反应详情

温度

50 °C

1.3 2-Chloromethylpyridine hydrochloride (1.0.9 mmol) is dissolved in water and NaOH (32% in water) is added and extracted with dichloromethane. The combined organic layers are dried over MgSO4 and the solvent is removed in vacuo. The remaining residue is added to a suspension of NaH (2 eq.) in DMF at 0° C. Afterwards 2-(1H-Pyrazole-3-yl)-isoindole-1,3-dione (11.7 mmol) is added and the reaction is stirred 15 hours at 50° C. The solvent is removed in vacuo. Hydrazine hydroxide (20 ml) and ethanol (20 ml) is added and the reaction is stirred 3 days at 120° C. The solvent is removed in vacuo and the residue is suspended in dichloromethane and filtrated. The solvent of the filtrate is removed in vacuo. The remaining residue is purified via column chromatography (ethyl acetate/methanol). 1-Pyridine-2-ylmethyl-1H-pyrazole-3-ylamine is isolated as a yellow powder in a yield of 20%; HPLC (Method B): 0.49 min; LC-MS: 0.550 min, 175.15 (M+H+);

1. extractionextracted with dichloromethane
2. dry with materialThe combined organic layers are dried over MgSO4
3. customthe solvent is removed in vacuo
4. customThe solvent is removed in vacuo
5. additionHydrazine hydroxide (20 ml) and ethanol (20 ml) is added
6. stirringthe reaction is stirred 3 days at 120° C
7. customThe solvent is removed in vacuo
8. filtrationfiltrated
9. customThe solvent of the filtrate is removed in vacuo
10. customThe remaining residue is purified via column chromatography (ethyl acetate/methanol)