反应详情

To a solution of N-(2-chloro-6-methyl-3-nitropyridin-4-yl)pyridin-2-amine (860 mg, 3.25 mmol) in methanol (30 mL) was added zinc powder (2.12 g, 32.49 mmol) and acetic acid (0.93 mL, 16.25 mmol). The reaction was heated to reflux and stirred for 2 h after which time 4M HCl in dioxane was added (4.0 mL, 16.0 mmol). After stirring at reflux overnight, the zinc was filtered off and the filtrate was concentrated. The residue was dissolved in CH2Cl2 (100 mL) and IPA (10 mL) and 5% Na2CO3 (aq) was added until pH 11 was obtained. The organic layer was separated. Solid NaCl was added to the water layer to saturate it and then it was extracted with 20% IPA/CH2Cl2 three times. The organic layers were combined, dried over anhydrous MgSO4, filtered and concentrated to an oil (550 mg, 85%). MS (ESI) mass calcd. C11H12N4, 200.11. m/z found, 201.1 [M+H]+.

1. temperatureThe reaction was heated
2. temperatureto reflux
3. additionwas added (4.0 mL, 16.0 mmol)
4. temperatureat reflux overnight
5. filtrationthe zinc was filtered off
6. concentrationthe filtrate was concentrated
7. dissolutionThe residue was dissolved in CH2Cl2 (100 mL)
8. additionIPA (10 mL) and 5% Na2CO3 (aq) was added until pH 11
9. customwas obtained
10. customThe organic layer was separated
11. additionSolid NaCl was added to the water layer
12. concentrationto saturate it
13. extractionit was extracted with 20% IPA/CH2Cl2 three times
14. dry with materialdried over anhydrous MgSO4
15. filtrationfiltered
16. concentrationconcentrated to an oil (550 mg, 85%)