Reference of 89260-46-8,Some common heterocyclic compound, 89260-46-8, name is 3-(1H-Pyrazol-3-yl)aniline, molecular formula is C9H9N3, 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.
(2S)-N-(3-(lH-pyrazol-3-yl)phenyl)-2-amino-3-phenylpropanamide (12.C).To a solution of 3-(lH-pyrazol-3-yl)benzenamine 12.B (400 mg, 2.52 mmol) in DMF (5 mL) was added (S)-2-(tert-butoxycarbonyl)-3-phenylpropanoic acid (795 mg, 3.02 mmol, available from Aldrich), diisopropylethylamine (0.65 mL, 3.75 mmol) and 2-(1H- Benzotriazole-l-yl)-l,l,3,3-Tetramethyluronium hexafluorophosphate (1.14g, 3.02 mmol). The resulting mixture was stirred overnight at room temperature. The mixture was then partitioned between water (50 mL) and EtOAc (50 mL). The layers were separated and the aqueous phase was extracted with additional EtOAc (2 x 5OmL). The combined organic layers were washed with water and brine, dried (MgSO4), and concentrated. [0253] The crude intermediate was then stirred in HCl solution (4M in dioxane, 5 mL) for Ih. The mixture was then concentrated, the resulting white solid was neutralized with NaHCO3 saturated solution (5 mL) and extracted with DCM (2 x 5mL) to afford (2S)-N-(3- (lH-pyrazol-3-yl)phenyl)-2-amino-3-phenylpropanamide 12.C as a colorless film (200mg, 26% yield).
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-3-yl)aniline, its application will become more common.
Reference:
Patent; AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming; WO2010/93849; (2010); A2;,
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