反应详情

温度

100 °C

Ethyl 4-(4-aminophenoxy)-2-aminopyridin-3-yl-methyl-carbamate (180 mg, 0.6 mmol) was suspended in a solution of sodium ethoxide in ethanol, obtained from dissolving sodium (480 mg, 21 mmol) in ethanol (9 ml). The suspension was heated under microwave irradiation for 40 minutes (100° C., 150 W). The mixture was cooled at room temperature, diluted with water and evaporated. The residue was triturated with acetone, and the washings discarded. The solid was dissolved in water and the insoluble solid was filtered off. The filtrate was acidified with HCl 1 M to pH 1, then brought to pH 10 with saturated aqueous Na2CO3. The precipitate formed was recovered by filtration, to afford the title compound (52 mg, 34%). 1H-NMR (δ, ppm, DMSO-d6): 3.49 (s, 3H, CH3N), 5.11 (s, 2H, NH2), 6.29 (d, 1H, HPy,6, J=6.0 Hz), 6.63 (d, 2H, Harom,Ph,3+5, J=8.69 Hz), 6.90 (d, 2H, Harom,Ph,2+6, J=8.73 Hz), 7.74 (d, 1H, HPy,6, J=5.96 Hz), 11.53 (s, 1H, NHPy2). LC-MS (m/z): 257 (M+H, 100).

1. customobtained
2. temperatureThe mixture was cooled at room temperature
3. customevaporated
4. customThe residue was triturated with acetone
5. dissolutionThe solid was dissolved in water
6. filtrationthe insoluble solid was filtered off
7. customThe precipitate formed
8. filtrationwas recovered by filtration