Category: 20744-39-2

20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 3-Aminopyridazine This compound was prepared in a manner analogous to Example 2, Step A by the hydrogenation of 9.5 grams (0.073 mole) of commercially available 3-amino-6-chloropyridazine, in the presence of 3.7 grams (0.09 mole) of sodium hydroxide and 0.8 gram of 10% palladium on charcoal in ethanol. The yield of 3-aminopyridazine was 7.5 grams as a solid., 20744-39-2

As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Patent; FMC Corporation; US4735650; (1988); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

Example 344-(4-Morpholinylmethyl)-2-[(phenylmethyl)oxy]- V-4-pyridazinyl-5- (trifluoromethyl)benzamide (E34)To a solution of 4-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 50; 120 mg, 0.30 mmol) in N,N- dimethylformamide (5 ml) was added diisopropylethylamine (0.11 ml, 0.61 mmol), 4- pyridazinamine (43.3 mg, 0.46 mmol), 1-hydroxy-7-azabenzotriazole (53.7 mg, 0.40 mmol) and EDC (1 16 mg, 0.61 mmol). The reaction was stirred for 3 hours and the solvent was removed in vacuo to give yellow oil. Purification by MDAP gave the title compound as a white solid. 72 mg.MS (electrospray): m/z [M+H]+ 4731 H NMR (DMSO-d6): 2.27 – 2.42 (4 H, m), 3.51 – 3.61 (4 H, m), 3.63 (2 H, s), 5.38 (2 H, s), 7.26 – 7.42 (3 H, m), 7.51 (2 H, d, J=6.78 Hz), 7.62 (1 H, s), 7.94 (1 H, s), 8.03 (1 H, dd, J=5.90, 2.64 Hz), 9.08 (1 H, d, J=5.77 Hz), 9.28 (1 H, d, J=2.01 Hz), 10.85 (1 H, s).

20744-39-2, As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 362-[(Phenylmethyl)oxy]-4-(1 -piperidinylmethyl)- V-4-pyridazinyl-5- (trifluoromethyl)benzamide (E36) To a solution of 2-[(phenylmethyl)oxy]-4-(1-piperidinylmethyl)-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 53; 112 mg, 0.29 mmol) in N,N- dimethylformamide (5 ml) was added diisopropylethylamine (0.10 ml, 0.57 mmol), 4- pyridazinamine (40.6 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (50.4 mg, 0.37 mmol) and EDC (109 mg, 0.57 mmol). The reaction was stirred for 18 hours, then the solvent removed in vacuo to give a yellow oil. Purification by MDAP gave the title compound as a white solid. 66 mg.MS (electrospray): m/z [M+H]+ 4711 H NMR (DMSO-d6): 1.29 – 1.60 (6 H, m), 2.23 – 2.41 (5 H, m), 3.50 – 3.70 (2 H, m), 5.36 (2 H, s), 7.18 – 7.44 (3 H, m), 7.46 – 7.57 (2 H, m), 7.64 (1 H, s), 7.93 (1 H, s), 8.02 (1 H, dd, J=5.90, 2.64 Hz), 9.08 (1 H, d, J=5.77 Hz), 9.27 (1 H, d, J=2.51 Hz), 10.84 (1 H, s).

20744-39-2, The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 17c (100mg, 0.34mmol) in 5mL anhydrous THF was added 4-methylmorpholine (35mg, 0.34mmol) and isobutyl carbonochloridate (49mg, 0.36mmol) under nitrogen atmosphere at-10. The reaction mixture was stirred for 30minat-10, then pyrimidin-5-amine (32mg, 0.34mmol) was added. After reacting for another 30minat-10, the reaction mixture was warmed to room temperature and stirred for 6h. The solvent was evaporated and the residues was dissolved in ethyl acetate (10mL), washed with water (10mL¡Á3) and brine (10mL¡Á3). The organic layer was dried over Na2SO4, concentrated under vacuum and purified on silica gel to afford the compound 18g as a white solid (56mg, 43%). Mp: 150.0-153.0C. HPLC purity=99.33%, HPLC tR=15.10min (Method B). The 1H NMR showed 12:1 ratio of atropisomers. 1H NMR (500MHz, CDCl3) delta 9.34 (s, 1H), 8.89 (s, 1H), 8.81 (s, 2H), 7.07 (d, J=8.5Hz, 2H, [6.97 minor isomer]), 6.83 (d, J=8.5Hz, 2H, [6.70 minor isomer]), 4.78 (s, 2H, [4.67 minor isomer]), 4.30-4.21 (m, 1H), 4.02 (s, 2H, [4.16 minor isomer]), 2.49 (t, J=7.5Hz,2H), 1.62-1.51 (m, 2H), 1.27 (d, J=6.5Hz, 6H, [1.16 minor isomer]), 0.89 (t, J=7.5Hz, 3H). 13C NMR (125MHz, CDCl3) delta 168.86, 167.39, 154.63, 152.97, 146.63, 135.37, 132.46, 128.59, 113.26, 66.17, 48.37, 45.19, 36.05, 23.59, 19.95, 12.73. HRMS (ESI) m/z: calcd for C20H27N4O3 [M+ H]+, 371.2078; found 371.2088., 20744-39-2

The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yu, Jianjun; Xu, Lei; Hong, Duidui; Zhang, Xiaotuan; Liu, Jieyu; Li, Daqiang; Li, Jia; Zhou, Yubo; Liu, Tao; European Journal of Medicinal Chemistry; vol. 161; (2019); p. 543 – 558;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TDI01239-5 (70 mg, 0.175 mmol) and 4-aminopyridazine (20 mg, 0.21 mmol) were dissolved in N,N-dimethylformamide (2 mL), 43 HATU (66 mg, 0.175 mmol) and diisopropylethylamine (68 mg, 0.525 mmol) were added, and the reaction was performed at room temperature for 16 h. LC-MS indicated the reaction was complete. The solvent was evaporated to dryness, and the residue was purified by preparative chromatograph (dichloromethane : methanol : aqueous ammonia=8:1:10 drops) to give a crude product, which was purified by high-performance liquid chromatography to afford compound TDI01239 (5.29 mg, yellow solid, yield: 6.37%). 1H NMR (400 MHz, DMSO-d6) delta 11.10 (s, 1H), 10.32 (s, 1H), 9.33 (d, 1H), 9.11 (d, 1H), 8.65 (s, 1H), 8.55 (dd, 1H), 8.39 (d, 1H), 8.15 (s, 1H), 8.10 (s, 1H), 8.00 (dd, 1H), 7.84 (d, 1H), 7.62 (d, 1H), 7.55 (d, 1H), 6.81 (d, 1H), 4.70 (s, 2H), 4.56 (s, 2H). MS m/z (ESI): 478.2 [M+H]., 20744-39-2

The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (106 pag.)EP3421464; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem