反应详情

温度

120 °C

To a reaction vessel was added 2,6-dichloropyrazine (CA, 492 mg, 3.30 mmol), D-Alanine tert-butyl ester hydrochloride (Aldrich Chemical) (500 mg, 2.75 mmol), DMSO (3 mL) and DIPEA (1.923 mL, 11.01 mmol). The resulting solution was heated to 120° C. for 18 hrs. The reaction mixture was cooled and diluted with ethyl acetate (30 mL). The organic layer was washed with aqueous sodium hydrogen carbonate followed by aq. brine. The aqueous layers were back extracted with ethyl acetate and the combined organic layers dried with sodium sulfate, filtered and concentrated to give an oil. The residue was purified by silica gel chromatography on Biotage 50 g SNAP column, eluting with EtOAc/Hexane (10-60%) to give the product, I-9, as a yellow oil. (663 mg, 93%) LRMS (ESI) m/z 258.1 [(M+H)+; calcd for C11H16ClN3O2: 258.1].

1. temperatureThe reaction mixture was cooled
2. washThe organic layer was washed with aqueous sodium hydrogen carbonate
3. extractionThe aqueous layers were back extracted with ethyl acetate
4. dry with materialthe combined organic layers dried with sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customto give an oil
8. customThe residue was purified by silica gel chromatography on Biotage 50 g SNAP column
9. washeluting with EtOAc/Hexane (10-60%)
10. customto give the product, I-9