反应详情

4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carboxylic acid (0.75 g, 0.225 mmol), formic hydrazide (0.162 g, 0.27 mmol), 1-hydroxybenzotriazole (0.304 g, 0.225 mmol), diisopropylethylamine (1.18 mL, 0.68 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.431 g, 0.225 mmol) in dichloromethane (10 mL) was stirred at room temperature for 18 hours. The reaction mixture was diluted with dichloromethane (100 mL) and washed with water (2×20 mL) The organics were dried over sodium sulphate, filtered and concentrated in vacuo to provide a cream solid. This was purified by flash chromatography on silica gel eluting with dichloromethane:methanol:ammonia (95:5:0.5 to 90:10:1) to provide the title compound (0.145 g, 17%) as a clear oil. LRMS ESI+ m/z 376 [MH]+, ESI− m/z 374 [M−H+]−.

1. washwashed with water (2×20 mL) The
2. dry with materialorganics were dried over sodium sulphate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customto provide a cream solid
6. customThis was purified by flash chromatography on silica gel eluting with dichloromethane:methanol:ammonia (95:5:0.5 to 90:10:1)