反应详情

温度

0 °C

1,1-Dimethylethyl 4-[(2-amino-5-chloro-4-methylphenyl)amino]-1-piperidinecarboxylate (D7) (0.292 mmol, 100 mg) was dissolved in 10 ml of dichloromethane and a 20% solution in toluene of phosgene (1.05 eq., 150 microliters) followed by triethylamine (2.1 eq., 85 microliters) were added at 0° C.; the reaction mixture was then stirred at 0° C. for 30 minutes and subsequently quenched with citric acid (10% aqueous solution). The reaction mixture was diluted with dichloromethane, the two phases were separated and the aqueous phase was extracted with dichloromethane (1×); the organic phases were combined, dried over Na2SO4, filtered and the solvent was evaporated to afford the crude compound that was purified by chromatography (ethyl acetate-hexane) to yield the title compound, 50 mg, 50%, M+−H=364.

1. additionwere added at 0° C.
2. customsubsequently quenched with citric acid (10% aqueous solution)
3. additionThe reaction mixture was diluted with dichloromethane
4. customthe two phases were separated
5. extractionthe aqueous phase was extracted with dichloromethane (1×)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customthe solvent was evaporated
9. customto afford the crude compound that
10. customwas purified by chromatography (ethyl acetate-hexane)