Electric Literature of 687635-04-7,Some common heterocyclic compound, 687635-04-7, name is (3-(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.
To pyrazol- 1 -ylbenzylamine (0.5 mmol) in tetrahydrofuran (2 mL) at room temperature are added cyclopropylmethylaldehyde (0.6 mmol) and anhydrous magnesium sulfate (60 mg). After stirring for 1.5h at room temperature, sodium borohydride (0.5 mmol) is added and the mixture is then stirred for a further 2h. Water (3 mL) is added to the mixture and stirring resumes for 1 Omin. Additional water is added (1 mL) and the mixture is extracted with dichloromethane (10 mL x 3). After being dried over anhydrous magnesium sulfate the solvent is removed under reduced pressure to give the crude product. This material may be used in subsequent steps without further purification. [0290] The amine obtained using the methods described in the previous step (0.26 mmol) is added to a solution of chloro-l-methyl-3-tert-butyl-l,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one (0.13 mmol) in t-BuOH (0.5 mL). The reaction is heated in a sealed tube to 1000C for 24h. On complete reaction (monitored by LCMS), the mixture is allowed to cool to room temperature and the solvent is then removed under reduced pressure. The final compound may be isolated by preparative HPLC. [0291] Preparative HPLC: Waters XBridge Prep C 18 5mum ODB 19mm ID x 100mm L. The method uses MeCN/H2O 65-90% gradients. H2O contains 0.1% Trifluoroacetic acid (TFA)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (3-(1H-Pyrazol-1-yl)phenyl)methanamine, its application will become more common.