Hydrochloric Acid → 7-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-3-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine hydrochloride

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Reaction Conditions

Reaction Steps

3-bromo-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (0.204 g, 0.5 mmol, the free base of Example 18) was dissolved in 1,4-dioxane (3 mL), trimethylboroxine (0.084 mL, 0.600 mmol), potassium carbonate (0.104 g, 0.750 mmol) and tetrakis(triphenylphosphine) palladium (0) (0.058 g, 0.050 mmol) were added. The mixture was heated at 110° C. for 16 h. The mixture was poured on to water (100 ml) and extracted in to ethyl acetate (3×50 ml). Combined extracts were washed with water (3×50 ml), brine (50 ml), dried over anhydrous sodium sulfate and concentrated to a dark oil, (0.336 g). The oil was purified by MDAP to afford a glass, which was dissolved in dichloromethane (5 ml) and treated with 4N HCl in dioxane (1 mL). The solvents were removed in vacuo and the resulting solid triturated in diethyl ether to afford 7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-3-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine hydrochloride (0.050 g, 0.132 mmol, 26.3% yield).

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