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

온도

110 °C

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).

1. extractionextracted in to ethyl acetate (3×50 ml)
2. washCombined extracts were washed with water (3×50 ml), brine (50 ml)
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated to a dark oil, (0.336 g)
5. customThe oil was purified by MDAP
6. customto afford a glass, which
7. customThe solvents were removed in vacuo
8. customthe resulting solid triturated in diethyl ether

ORD 기록

ord-8d1e11f2113f45ba98b645431de6822e

출처 데이터셋

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08513248B2