Category: 57999-06-1

Reference of 57999-06-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aminoazole 1f-i (1 mmol), acetoacetamides 2a-c (1 mmol), and aromatic aldehyde 3b-f (1 mmol) in 10 mL of ethanol was ultrasonicated at room temperature for 90 min in a round-bottom flask equipped with condenser. The reaction mixture was allowed to stand up to 12 h at room temperature and then was filtered to give the solid compounds 8a-i, which were washed with ethanol and air dried. Reaction products were obtained in high purity and did not require further purification by recrystallization.

The synthetic route of 4-Phenyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Muravyova, Elena A.; Desenko, Sergey M.; Rudenko, Roman V.; Shishkina, Svetlana V.; Shishkin, Oleg V.; Sen’ko, Yulia V.; Vashchenko, Elena V.; Chebanov, Valentin A.; Tetrahedron; vol. 67; 48; (2011); p. 9389 – 9400;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 57999-06-1,Some common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, 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.

[00237] Sodium metal (0.64g, 28mmol) was washed with petrol, and then cut into small pieces. The pieces were added to dry toluene (5ml). More dry toluene (5ml) and EtOAc (3.7ml, 38mmol) were added, followed by ethyl formate (0.64ml, 8mmol) dropwise. The mixture was heated at 5O0C for 20 minutes, then cooled to room temperature and stirred for 30 minutes. Additional ethyl formate (ImI, 12.5mmol) was added dropwise, and the mixture stirred at room temperature for 1 hour. A final batch of ethyl formate (ImI, 12.5mmol) was added dropwise, and the mixture stirred at room temperature overnight. The mixture was then diluted with dry EtOH (200ml), and 4-phenyl-lH-pyrazol-5 -amine (2g, 12.6mmol) was added. The mixture was heated under reflux overnight. The mixture was cooled and concentrated. The solid residue was dissolved in hot water and filtered. The filtrate was acidified with cone. HCl until pHl. The precipitate was then filtered off, washed with ether, and dried in vacuo to yield 1.4g (52.7%) of the title compound. 1H NMR (d6-DMSO): 12.30 (IH, d, J 4.3), 8.23 (IH, s), 7.82 (IH, t, J 7.0), 7.60 (2H, d, J 7.1), 7.46 (2H, d, J 7.9), 7.30 (lH, t, J7.4), 5.79 (IH, d, J7.3).

The synthetic route of 57999-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; WO2010/86040; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 57999-06-1, These common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, its 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.

General procedure: The suitable 4-substituted-5-aminopyrazoles (1c-f, 1h-p) (20 mmoles) were diazotized as usual and the solution of diazonium salt was treated with of sodium acetate (24 mmoles) at room temperature and stirred until to complete dissolution. At this solution was then added ethyl acetoacetate (20.0 mmoles) in ethanol and stirred for 1 h at room temperature. The final compounds were recovered by filtration after addition of water or by extraction if a precipitate was not formed. Starting from 1f, in this reaction condition, a byproduct is formed and identified as 1H-Benzo[h]pyrazolo[3,4-c]cinnoline, 10. The unambiguous synthesis of this latter was obtained as described below. 5.6.1 Ethyl 4-methyl-8-(pyridin-3-yl)pyrazolo[5,1-c][1,2,4]triazin-3-carboxylate, 7c ;Yellow crystals; TLC eluent: dichloromethane/methanol 10:1 v/v; 1H NMR (CDCl3) delta 9.41 (d, J?=?2.0?Hz, 1H, Py); 8.77 (s, 1H, H-2); 8.70 (dd, J?=?7.8, 1.7?Hz, 1H, Py); 8.22 (dd, J?=?4.9, 1.7 1H, Py); 7.49 (dd, J?=?7.8, 4.9, 1H, Py); 4.60 (q, J?=?7.0?Hz, 2H, CH2); 3.27 (s, 3H, CH3); 1.60 (t, J?=?7.0?Hz, 3H, CH3). ;Anal C, H, N.

The synthetic route of 57999-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guerrini, Gabriella; Ciciani, Giovanna; Daniele, Simona; Martini, Claudia; Costagli, Camilla; Guarino, Chiara; Selleri, Silvia; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2475 – 2487;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 57999-06-1, 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. 57999-06-1 name is 4-Phenyl-1H-pyrazol-5-amine, 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.

The final product 03 (24.4 mg, 0.075 mmol), 4-phenyl-1H-pyrazole-5-amine (36 mg, 0.226 mmol) and Et3N (30 mg, 0.3 mmol) were weighed into a bottle,Add 2 mL of DMF to dissolve the reaction reagent.The reaction was heated at 50 C overnight.The crude reaction product was directly purified by reversed-phase HPLCThe target compound YC008 (22 mg) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Phenyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Jia; Wang Zengtao; Zhang Shiyan; Zang Yi; Wang Peipei; Sun Dandan; Zhang Hanyan; (155 pag.)CN110818683; (2020); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 57999-06-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aminoazole 1f-i (1 mmol), acetoacetamides 2a-c (1 mmol), and aromatic aldehyde 3b-f (1 mmol) in 10 mL of ethanol was ultrasonicated at room temperature for 90 min in a round-bottom flask equipped with condenser. The reaction mixture was allowed to stand up to 12 h at room temperature and then was filtered to give the solid compounds 8a-i, which were washed with ethanol and air dried. Reaction products were obtained in high purity and did not require further purification by recrystallization.

