2-Amino-4-methylpyridine → 2-(4'-Chloropropoxy-2'-methylphenyl)-7-methylimidazo[1,2-a]pyridine

HRID 8369

Reaktionsgleichung

Reaktionsgleichung von HRID 8369
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][Cl:15])=[CH:7][C:6]=1[CH3:16])=O.[NH2:17][C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][N:19]=1>C(O)C.CO.ClCCl>[Cl:15][CH2:14][CH2:13][CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:17]=[C:18]3[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][N:19]3[CH:2]=2)=[C:6]([CH3:16])[CH:7]=1

Komponenten

5

Edukt 2

HCID 15332-Amino-4-methylpyridineHCID 22015662alpha-Bromo-2'-methyl-4'-chloropropoxyacetophenone

Produkt 1

HCID 220156392-(4'-Chloropropoxy-2'-methylphenyl)-7-methylimidazo[1,2-a]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

A solution of the product of Step B (6.77 g) and 2-amino-4-picoline (2.4 g) in ethanol (22 mL) was heated at 72° C. for 10 hours. The reaction mixture was cooled to ambient temperature and dissolved in methanol/dichloromethane and treated with Dowex® 550A basic resin until the pH of the mixture was 7. The resin was removed via filtration and the filtrate evaporated. The title compound was precipitated from ethyl acetate upon addition of hexanes and used without further purification.

Aufarbeitung

  1. customThe resin was removed via filtration
  2. customthe filtrate evaporated
  3. customThe title compound was precipitated from ethyl acetate upon addition of hexanes
  4. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-9e3c8858286e46a0b9d74b5d94f6f030
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087757B2

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