反应详情

A mixture of affording 1-[6-(4-Carboxy-phenoxy)-pyridin-3-yl]-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester (0.4 g, 0.97 mmol), 1-hydroxybenzotriazole hydrate (0.176 g, 1.3 mmol), 1,2-dichloroethane (0.25 g, 1.3 mmol) and 6 mL of methylene chloride was stirred at room temperature for 20 minutes. The mixture was treated with boc-hydrazide (0.17 g, 1.3 mmol) and stirred at room temperature overnight. The mixture was diluted with ethyl acetate, washed with 1M hydrochloric acid, sodium bicarbonate solution, brine, dried over sodium sulphate, filtered and concentrated in vacuo. The residue was dissolved in 5 mL of 1:1 V/V methylene chloride-trifluoroacetic acid, stirred for 1 hours at ambient temperature and was concentrated in vacuo. The residue was dissolved in ethyl acetate, washed with 1M sodium hydroxide, brine, dried over sodium sulphate, filtered and concentrated, affording 1-[6-(4-Hydrazinocarbonyl-phenoxy)-pyridin-3-yl]-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester (0.20 g) as a colorless syrup. HPLC: 2.770 min.

1. stirringstirred at room temperature overnight
2. washwashed with 1M hydrochloric acid, sodium bicarbonate solution, brine
3. dry with materialdried over sodium sulphate
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. dissolutionThe residue was dissolved in 5 mL of 1
7. stirring1 V/V methylene chloride-trifluoroacetic acid, stirred for 1 hours at ambient temperature
8. concentrationwas concentrated in vacuo
9. dissolutionThe residue was dissolved in ethyl acetate
10. washwashed with 1M sodium hydroxide, brine
11. dry with materialdried over sodium sulphate
12. filtrationfiltered
13. concentrationconcentrated