Category: pyrazoles-derivatives

Electric Literature of 118430-73-2, 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. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 70 Synthesis of N-(3-tert-Butyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-methyl-9H-pyrimido[4,5-b]indol-4-amine (Cpd. No. 120) Pd2(dba)3 (27 mg, 0.03 mmol) and BINAP (37 mg, 0.06 mmol) were mixed in anhydrous toluene (5 mL). The mixture was heated at reflux for 3-4 minutes. This clear, orange-red color solution was transferred into a round-bottom flask containing S13 (102 mg, 0.3 mmol), 3-tert-butyl-1-methyl-1H-pyrazol-5-amine (100 mg, 0.6 mmol), K3PO4 (212 mg, 1.0 mmol), and anhydrous toluene (4 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered through a pad of Celite and the organic layer was collected, concentrated, and purified by HPLC to yield Cpd. No. 120 as a CF3CO2H salt in 49 mg. 1H NMR (300 MHz, MeOD-d4): 7.45 (s, 1H), 6.26 (s, 1H), 3.88 (s, 3H), 3.82 (s, 3H), 2.71 (s, 3H), 2.31 (s, 3H), 2.14 (s, 3H), 1.32 (s, 9H). ESI-MS calculated for C25H30N7O2 [M+H]+=460.25, Observed: 460.33.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1145-01-3, 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. 1145-01-3 name is 3,5-Diphenyl-1H-pyrazole, 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 solution of ethyl 3,5-diphenyl-1-hydro-pyrazole (0.20 mmol ), alpha-diazo-1-phenyl-1,3-butanedione ( 0.25 mmol) was added in a 2 5 mL Schrocker tube at room temperature.[Cp * RhCl2] 2 (0·01 mmol), AgSbF6 (0.04 mmol) and tetrahydrofuran (2.00 mL) were added and argon was bubbled through argon for 2 minutes. Stir at 60 C for 24 hours. The reaction was stopped and concentrated under reduced pressure to give a crude product. Finally, rinsed with a mixture of petroleum ether and ethyl acetate, and the column chromatography was rapidly subjected to column chromatography to give the corresponding nitrogen-containing fused heterocyclic compound (83 mg in white, 92% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Diphenyl-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Shenyang Normal University; Yang Xiaobo; Wu Songxiao; Jie Jiyang; Li Haoyi; (18 pag.)CN106946877; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 2033-45-6, 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. 2033-45-6, name is 3,5-Dimethyl-4-iodopyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of 1.85g (0.01mol) of 2,4,6-trichloro-1,3,5-triazine in the 50mL THF was stirred at room temperature for 1h. Then, 3,5-dimethylpyrazole (2.94g, 0.03mmol) were added into the solution in batches. 5mL of triethylamine was added dropwise whilst stirring at room temperature. After 1h, the mixture was heated at 80C for 1h. After cooling and filtering off, the filtrate evaporated on a steam bath and then washed with hot-water.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,5-Dimethyl-4-iodopyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Ji-Xiao; Zhu, Zi-Ran; Bai, Feng-Ying; Wang, Xin-Yu; Zhang, Xiao-Xi; Xing, Yong-Heng; Polyhedron; vol. 99; (2015); p. 59 – 70;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 4149-06-8, 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. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The mixture of alpha,beta-unsaturated ketone 1, or 4 (1.0 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one 2 (1.0 mmol), p-TSAxH2O (0.3mmol), MeCN (4mL), H2O (4mL) was put in a reaction flask under 80 C about 1-3 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be precipitated out at same time. Then, it was filtered, washed thoroughly with MeCN. The products were recrystallized from DMF.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Shuangshuang; Wang, Zhansheng; Li, Xiuling; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 72; 38; (2016); p. 5754 – 5761;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: pyrazoles-derivatives

General procedure: A mixture of 62a (30 mg), N,N’-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (11) (48 mg), diisopropylethylamine (0.02 mL) and CH2Cl2 (0.6 mL) was stirred at room temperature for 12 h under a nitrogen atmosphere. The solvent was removed in vacuo. The residue was purified by flash column chromatography over silica gel with CHCl3/MeOH (10:1) as an eluent to give 63a (47 mg, 100%) as a colorless powder.

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inoue, Takayuki; Morita, Masataka; Tojo, Takashi; Nagashima, Akira; Moritomo, Ayako; Imai, Keisuke; Miyake, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 21; 9; (2013); p. 2478 – 2494;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1120-82-7, name is (1H-Pyrazol-1-yl)methanol, 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 1120-82-7, Safety of (1H-Pyrazol-1-yl)methanol

General procedure: A solution of primary diamine (one equiv.) in acetonitrile(20 mL), was slowly added to a solution of 2a or 2b (fourequiv.) in 60 mL of acetonitrile. The reaction mixture was stirred under refluxed for 6h then dried over MgSO4. The solvent was removed under reduced pressure. The solid was dried using a Schlenk line.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (1H-Pyrazol-1-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Abrigach, Farid; Bouchal, Btissam; Riant, Olivier; Mace, Yohan; Takfaoui, Abdelilah; Radi, Smaail; Oussaid, Abdelouahad; Bellaoui, Mohammed; Touzani, Rachid; Medicinal Chemistry; vol. 12; 1; (2016); p. 83 – 89;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 132712-71-1, 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. 132712-71-1, name is 3-Methyl-1H-pyrazol-5-ol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

