4-(Methoxymethylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester → N-Boc-(2,3-dimethoxyphenyl)-4-piperidinylmethanone
Reaktionsgleichung
COCN[C:5]([CH:7]1[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]1)=[O:6].[C:20]1([O:28][CH3:29])[C:21](=[CH:24][CH:25]=[CH:26][CH:27]=1)[O:22][CH3:23].O1CCCC1>O1CCCC1>[CH3:23][O:22][C:21]1[C:20]([O:28][CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=1[C:5]([CH:7]1[CH2:8][CH2:9][N:10]([C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])[CH2:11][CH2:12]1)=[O:6]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -17 °C
Versuchsvorschrift
Into a 500-mL jacketed-bottom-drain resin pot fitted with a five-joint head equipped with a mechanical stirrer, a thermocouple, a reflux condenser topped with a nitrogen bubbler, a septum, and a stopper was placed 28.9 g (0.092 mol) of 4-[(methoxymethylamino)carbonyl]-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester (15) (28.9 g, 0.092 mol, 87% pure) and 80 g of tetrahydrofuran. The solution was cooled to −17° C. and the cold lithiated veratrole/tetrahydrofuran slurry was added via cannula while maintaining the internal reaction temperature below −10° C. (15 minutes addition). The reaction mixture was then warmed to 10° C. and stirred for 3 hours. The solution may be used directly in Scheme L, step a, Example 109.
Aufarbeitung
- customequipped with a mechanical stirrer
- temperaturewhile maintaining
- additionthe internal reaction temperature below −10° C. (15 minutes addition)
- temperatureThe reaction mixture was then warmed to 10° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-c8f698ddb7974c3886831d2a88cae10f
- Quelldatensatz
- uspto-grants-2004_03
- Patentnummer
- US06713627B2
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