反应详情

2-Chloro-6-methyl-3-nitro-N-(1-methoxymethyl-3-methoxypropyl)pyridin-4-amine (˜16.82 mmol) was heated at reflux with Fe powder (10 g) in methanol (120 mL) in the presence of glacial acetic acid (10 mL) for 2 h. Then the iron was filtered through celite, the celite was washed with methanol(80 mL) and the filtrate was stripped in vacuo. The residue was dissolved in 10% HCl (120 mL) and EtOAc was added (160 mL). The mixture was neutralized with solid NaHCO3 and the aqueous layer was extracted with EtOAc (2×100 mL). The combined organic extracts were washed with brine (50 mL), dried (MgSO4) and stripped in vacuo (4.1 g). NMR(CDCl3)d 6.4 (s, 1H), 5.2-5.35 (br s, 1H), 3.70-3.80 (m, 1H), 3.2-3.8 (m, 6H), 3.38 (s, 3H), 3.33 (s, 3H), 2.42 (s, 3H), 1.8-2.0 (m, 2H).

1. filtrationThen the iron was filtered through celite
2. washthe celite was washed with methanol(80 mL)
3. dissolutionThe residue was dissolved in 10% HCl (120 mL)
4. additionEtOAc was added (160 mL)
5. extractionthe aqueous layer was extracted with EtOAc (2×100 mL)
6. washThe combined organic extracts were washed with brine (50 mL)
7. dry with materialdried (MgSO4)