Methanol → 6-(8-Oxa-3-azabicyclo[3.2.1]octan-3-yl)-2-chloro-N4-isopropylpyrimidine-4,5-diamine 3-(dimethylamino)propanoate

Beteiligte Stoffe

Reaktionsschritte

6-(8-Oxa-3-azabicyclo[3.2.1]octan-3-yl)-2-chloro-N-isopropyl-5-nitropyrimidin-4-amine (47, 1.45 g, 4.42 mmoles) was dissolved in methanol and Raney™ nickel (approx. 2:1 by weight with respect to starting material) was added under a nitrogen atmosphere. Hydrazine hydrate (0.833 mL, 26.54 mmoles) was added and the reaction mixture was stirred at room temperature for 18 hours, filtered over Celite™, and the filtrate was concentrated to provide 6-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-2-chloro-N4-isopropylpyrimidine-4,5-diamine 3-(dimethylamino)propanoate (48) as a tan solid. Yield: 1.25 g (95%). LCMS (HP walk-on); 3.45 min., 298.5, M+H.

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