Chlorosuccinimide → 6-(((tert-butyl(dimethyl)silyl)oxy)methyl)-N-(5-chlorothiazol-2-yl)pyridin-2-amine

HRID 1172423Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1172423
[Si:1]([O:8][CH2:9][C:10]1[N:15]=[C:14]([NH:16][C:17]2[S:18][CH:19]=[CH:20][N:21]=2)[CH:13]=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Cl:22]N1C(=O)CCC1=O>O1CCOCC1.C(OCC)(=O)C>[Si:1]([O:8][CH2:9][C:10]1[N:15]=[C:14]([NH:16][C:17]2[S:18][C:19]([Cl:22])=[CH:20][N:21]=2)[CH:13]=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 31398ChlorosuccinimideHCID 57562580HCID 57562580, Verbindung

Produkt 1

HCID 575626076-(((tert-butyl(dimethyl)silyl)oxy)methyl)-N-(5-chlorothiazol-2-yl)pyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2 g of 6-(((tert-butyl(dimethyl)silyl)oxy)methyl)-N-thiazol-2-ylpyridin-2-amine obtained in Example 5-(2) was dissolved in 20 ml of 1,4-dioxane, and then 832 mg of N-chlorosuccinimide was added thereto at room temperature. The reaction mixture was heated under reflux for 2 hours, cooled to room temperature, diluted with ethyl acetate, and then washed with water and brine. The resulting organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated in vacuo to give the title compound.

Aufarbeitung

  1. customat room temperature
  2. temperatureThe reaction mixture was heated
  3. temperatureunder reflux for 2 hours
  4. washwashed with water and brine
  5. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-703e975945a8406fb0c35b2108b5cf9a
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834018B2

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