Ethanol → 3-[5-(1-Amino-1-methyl-ethyl)-pyridin-2-ylamino]-5-bromo-1-methyl-1H-pyridin-2-one

Participants

Reaction Steps

N-{1-[6-(5-Bromo-1-methyl-2-oxo-1,2-dihydro-pyridin-3-ylamino)-pyridin-3-yl]-1-methyl-ethyl}-2-chloro-acetamide (2.97 g, 7.2 mmol) and thiourea (0.655 g, 8.6 mmol) were suspended in an ethanol (35 ml)/acetic acid (8 ml) mixture and refluxed overnight. The reaction mixture was allowed to cool to room temperature. Water was added and the mixture was cooled to 0° C. Sodium bicarbonate was added (ph=8) and then it was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered, and concentrated to give 3-[5-(1-Amino-1-methyl-ethyl)-pyridin-2-ylamino]-5-bromo-1-methyl-1H-pyridin-2-one (2.2 g, 91%) as a yellow solid. MS (H+)=339.0.

Provenance & Evidence