Aluminium lithium hydride → 1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine
Reaktionsgleichung
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N+:7]([C:10]1[CH:11]=[N:12][N:13]([CH:15]2[CH2:20][CH2:19][N:18]([C:21](OC(C)(C)C)=O)[CH2:17][CH2:16]2)[CH:14]=1)([O-])=O>C1COCC1>[CH3:21][N:18]1[CH2:17][CH2:16][CH:15]([N:13]2[CH:14]=[C:10]([NH2:7])[CH:11]=[N:12]2)[CH2:20][CH2:19]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a suspension of lithium aluminum hydride (0.32 g, 8.4 mmol) in THF (15 mL) was added a solution of tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate (500 mg, 1.7 mmol) in THF (10 mL) and the reaction mixture was stirred with heat at 60° C. for 16 h. The reaction mixture was cooled to 0° C. and quenched by the slow addition of ethanol (0.3 mL) then water (0.3 mL) and finally 3 N NaOH aq. (0.3 mL). The resulting mixture was stirred for 30 min, filtered and the filtrate was concentrated and dried to obtain the desired product (280 mg) which was used without any purification: ESI MS m/z 181 [M+H]+.
Aufarbeitung
- temperatureThe reaction mixture was cooled to 0° C.
- customquenched by the slow addition of ethanol (0.3 mL)
- stirringThe resulting mixture was stirred for 30 min
- filtrationfiltered
- concentrationthe filtrate was concentrated
- customdried
Quellen und Nachweise
- ORD-Eintrag
- ord-e6f729b62d04434aa04cd3de6b50e0ac
- Quelldatensatz
- uspto-grants-2015_06
- Patentnummer
- US09067937B2
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