Phosphorus oxychloride → (2-Chloro-3-methyl-3H-imidazo[4,5-c]pyridin-4-yl)-dipropylamine
Reaktionsgleichung
[CH2:1]([N:4]([CH2:16][CH2:17][CH3:18])[C:5]1[C:10]2[N:11]([CH3:15])[C:12](=O)[NH:13][C:9]=2[CH:8]=[CH:7][N:6]=1)[CH2:2][CH3:3].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:12]1[N:11]([CH3:15])[C:10]2[C:5]([N:4]([CH2:16][CH2:17][CH3:18])[CH2:1][CH2:2][CH3:3])=[N:6][CH:7]=[CH:8][C:9]=2[N:13]=1Komponenten
3
Versuchsvorschrift
A solution of 0.91 g (3.66 mmol) of 4-dipropylamino-3-methyl-1,3-dihydroimidazo[4,5-c]pyridin-2-one in 30 mL of phosphorous oxychloride was heated at 100° C. overnight and concentrated in vacuo. The thus obtained residue was quenched with water, adjusted with aqueous sodium bicarbonate to pH 5, and extracted with ethyl acetate. The organics were dried over sodium sulfate, filtered and concentrated in vacuo. The thus obtained residue was triturated with acetonitrile, filtered, and the filtrate, which contained the desired product, was concentrated in vacuo. The residue thus obtained (0.18 g, 18%) was used in the next reaction without further purification.