Hydrochloric Acid → 2-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amine
Reaktionsgleichung
CC(S([NH:7][C:8]([CH3:20])([C:14]1[O:15][C:16]([CH3:19])=[N:17][N:18]=1)[CH2:9][CH:10]1[CH2:13][O:12][CH2:11]1)=O)(C)C.Cl.O1CCOCC1>CO.C(OCC)(=O)C>[CH3:19][C:16]1[O:15][C:14]([C:8]([NH2:7])([CH3:20])[CH2:9][CH:10]2[CH2:11][O:12][CH2:13]2)=[N:18][N:17]=1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 2-methyl-N-[1-methyl-1-(5-methyl-1,3,4-oxadiazol-2-yl)-2-(oxetan-3-yl)ethyl]propane-2-sulfinamide (example 190c, 250 mg, 829 μmol) in methanol (8 ml) was added a 4M solution of hydrochloric acid in dioxane (415 μl, 1.66 mmol). The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was diluted with ethyl acetate and extracted with a 2M aqueous solution of sodium carbonate. The organic phase was collected and the aqueous phase was back-extracted twice with ethylacetate. Combined organic phases were dried over sodium sulfate and evaporated down to dryness to yield the title compound (168 mg) as a crude oil which was used without any purification. MS (ESI, m/z): 198.3 (M+H+).
Aufarbeitung
- extractionextracted with a 2M aqueous solution of sodium carbonate
- customThe organic phase was collected
- extractionthe aqueous phase was back-extracted twice with ethylacetate
- dry with materialCombined organic phases were dried over sodium sulfate
- customevaporated down to dryness
Quellen und Nachweise
- ORD-Eintrag
- ord-1296d1f17f8e4ef6a9ce39e4fae84480
- Quelldatensatz
- uspto-grants-2016_08
- Patentnummer
- US09409866B2
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