反应详情

To a solution of (5-aminobicyclo[3.2.1]octan-1-yl)methanol (327 g, 2.1 mmol) and pyrazine-2-carboxylic acid (260 mg, 2.1 mmol) in DMF (10 mL) was added DIEA (680 mg, 5.22 mmol), followed by HATU (800 mg, 2.1 mmol). After stirring at room temperature for an hour, the reaction mixture was quenched with water (25 mL) and extracted with ethyl acetate (3×25 mL). The combined organic phase was washed with brine, dried over Na2SO4 and concentrated under rescued pressure to give a residue, which was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2/1) to afford 540 mg (100%) of the title compound, N-(5-(hydroxymethyl)bicyclo[3.2.1]octan-1-yl)pyrazine-2-carboxamide as a colorless oil. ESI-MS m/z: 262 (M+H)+.

1. customthe reaction mixture was quenched with water (25 mL)
2. extractionextracted with ethyl acetate (3×25 mL)
3. washThe combined organic phase was washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated under rescued pressure
6. customto give a residue, which
7. customwas purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2/1)