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Potassium Carbonate → HCID 59255051, Verbindung

HRID 639549
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 639549
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)=[O:14])[C:5](=[O:12])[N:6]([CH:9]([CH3:11])[CH3:10])[C:7]=1[CH3:8].C(=O)([O-])[O-].[K+].[K+]>CO.Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:14])[C:5](=[O:12])[N:6]([CH:9]([CH3:10])[CH3:11])[C:7]=1[CH3:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 59255047HCID 59255047, Verbindung

Produkt 1

HCID 59255051HCID 59255051, VerbindungAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21893726Hydrochloride methanolLösungsmittel

Versuchsvorschrift

A mixture or tert-butyl 4-({[(5-chloro-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)carbonyl]amino}methyl)piperidine-1-carboxylate as prepared in 6(1) (4.77 g, 11.2 mmol) in 10% hydrochloric acid methanol solution (30 mL) was stirred at room temperature for 18 h. The mixture was concentrated in vacuo. The residue was dissolved in methanol (15 mL) and tetrahydrofuran (15 mL). To the resulting solution was added potassium carbonate (3.0 g, 21.7 mmol) at room temperature, and the mixture was stirred at room temperature for 18 h. Then, the mixture was filtered through a pad of Celite, washed with methanol/tetrahydrofuran (v/v=1/1, 200 mL). The filtrate was concentrated in vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol/25% ammonium hydroxide (v/v/v=10/1/0.2) to give 3.43 g (94%) of the title compound as a white solid.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in methanol (15 mL)
  3. stirringthe mixture was stirred at room temperature for 18 h
  4. filtrationThen, the mixture was filtered through a pad of Celite
  5. washwashed with methanol/tetrahydrofuran (v/v=1/1, 200 mL)
  6. concentrationThe filtrate was concentrated in vacuo
  7. customThe residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol/25% ammonium hydroxide (v/v/v=10/1/0.2)

Quellen und Nachweise

ORD-Eintrag
ord-506fbff5f51747dca77d01993e870495
Quelldatensatz
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07691881B2

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