反应详情

A mixture of 1H-benzoimidazole-2-carboxylic acid (19) (100 mg, 0.47 mmol), 2-azetidin-3-yl-3-chloro-pyrazine hydrochloride (8) (96 mg, 0.47 mmol), HATU (540 mg, 1.3 mmol) and Et3N (101 mg, 1 mmol) in dry DCM (10 mL) was stirred at RT overnight. Then the mixture reaction was poured into saturated aqueous Na2CO3 and extracted with DCM (50 mL×3), the organic layer was washed with brine, dried over Na2SO4 and concentrated to give the crude compound which was purified by ISCO silica gel column (10% to 80% EtOAc in petroleum ether) and followed by reverse phase prep. HPLC (10% to 80% water/MeCN) to afford pure (1H-benzoimidazol-2-yl)-[3-(3-chloro-pyrazin-2-yl)-azetidin-1-yl]-methanone (84) (50 mg, 0.16 mmol, yield 34%).

1. customThen the mixture reaction
2. extractionextracted with DCM (50 mL×3)
3. washthe organic layer was washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customto give the crude compound which
7. customwas purified by ISCO silica gel column (10% to 80% EtOAc in petroleum ether)