Category: 89260-46-8

Related Products of 89260-46-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89260-46-8 name is 3-(1H-Pyrazol-3-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A cooled (0 0C) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4- carboxylic acid (Intermediate 21 , 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate(36.2 mL; 0.47 mmol). After stirring at 0 0C for 15 minutes, 3-(1 H-pyrazol-3- yl)aniline (Apollo, 107 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid. 1H NMR (400MHz, CDCI3) delta 10.08 (1 H, br s), 8.58 (1 H, s), 8.19 (1 H, s), 7.76 (1 H, d, J = 8.0 Hz), 7.64 (1 H, d, J = 2.3 Hz), 7.57 (1 H, d, J = 7.7 Hz), 7.49- 7.34 (2H, m), 6.67 (1 H, d, J = 2.3 Hz), 3.53 (4H, s), 1.75-1.63 (2H, m), 1.09 (1 H, s), 0.97 (3H, t, J = 7.4 Hz), 0.57 (2H, d, J = 7.7 Hz), 0.35-0.29 (2H, m). MS (ESI-) 375. HPLC (Condition C) Rt 3.75 min (HPLC purity 99.9%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(1H-Pyrazol-3-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics