tert-butyl N-[(3-amino-4-chlorophenyl)methyl]carbamate

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of tert-butyl 4-chloro-3-nitrobenzylcarbamate (crude material from step (b)), Fe powder (17.65 g, 316 mmol), NH4Cl (aq, sat, 100 mL) and EtOH (100 mL) was heated at 90° C. for 4 h and allowed to cool. The pH was adjusted to −10 and the mixture was filtered through Celite. The solids were washed with EtOAc and EtOH and the combined filtrates concentrated to remove the organic solvents. The residue was added to ammonia and the mixture was extracted with DCM. The combined extracts were washed with brine, dried over Na2SO4 and concentrated. Crystallization from EtOAc/petroleum ether gave the sub-title compound. Yield: 15.5 g (75% from 4-chloro-3-nitrobenzylamine). to cool the mixture was filtered through Celite The solids were washed with EtOAc and EtOH the combined filtrates concentrated to remove the organic solvents The residue was added to ammonia the mixture was extracted with DCM The combined extracts were washed with brine dried over Na2SO4 concentrated Crystallization from EtOAc/petroleum ether

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Tert-butyl 3-amino-4-chlorobenzylcarbamate (2.57 g, 10.0 mmol) was added to a mixture of 1,1′-thiocarbonyldi-2-pyridone (2.55 g, 11.0 mmol) and DCM (90 mL) and it was stirred at rt for 4 h. The mixture was diluted with DCM and filtered over silica gel. The organic layer was concentrated to give the sub-title compound. filtered over silica gel The organic layer was concentrated

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Sat. aq. NH4Cl (50 mL) followed by iron powder (5.51 g, 98.7 mmol) were added at rt to a mixture of tert-butyl 4-chloro-3-nitrobenzylcarbamate (5.66 g, 19.7 mmol) and EtOH (50 mL). After stirring for 4 h at 80° C., 4 h at 90° C. and at rt overnight the reaction mixture was filtered through celite and washed with EtOAc. The aq. layer was extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and concentrated to give the sub-title compound. was filtered through celite washed with EtOAc The aq. layer was extracted with EtOAc The combined extracts were washed with brine dried over Na2SO4 concentrated