Potassium Carbonate → 4-(Pyridin-4-ylaminomethyl)-piperidin-3-ol

HRID 1827134Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1827134
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19]2[C:24](Cl)=[C:23](Cl)[N:22]=[C:21](Cl)[C:20]=2Cl)[CH:13]([OH:29])[CH2:12]1)=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.[Pd]>[N:22]1[CH:21]=[CH:20][C:19]([NH:18][CH2:17][CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH:13]2[OH:29])=[CH:24][CH:23]=1

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 235772743-Hydroxy-4-[(2,3,5,6-tetrachloro-pyridin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester

Produkt 1

HCID 221356624-(Pyridin-4-ylaminomethyl)-piperidin-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of 3-hydroxy-4-[(2,3,5,6-tetrachloro-pyridin-4-ylamino)methyl]-piperidine-1-carboxylic acid benzyl ester compound from Step 1 above (1.64 g) and potassium carbonate (6 g) in ethanol (200 mL) was hydrogenated at 60 psi over 1 g of 10% palladium on charcoal for 5 h. The reaction mixture was filtered and the solids washed well with ethanol. The filtrate was evaporated, taken up in 40% MeOH DCM and refiltered. The filtrate was evaporated to give crude 4-(pyridin-4-ylaminomethyl)-piperidin-3-ol product used without further purification in the next step.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. washthe solids washed well with ethanol
  3. customThe filtrate was evaporated
  4. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d66e93e357cb4d2d9dae39c0fa3cbde0
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07053089B2

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