反应详情

温度

160 °C

To a stirred solution of 2-chloro-6-methoxyquinoline-3-carbaldehyde (1.51 g, 6.80 mmol) in THF (10 mL) in a 20 mL microwave vial equipped with a magnetic stirrer was added ethylamine (2 M in THF, 33.8 mL, 67.6 mmol) and the mixture was stirred at 160° C. for 6 h under microwave irradiation. After cooling to RT, the volatiles were removed under vacuum at 40° C. and the resulting yellow oil was taken up in a mixture of THF:1 N aq. HCl=1:1 (50 mL) and stirred for 15 min at RT. THF was removed at 40° C. under vacuum and the residue was then neutralised with a saturated NaHCO3 aqueous solution before to be extracted with CH2Cl2 (100 mL). The organic phase was washed with brine (20 mL), dried over MgSO4, filtered, and concentrated at 40° C. under vacuum to give 2-(ethylamino)-6-methoxyquinoline-3-carbaldehyde SLA 28162 as an orange oil (1.19 g, 76% yield).

1. temperatureAfter cooling to RT
2. customthe volatiles were removed under vacuum at 40° C.
3. additionthe resulting yellow oil was taken up in a mixture of THF
4. stirring1 N aq. HCl=1:1 (50 mL) and stirred for 15 min at RT
5. customTHF was removed at 40° C. under vacuum
6. extractionto be extracted with CH2Cl2 (100 mL)
7. washThe organic phase was washed with brine (20 mL)
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated at 40° C. under vacuum