反应详情

2,4-Dichloro-5-nitro-pyridine (500 mg, 2.59 mmol) was dissolved in EtOH-DMA (15 mL, 1:1). To this solution was added diisopropylethyl amine (0.99 mL, 5.7 mmol) followed by 4-aminomethyl-piperidine-1-carboxylic acid tert-butyl ester (611 mg, 2.85 mmol). The reaction was stirred for 18 h, then concentrated in vacuo. The crude residue was rediluted in EtOAc and poured into H2O. The aqueous phase was separated and extracted two more times with EtOAc. The organic layers were combined, dried (Na2SO4), decanted and concentrated. The crude residue was purified by SiO2 flash chromatography eluting with 2% CH3OH—CH2Cl2 to afford 4-[(2-chloro-5-nitro-pyridin-4-ylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester as a yellow foam (780 mg, 81%).

1. concentrationconcentrated in vacuo
2. additionThe crude residue was rediluted in EtOAc
3. additionpoured into H2O
4. customThe aqueous phase was separated
5. extractionextracted two more times with EtOAc
6. dry with materialdried (Na2SO4)
7. customdecanted
8. concentrationconcentrated
9. customThe crude residue was purified by SiO2 flash chromatography
10. washeluting with 2% CH3OH—CH2Cl2