Sodium Hydroxide → 1-(Pyridin-2-yl)piperidine-4-carboxylic acid

HRID 6910Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 6910
[OH-].[Na+].C([O:5][C:6]([CH:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])C>O1CCOCC1>[N:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:12][CH2:13][CH:8]([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 3815618Ethyl 1-(pyridin-2-yl)piperidine-4-carboxylate

Produkt 1

HCID 177503811-(Pyridin-2-yl)piperidine-4-carboxylic acidAusbeute 89,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Sodium hydroxide solution (5M, 24.8 ml, 0.12 mol) was added drop wise to a solution of 3,4,5,6-tetrahydro-2H-[1,2′]-bipyridinyl-4-carboxylic acid ethyl ester (5.8 g, 24 mmol)(see reference Farmaco, 1993, 48(10), 1439) in 1,4-dioxane (100 ml). The mixture was stirred at room temperature for 72 hours and then evaporated under reduced pressure. The residue was purified by ion exchange chromatography on Dowex® 50 WX8 resin using methanol and ammonium hydroxide solution in water as eluant (gradient from 0:0:100 to 0:5:95 to 5:5:90). The material obtained was triturated with diethyl ether to give the title compound (4.42 g).

Aufarbeitung

  1. customevaporated under reduced pressure
  2. customThe residue was purified by ion exchange chromatography on Dowex® 50 WX8 resin
  3. customThe material obtained
  4. customwas triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-c1defd81fa024523893967969113599f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084145B2

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