Hydrochloric Acid → (R)-1-{5-[5-Chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylamine
Reaktionsgleichung
[Cl:1][C:2]1[CH:3]=[C:4]([F:27])[C:5]([C:21]2[N:25]=[C:24]([CH3:26])[O:23][N:22]=2)=[C:6]([C:8]2[CH:9]=[C:10]([F:20])[C:11]([C@H:14]([NH:16]C(=O)C)[CH3:15])=[N:12][CH:13]=2)[CH:7]=1.Cl.[OH-].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([F:27])[C:5]([C:21]2[N:25]=[C:24]([CH3:26])[O:23][N:22]=2)=[C:6]([C:8]2[CH:9]=[C:10]([F:20])[C:11]([C@H:14]([NH2:16])[CH3:15])=[N:12][CH:13]=2)[CH:7]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 75 °C
Versuchsvorschrift
A suspension of N—((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethyl)-acetamide (195 mg, 0.496 mmol, step A) in 2N HCl (2.5 ml, 5.00 mmol) was heated to 75° C. overnight. The colorless solution was cooled to room temperature, diluted with water and the pH was adjusted to 12 by addition of 1N NaOH. The mixture was then extracted three times with EtOAc and the combined organic layers were washed with brine (pH adjusted to 12 with 1N NaOH), dried with Na2SO4 and evaporated. The crude title compound (167 mg, 96%, light yellow gum) was used in the next reaction step without further purification. MS: 351.1 [M+H]+.
Aufarbeitung
- temperatureThe colorless solution was cooled to room temperature
- extractionThe mixture was then extracted three times with EtOAc
- washthe combined organic layers were washed with brine (
- dry with materialdried with Na2SO4
- customevaporated
- customThe crude title compound (167 mg, 96%, light yellow gum) was used in the next reaction step without further purification
Quellen und Nachweise
- ORD-Eintrag
- ord-024976ebaae44f90a5329c0c2f1a17e8
- Quelldatensatz
- uspto-grants-2014_12
- Patentnummer
- US08912221B2
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