反应详情

温度

5 °C

Into a suspension of 6.96 g (18.97 mmol) of {5-[(2-chloro-3,5-dimethoxy-phenylimino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-ethyl-amine in 200 mL of dry THF cooled to 5° C. was added 18.97 mL (18.97 mmol) of a 1 M solution of LAH in THF. After stirring for 1 hour, the cold reaction was quenched by sequential addition of 0.8 mL of water, 3.0 mL of 25 NaOH, and 1.7 mL of water. The reaction was filtered through Celite, the filter pad washed well with THF, and the filtrate concentrated in vacuo. The residue was dissolved in dichloromethane, added silica gel, and concentrated in vacuo. This residue was chromatographed on silica gel, eluting with hexane/ethyl acetate (2:1 v/v), giving 5.15 g (74%) of the title compound: mp 116.5-118.5° C.

1. customthe cold reaction
2. customwas quenched by sequential addition of 0.8 mL of water, 3.0 mL of 25 NaOH, and 1.7 mL of water
3. filtrationThe reaction was filtered through Celite
4. washthe filter pad washed well with THF
5. concentrationthe filtrate concentrated in vacuo
6. dissolutionThe residue was dissolved in dichloromethane
7. additionadded silica gel
8. concentrationconcentrated in vacuo
9. customThis residue was chromatographed on silica gel
10. washeluting with hexane/ethyl acetate (2:1 v/v)