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Hydrochloric Acid → 2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine

HRID 1716603
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1716603
[CH3:1][C:2]1[N:11]([CH:12]2[CH2:17][CH2:16][N:15](C(=O)C)[CH2:14][CH2:13]2)[C:5]2[CH:6]=[N:7][C:8]([CH3:10])=[CH:9][C:4]=2[N:3]=1.Cl>C(O)C>[CH3:1][C:2]1[N:11]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:5]2[CH:6]=[N:7][C:8]([CH3:10])=[CH:9][C:4]=2[N:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 685145831-[4-(2,6-Dimethyl-imidazo[4,5-c]-pyridin-3-yl)-piperidin-1-yl]-ethanone

Produkt 1

HCID 588522922,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridineAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A solution of 1-[4-(2,6-dimethyl-imidazo[4,5-c]-pyridin-3-yl)-piperidin-1-yl]-ethanone) 20 mg, 0.0735 mmol) in ethanol (0.5 mL) was treated with concentrated HCl (0.5 mL). The reaction mixture was heated at 100° C. for 18 h. The solvent was evaporated and the mixture was diluted with water (2 mL). The mixture was washed with diethyl ether and the aqueous phase was adjusted to pH=10 by addition of a solution of 25% aqueous NaOH. The aqueous mixture was extracted with CH2Cl2 (5×10 mL). The combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford 2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine (13 mg, 77%) as a light yellow solid which was used without further purification.

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe mixture was diluted with water (2 mL)
  3. washThe mixture was washed with diethyl ether
  4. additionthe aqueous phase was adjusted to pH=10 by addition of a solution of 25% aqueous NaOH
  5. extractionThe aqueous mixture was extracted with CH2Cl2 (5×10 mL)
  6. washThe combined extracts were washed with brine
  7. dry with materialdried over anhydrous Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9156f7693b684510afab1fd0d5f13729
Quelldatensatz
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07803816B2

Notizen zur Reaktion

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