8-Benzyloxy-6-methoxymethyl-2,3-dimethylimidazo[1,2-a]pyridine → 6-Methoxymethyl-2,3-dimethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-one

HRID 723407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723407
C([O:8][C:9]1[C:10]2[N:11]([C:18]([CH3:22])=[C:19]([CH3:21])[N:20]=2)[CH:12]=[C:13]([CH2:15][O:16][CH3:17])[CH:14]=1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:17][O:16][CH2:15][CH:13]1[CH2:12][N:11]2[C:18]([CH3:22])=[C:19]([CH3:21])[N:20]=[C:10]2[C:9](=[O:8])[CH2:14]1

Komponenten

5

Edukt 2

HCID 218739748-Benzyloxy-6-methoxymethyl-2,3-dimethylimidazo[1,2-a]pyridineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 218739786-Methoxymethyl-2,3-dimethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

19.2 g of 8-benzyloxy-6-methoxymethyl-2,3-dimethylimidazo[1,2-a]pyridine, dissolved in 100 ml of methanol, are treated with 1.9 g of palladium (10% strength on activated carbon, Merck) and hydrogenated with hydrogen at 80° C. using a pressure of 50 bar. After absorption of hydrogen is complete, the catalyst is filtered off, washed with methanol and methylene chloride and the combined filtrate is concentrated to dryness in vacuo. After purification on silica gel (eluent: methylene chloride/methanol=13/1), 7.6 g of the title compound of melting point 103–104° C. are obtained.

Aufarbeitung

  1. customAfter absorption of hydrogen
  2. filtrationthe catalyst is filtered off
  3. washwashed with methanol and methylene chloride
  4. concentrationthe combined filtrate is concentrated to dryness in vacuo
  5. customAfter purification on silica gel (eluent: methylene chloride/methanol=13/1), 7.6 g of the title compound of melting point 103–104° C.
  6. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-3bec044814bf4aed92d7ced921bc0de9
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141567B2

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