反应详情

2-(2-Fluorophenyl)ethylamine (180 mg) in dichloromethane (5 mL) was added to (3-formyl-4-methoxy-phenyl)-acetic acid (260 mg). After 30 minutes, sodium triacetoxyborohydride (0.5 g) was added. After a further 2.5 hours, the reaction mixture was evaporated and the residue loaded onto a conditioned SCX cartridge (10 g Varian). The cartridge was washed with methanol (50 mL) and then eluted with a mixture of methanol/0.880 ammonia solution [4:1] (50 mL). The elution fraction was concentrated, the residue was dissolved in methanol (100 mL) and tri-methylchlorosilane (2 mL) added. After 18 hours, the reaction mixture was evaporated and the residue purified on silica, eluting iso-hexane/ethyl acetate [4:1 to 1:1 to 0:1]+1% triethylamine, to give the subtitle compound as an oil (0.30 g).

1. waitAfter a further 2.5 hours
2. customthe reaction mixture was evaporated
3. washThe cartridge was washed with methanol (50 mL)
4. washeluted with a mixture of methanol/0.880 ammonia solution [4:1] (50 mL)
5. concentrationThe elution fraction was concentrated
6. dissolutionthe residue was dissolved in methanol (100 mL)
7. additiontri-methylchlorosilane (2 mL) added
8. waitAfter 18 hours
9. customthe reaction mixture was evaporated
10. customthe residue purified on silica
11. washeluting iso-hexane/ethyl acetate [4:1 to 1:1 to 0:1]+1% triethylamine