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

HRID 2184298

Reaktionsgleichung

Reaktionsgleichung von HRID 2184298
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH2:11])=[N:6][CH:5]=1.[C:13]1(=O)[CH2:18]CC[CH2:15][CH2:14]1>>[NH2:10][C:8]1[C:7]2[N:6]([C:13]([CH3:18])=[C:14]([CH3:15])[N:11]=2)[CH:5]=[C:4]([C:3]([O:2][CH3:1])=[O:12])[CH:9]=1

Komponenten

3

Edukt 2

HCID 7967CyclohexanoneHCID 9920476Methyl 5,6-diaminopyridine-3-carboxylate

Produkt 1

HCID 9855934Methyl 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 methyl ester (1 eq., 5.1 g) in cyclohexanone (50 ml) bromobutanone (1.2 equiv., 3.9 ml) was added over 10 min. The mixture was heated to 100° C. (inner temperature) and stirred 2.5 h at this temperature. The mixture was cooled to room temperature and the pale solid was filtered off and was washed with TBME (3×10 ml). Drying under reduced pressure at 45° C. Yield: 6.53 g (75%).

Aufarbeitung

  1. additionwas added over 10 min
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe pale solid was filtered off
  4. washwas washed with TBME (3×10 ml)
  5. customDrying under reduced pressure at 45° C

Quellen und Nachweise

ORD-Eintrag
ord-1316bce22ce0443cb45d4fc5a8ea84e6
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900324B2

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