Water → {4-[3-(2-Methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 8-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazine (from Example 44 supra) (0.9 g, 3.24 mmol) in DMF (25 mL) was added trans-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester (1.04 g, 4.86 mmol) followed by diisopropylethylamine (0.63 g, 4.86 mmol). The reaction mixture was stirred at 95° C. for 15 hours and the mixture was poured into water. The precipitate formed was filtered, and. the obtained solid was purified by chromatography (silica gel, 10 g, 200-300 mesh, eluting with dichloromethane:methanol, 50:1) to afford {4-[3-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester. (Yield 1.23 g, 83.4%). LC-MS: [M+H]+ 456.

Provenance & Evidence