Potassium Carbonate → potassium (R)-((4-(tert-butoxycarbonyl)-2-methylpiperazin-1-yl)methyl)trifluoroborate
Reaktionsgleichung
Br[CH2:2][B-:3]([F:6])([F:5])[F:4].[K+:7].[C:8]([N:15]1[CH2:20][CH2:19][NH:18][C@H:17]([CH3:21])[CH2:16]1)([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].C([O-])([O-])=O.[K+].[K+]>C1COCC1>[C:11]([O:10][C:8]([N:15]1[CH2:20][CH2:19][N:18]([CH2:2][B-:3]([F:6])([F:5])[F:4])[C@H:17]([CH3:21])[CH2:16]1)=[O:9])([CH3:14])([CH3:12])[CH3:13].[K+:7]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
A mixture of potassium (bromomethyl)trifluoroborate (1.20 g, 5.38 mmol) and (R)-4-N-Boc-2-methyl-piperazine (1.166 g, 5.65 mmol) in THF (7.00 mL) was heated at 80° C. under nitrogen for 24 h. After cooling, the mixture was concentrated, re-dissolved in acetone (125 mL) and treated with K2CO3 (1 eq). The suspension was stirred for 30 min and filtered through a short plug of Celite® (diatomaceous earth), washing with additional acetone and the combined organic phases were concentrated to give potassium (R)-((4-(tert-butoxycarbonyl)-2-methylpiperazin-1-yl)methyl)trifluoroborate as a pale yellow foam (1.627 g, 94%). 19F-NMR (377 MHz, d6-acetone) δ −141.36.
Aufarbeitung
- temperatureAfter cooling
- concentrationthe mixture was concentrated
- dissolutionre-dissolved in acetone (125 mL)
- filtrationfiltered through a short plug of Celite® (diatomaceous earth)
- washwashing with additional acetone
- concentrationthe combined organic phases were concentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-edd7bf04dd164b8aa8592ad4b8882daf
- Quelldatensatz
- uspto-grants-2013_01
- Patentnummer
- US08362241B2
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