The synthetic route of 4-Phenyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Muravyova, Elena A.; Desenko, Sergey M.; Rudenko, Roman V.; Shishkina, Svetlana V.; Shishkin, Oleg V.; Sen’ko, Yulia V.; Vashchenko, Elena V.; Chebanov, Valentin A.; Tetrahedron; vol. 67; 48; (2011); p. 9389 – 9400;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 57999-06-1,Some common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, 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.

General procedure: A suspension of 3(5)-amino-4-(thien-2-yl)pyrazole (1h) or 3(5)-amino-4-phenylpyrazole (1i) 11,13 (10 mmoles) and ethyl 2-(pyrazol-10-yl)-2-formylacetate (A) or ethyl 2-(imidazol-10-yl)-2-formylacetate (B) (10 mmoles) in dyglime (20 mL) was refluxed under magnetic stirring until the starting material disappeared. The precipitate was collected by filtration from the reaction mixture and recrystallized by suitable solvent, obtaining compounds 5a, 5b, 6a and 6b respectively.

The synthetic route of 57999-06-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 57999-06-1, Quality Control of 4-Phenyl-1H-pyrazol-5-amine

A solution of enaminone 3a (3.32 g, 0.01 mol) and 4-phenyl-1H-pyrazol-5-amine (8a) (1.74 g, 0.011 mol) in acetic acid was refluxed for-5 min. A precipitate formed after cooling was filtered, washed-with isopropyl alcohol, and dried in vacuo. The yield was 2.99 g (70%). M.p. 193-194 C. 1H NMR (DMSO-d6), delta: 1.32 (t, 3 H,CH3, J = 6.9 Hz); 3.21 (s, 3 H, CH3); 4.01 (q, 2 H, CH2O,J = 6.9 Hz); 6.97 (d, 2 H, H arom, J = 7.4 Hz); 7.25 (t, 1 H, H arom,J = 7.3 Hz); 7.43 (t, 2 H, H arom, J = 7.3 Hz); 7.51 (d, 2 H, H arom,J = 7.4 Hz); 8.15 (d, 2 H, Harom, J = 7.3 Hz); 8.80 (s, 1 H, CH);9.19 (s, 1 H, CH); 10.91 (br.s, 1 H, NH). 13C NMR (DMSO-d6),delta: 14.72, 15.28, 63.24, 109.91, 113.67, 115.09, 119.78, 125.82,126.13, 128.63, 131.74, 132.98, 143.39, 143.46, 147.02, 150.34,154.73, 164.88, 179.12. MS, m/z (Irel (%)): 428 [M]+ (100), 399 (4),269 (37), 254 (4), 234 (13). Found (%): C, 64.38; H, 4.68;N, 19.63. C23H20N6OS. Calculated (%): C, 64.47; H, 4.70; N, 19.61.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Phenyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Reference of 57999-06-1,Some common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, 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.

General procedure: A suspension of 3(5)-amino-4-(thien-2-yl)pyrazole (1h) or 3(5)-amino-4-phenylpyrazole (1i) 11,13 (10 mmoles) and ethyl 2-(pyrazol-10-yl)-2-formylacetate (A) or ethyl 2-(imidazol-10-yl)-2-formylacetate (B) (10 mmoles) in dyglime (20 mL) was refluxed under magnetic stirring until the starting material disappeared. The precipitate was collected by filtration from the reaction mixture and recrystallized by suitable solvent, obtaining compounds 5a, 5b, 6a and 6b respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Phenyl-1H-pyrazol-5-amine, its application will become more common.

Related Products of 57999-06-1, A common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, molecular formula is C9H9N3, its 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 a mixture of ethyl-2-benzyl-3-oxo-butanoate ( 100 rng, 454.01 muetaiotaomicron, 96.15 mu^, 1.00 eq) and 4-phenyl-lH-pyrazol-5-amine (80 mg, 499.41 wmol, 1.10 eq) in EtOH (5 mL) was added H3PQ4 (98 mg, 454.01 iotaetaomicron, 50.00 ,uL, 85% v/v, 1 .00 eq). Then the reaction mixture was stirred at 100 C for 16 h. LC-MS indicated the desired product was detected. Water ( 10 mL) was added and the mixture was stirred at 5 C for 1 h. Then the mixture was filtered and the filter cake was dried in vacuo to give 6-benzyl-5-methyl-3-phenyl- pyrazolo[l,5-a]pyrimidin-7-ol (65.3 mg, 195.92 mutaueta, 43% yield) as a white solid. NMR (400 MHz, DMSO-ifc) delta 1 1.79 (brs, I I I ). 8.12 (s, 1H), 7.57 (d, J = 7.6, 2H), 7.46 (t, 2H), 7.34-7.26 (m, 6H), 3.89 (s, 2H), 2.39 (s, 3H); I3C NMR (100 MHz, DMSQ-tfc) delta 157.4, 148.7, 142,6, 140.8, 137.3, 131.3, 129,3, 128.8, 128.4, 127.9, 126,9, 126.3, 106.0, 104 ,4, 30.5, 1 7.6, LC-MS (ESI): m/z 316.0 ( i } .

The synthetic route of 57999-06-1 has been constantly updated, and we look forward to future research findings.