Ammonium formate → [1-(2-Methoxy-2-methylpropyl)piperidin-4-yl]methylamine

HRID 1743820Notizen

Reaktionsgleichung

C([N:8](CC1C=CC=CC=1)[CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]([O:20][CH3:21])([CH3:19])[CH3:18])[CH2:12][CH2:11]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.O.[Pd]>[CH3:21][O:20][C:17]([CH3:19])([CH3:18])[CH2:16][N:13]1[CH2:14][CH2:15][CH:10]([CH2:9][NH2:8])[CH2:11][CH2:12]1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

To a solution of N,N-dibenzyl-N-{[1-(2-methoxy-2-methylpropyl)piperidin-4-yl]methyl}amine (EXAMPLE 4, Step 5, 756 mg, 1.85 mmol) and ammonium formate (583 mg, 9.24 mmol) in methanol (40 mL) and water (15 mL) was added 10% palladium on carbon (185 mg) at ambient temperature. The mixture was heated at 80° C. for 6 h. After cooling, the mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. The obtained residue was partitioned between dichlorometane and aqueous ammonia. After extraction with dichloromethane, the combined organic extract was dried over magnesium sulfate and concentrated to give 275 mg (66%) of the title compound as a pale yellow oil.

Aufarbeitung

temperatureAfter cooling
filtrationthe mixture was filtered through a pad of Celite
concentrationthe filtrate was concentrated in vacuo
customThe obtained residue was partitioned between dichlorometane and aqueous ammonia
extractionAfter extraction with dichloromethane
extractionthe combined organic extract
dry with materialwas dried over magnesium sulfate
concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag: ord-7f2533ce49ac4c73a8a1485aeceb8595
Quelldatensatz: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07012080B2

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