反应详情

Methylamine (280 μL, 0.56 mmol) was added into a solution of 136b (157 mg, 0.51 mmol) in 1,4-dioxane at 0° C. (1 mL) over 1 h and the resulting reaction mixture was stirred at rt. After 72 h, 40% of the starting chloride remained by HPLC. Another 1.1 eq of methylamine was added at −10° C. over 30 min. The reaction was allowed to warm to rt, stir for 30 min and was then diluted with water (1 mL) and extracted with ethyl acetate (3×1 mL). The combined organic layer was washed with brine (1 mL), dried over sodium sulfate, and concentrated to give a yellow oil. The oil was purified by SiO2 chromatography (12 g) using a gradient of ethyl acetate in hexanes to afford 136c (94 mg, 61% yield) as a yellow oil; HPLC purity 100%, 3.76 min (Method A); [M+H]+=302.24.

1. customthe resulting reaction mixture
2. temperatureto warm to rt
3. stirringstir for 30 min
4. extractionextracted with ethyl acetate (3×1 mL)
5. washThe combined organic layer was washed with brine (1 mL)
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated
8. customto give a yellow oil
9. customThe oil was purified by SiO2 chromatography (12 g)