反应详情

A solution of (1H-indazol-3-ylmethyl)triphenylphosphonium bromide (0.10 g, 0.21 mmol) in methanol (0.60 mL) was added with DBU (0.047 mL, 0.32 mmol) and 2-methylsulfanylbenzaldehyde (0.035 g, 0.23 mmol) obtained in Step 2 was further added, followed by stirring at room temperature for 2.0 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 95/5). The obtained compound was washed with hydrogen chloride-ethyl acetate solution and the precipitated solid was filtered. Then the solid was added with saturated aqueous sodium hydrogencarbonate solution and ethyl acetate to separate the mixture into organic layer and aqueous layer. The organic layer was concentrated under reduced pressure and the residue was washed with ethyl acetate/hexane (2/1, 1.0 mL) to obtain Compound 146 (0.016 g, 28%).

1. additionwas further added
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. customthe residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 95/5)
4. washThe obtained compound was washed with hydrogen chloride-ethyl acetate solution
5. filtrationthe precipitated solid was filtered
6. additionThen the solid was added with saturated aqueous sodium hydrogencarbonate solution and ethyl acetate
7. customto separate the mixture into organic layer and aqueous layer
8. concentrationThe organic layer was concentrated under reduced pressure
9. washthe residue was washed with ethyl acetate/hexane (2/1, 1.0 mL)