Cyclohexanone → Ethyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate

HRID 2184299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184299
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([NH2:11])[C:8]([NH2:12])=[N:7][CH:6]=1)[CH3:2].[C:14]1(=O)[CH2:19]CC[CH2:16][CH2:15]1>>[NH2:11][C:9]1[C:8]2[N:7]([C:14]([CH3:19])=[C:15]([CH3:16])[N:12]=2)[CH:6]=[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:13])[CH:10]=1

Komponenten

3

Edukt 2

HCID 7967CyclohexanoneHCID 9877541Ethyl 5,6-diaminonicotinate

Produkt 1

HCID 9942738Ethyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a suspension of 5,6-diamino-nicotinic acid ethyl ester (1 eq., 5.0 g) in cyclohexanone (50 ml) bromobutanone (1.4 equiv., 5.95 g) was added over 15 min. The dark brown mixture was heated to 100° C. (inner temperature) and stirred 1.5 h at this temperature. The mixture was cooled to room temperature and the light brown solid was filtered off and was washed with TBME (20 ml). Drying under reduced pressure at 45° C. Yield: 5.06 g (65%).

Aufarbeitung

  1. additionwas added over 15 min
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe light brown solid was filtered off
  4. washwas washed with TBME (20 ml)
  5. customDrying under reduced pressure at 45° C

Quellen und Nachweise

ORD-Eintrag
ord-8ad388311dcc40bf9016f02e0007224d
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900324B2

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