反应详情

温度

0 °C

6.4 g (1.3 eq) tert-butyl methyl(3-oxopropyl)carbamate were added to a solution of 7.5 g (1 eq) N,N-dimethyl-4-(thiophen-2-yl)piperidin-4-amine bis hydrochloride in 75 ml methanol at 0° C. and the reaction mixture was stirred for 15 min at 0° C. 4.9 g (3 eq) sodium cyanoboron hydride were then added in portions and the mixture was stirred for 90 min at room temperature. The reaction course was monitored by thin-layer chromatography (20% MeOH/CHCl3). As the conversion was not yet complete, the pH of the reaction mixture was adjusted to 5-6 with acetic acid and the mixture was stirred for 12 h at room temperature. Once the conversion was complete, the methanol was distilled off, water was added, the mixture obtained was extracted with IPA/chloroform (2×100 ml) and the combined organic phases were dried over Na2SO4. Following removal of the solvent under reduced pressure, the residue was purified by column chromatography (silica gel; 5% MeOH/CHCl3). 8.5 g (84%) of product were obtained.

1. stirringthe mixture was stirred for 90 min at room temperature
2. stirringthe mixture was stirred for 12 h at room temperature
3. distillationthe methanol was distilled off
4. additionwater was added
5. customthe mixture obtained
6. extractionwas extracted with IPA/chloroform (2×100 ml)
7. dry with materialthe combined organic phases were dried over Na2SO4
8. customremoval of the solvent under reduced pressure
9. customthe residue was purified by column chromatography (silica gel; 5% MeOH/CHCl3)