反应详情

35 g (124 mMol) 6-(4-Methyl-piperazin-1-yl)-4-o-tolyl-pyridin-3-ylamine were dissolved in 273 ml ortho-formic acid trimethyl ester and 8 drops trifluoroacetic acid were added. The reaction mixture was refluxed for 3 hours then concentrated under reduced pressure and dried under high vacuum. The residue was dissolved in 100 ml tetrahydrofuran and added dropwise at 0° C. to a suspension of 9.4 g (248 mMol) lithium alimunium hydride in 300 ml tetrahydrofuran. The reaction mixture was stirred at room temperature for 1 hour, cooled again to 0° C. and its pH was brought to 1 by careful addition of aqueous HCl 28%. After 5 minutes, the pH was raised to 10 by addition of aqueous NaOH 28%, the reaction mixture was filtered on Hyflo and concentrated under reduced pressure. The residue was chromatographed (eluent: dichloromethane/methanol 9:1) to yield 23.6 g (64%) methyl-[6-(4-methyl-piperazin-1-yl)-4-o-tolyl-pyridin-3-yl]-amine as a brown oil.

1. temperatureThe reaction mixture was refluxed for 3 hours
2. concentrationthen concentrated under reduced pressure
3. customdried under high vacuum
4. dissolutionThe residue was dissolved in 100 ml tetrahydrofuran
5. temperaturecooled again to 0° C.
6. waitAfter 5 minutes
7. filtrationthe reaction mixture was filtered on Hyflo
8. concentrationconcentrated under reduced pressure
9. customThe residue was chromatographed (eluent: dichloromethane/methanol 9:1)