixture was diluted with ethyl acetate. The reaction mixture was washed with 1 N hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1) to obtain the title compound.

Aufarbeitung

  1. additionwas added
  2. temperatureunder cooling with ice
  3. concentrationAfter concentration under reduced pressure
  4. additionthe reaction mixture was diluted with ethyl acetate
  5. washThe reaction mixture was washed with 1 N hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-b01eaa0970f34cc5988b55e757af6526
Quelldatensatz
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07288544B2

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