Related Products of 368870-03-5,Some common heterocyclic compound, 368870-03-5, name is (4-(1H-Pyrazol-1-yl)phenyl)methanamine, molecular formula is C10H11N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Ethyl 3-(2,4-difluorophenyl)-3-oxopropanoate (UIPC-II-278)(28) (60 mg, 0.26 mmol) was refluxed in triethylorthoformate(0.110 mL, 0.65 mmol) and acetic anhydride (0.10 mL, 1.05 mmol) for 24 h to yield the intermediate enol ether (29). After the reactionwas complete, the mixture was concentrated in vacuo and thendissolved in ethanol. To this was added (4-(1H-pyrazol-1-yl)phenyl)methanamine (55 mg, 0.30 mmol) and the reaction wasallowed to stir at room temperature for 2 h. The reaction wasconcentrated in vacuo and purified by flash chromatography using agradient of dichloromethane:methanol. The reaction intermediatewas then dissolved in dioxanes, sodium hydride (13 mg,0.52 mmol) was added at 0 C and the reaction was allowed to stirfor 1 h. Once complete, the reaction was concentrated in vacuo anddiluted with water and extracted thrice with 10 mL ethyl acetate.The combined organic layers were washed with brine, dried overNa2SO4, filtered and concentrated in vacuo to afford 30b in 89%yield. 30b was used for the next step without further purification.MS ESI calculate for (M H) 392.136, found 392.13. Retention time(analytical HPLC) 18.1 min.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-(1H-Pyrazol-1-yl)phenyl)methanamine, its application will become more common.