Hydrochloric Acid → HCID 59336110, Verbindung

HRID 2046360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2046360
Cl.[CH:2]1([CH2:8][N:9]2[CH2:14][CH2:13][CH:12]([N:15]([CH3:36])[C:16](=[O:35])[CH2:17][O:18][C:19]3[N:24]=[C:23]([CH3:25])[C:22]([NH:26]C(=O)OC(C)(C)C)=[C:21]([CH3:34])[N:20]=3)[CH2:11][CH2:10]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[OH-].[Na+]>C(Cl)(Cl)Cl>[NH2:26][C:22]1[C:23]([CH3:25])=[N:24][C:19]([O:18][CH2:17][C:16]([N:15]([CH:12]2[CH2:13][CH2:14][N:9]([CH2:8][CH:2]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]3)[CH2:10][CH2:11]2)[CH3:36])=[O:35])=[N:20][C:21]=1[CH3:34]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59336176Tert-butyl 2-(2-((1-(cyclohexylmethyl)piperidine-4-yl)(methyl)amino)-2-oxoethoxy)-4,6-dimethylpyrimidine-5-ylcarbamate

Produkt 1

HCID 59336110HCID 59336110, VerbindungAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

6N HCl (0.7 mL) was added to a chloroform (0.5 mL) solution of Compound 32 (39 mg) and the mixture was stirred at room temperature for 1 hour. While the reaction mixture was cooled with ice, a 4N aqueous sodium hydroxide solution was added to neutralize the mixture. The resulting product was extracted with chloroform and the organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by amino-coated silica gel (Fuji Sylysia Chemical Ltd., NH-DM1020) column chromatography (ethyl acetate) to give 23 mg (76% yield) of the title compound.

Aufarbeitung

  1. temperatureWhile the reaction mixture was cooled with ice
  2. extractionThe resulting product was extracted with chloroform
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by amino-coated silica gel (Fuji Sylysia Chemical Ltd., NH-DM1020) column chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-77650a83b32540639fab1e9c5c98be17
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592435B2

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