反应详情

To a solution of N-cyclopropyl-2-mercapto-acetamide (0.452 g, 3.45 mmol) in MeOH (5 ml) is added sodium methoxide solution (25% wt. in MeOH)(0.589 ml, 2.58 mmol). The resulting solution is stirred at room temperature for 30 minutes, then treated with a 1:1 mixture of 2,5-dichloro-6-(2-methoxy-ethoxy)-4-methyl-nicotinonitrile and 5,6-dichloro-2-(2-methoxy-ethoxy)-4-methyl-nicotinonitrile (0.450 g, 1.72 mmol). The reaction vessel is sealed, heated at 100° C. for 2.5 hours, and cooled to room temperature. The reaction mixture is poured over water (60 ml), then extracted with EtOAc (2×40 ml). The combined organic layers are washed with brine (50 ml), dried (anhydrous magnesium sulfate), filtered, and concentrated to give a yellow-brown solid. Flash chromatography (1.5:1 hexane:EtOAc) affords the title compound as a cream colored solid (53 mg, 10%). Mass (m/z): 356.1 (M++1).

1. customThe reaction vessel is sealed
2. temperatureheated at 100° C. for 2.5 hours
3. temperaturecooled to room temperature
4. extractionextracted with EtOAc (2×40 ml)
5. washThe combined organic layers are washed with brine (50 ml)
6. dry with materialdried (anhydrous magnesium sulfate)
7. filtrationfiltered
8. concentrationconcentrated
9. customto give a yellow-brown solid