SBA-Pr-NH2 (0.02 g) was activated into a round-bottomed flask containing a magnetic stirrer at 100 C for removal of the adsorbed water. The mixture of ninhydrin (1 mmol, 0.178 g), 1,2-aryl-diamines (1 mmol), and SBA-Pr-NH2 in 5 ml ethanol was heated and stirred at 60 C to form indenoquinoxaline A; then, after about 5 min, malono derivatives (1 mmol) and alpha-methylencarbonyl compounds (1 mmol)were added to the mixture of reaction for the synthesis of spiro[indeno[2,1-b]quinoxaline derivatives under reflux condition using MW irradiation (400 W, 80 C). Completion of the reaction was monitored by TLC. After that, obtainedprecipitate was cooled to room temperature and extractedfrom the solvent. Subsequently, the precipitate was dissolvedin minimum volume of hot acetone and the unsolvable SBA-Pr-NH2 catalyst was removed by filtration. The residue was purified by recrystallization from ethanol. The new compound was characterized by mass, IR, and NMR spectroscopy techniques. The melting points of the products were compared with those reported in the literature.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Methyl-1H-pyrazol-5-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ahmadi, Tahereh; Mohammadi Ziarani, Ghodsi; Bahar, Shahriyar; Badiei, Alireza; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1153 – 1161;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole, molecular formula is C4H4ClN3O2, 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. Application In Synthesis of 5-Chloro-1-methyl-4-nitro-1H-pyrazole

Intermediate 43 RRN No.580,582N-(1-(4-Amino-1-methyl-1H-pyrazol-5-yl)-5-hydroxyazepan-4-yl)-2,2,2-trifluoroacetamide A solution of benzyl 4-hydroxy-5-(2,2,2-trifluoroacetamido)azepane-1-carboxylate (935 mg, 3.0 mmol) in MeOH (100 mL) was passed through the H-Cube (full H2, 50 C., flow rate: 1 mL/min, 30 mm 10% Pd/C cartridge). The solvent was removed under reduced pressure to give 4-hydroxy-5-(2,2,2-trifluoroacetamido)azepane as a pale yellow solid (514 mg). To a solution of this (500 mg, 2.21 mmol) in dry DMSO (10 mL) was added 5-chloro-1-methyl-4-nitro-1H-pyrazole from Example 1 (150 mg, 0.93 mmol) and potassium fluoride (513 mg, 8.85 mmol). The reaction mixture was heated at 65 C. for 16 hr. The mixture was poured into water (200 mL) and extracted with EtOAc (5×50 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (70% EtOAc/isohexane) gave 2,2,2-trifluoro-N-(5-hydroxy-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)azepan-4-yl)acetamide as a yellow solid (640 mg). A portion of this solid (200 mg, 0.57 mmol) was dissolved in MeOH (25 mL) and passed through the H-Cube (full H2, 50 C., flow rate: 1 mL/min, 30 mm 10% Pd/C cartridge). The solvent was removed under reduced pressure to give N-(1-(4-amino-1-methyl-1H-pyrazol-5-yl)-5-hydroxyazepan-4-yl)-2,2,2-trifluoroacetamide as an orange foam (172 mg, 68% over 3 steps). 1H NMR (400 MHz, DMSO) delta 9.22 (d, J=8.1 Hz, 1H), 6.83 (s, 1H), 4.84 (d, J=5.0 Hz, 1H), 3.91-3.73 (m, 2H), 3.32 (s, 3H), 3.28-2.96 (m, 4H), 2.00-1.75 (m, 4H). Exchangeable NH2 not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 42098-25-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Hodges, Alastair James; Matteucci, Mizio; Sharpe, Andrew; Sun, Minghua; Wang, Xiaojing; Tsui, Vickie H.; US2013/79321; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., Product Details of 578008-32-9

Nitrogen was bubbled through a mixture of (S) -2,6- dichloro-4- (3-fluororhoyrrolidin-1-yl) pyridine (600 mg, 2.6 mmol) , tert-butyl S-amino-S-methyl-lH-pyrazole-l-carboxylate(510 mg, 2.6 mmol), Pd2dba3 (119 mg) , xantphos (150 mg) , and sodium carbonate (382 mg, 3.6 mmol) in dioxane (10 mL) . The mixture was heated to 140 0C for 45 minutes and then to 170 0C for 15 minutes in the microwave. After filtration through Celite and a dioxane rinse, the solvents were removed under reduced pressure. The residue was purified by column chromatography (SiO2 (75 mL) , CH2C12/2.5-7% 2-propanol; TLC: CH2C12/5% 2-propanol, Rf=O.3) to yield 230 mg of the desired product as an off-white solid (HPLC: Rf=7.341 minutes) .

The synthetic route of 578008-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/147626; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 400755-44-4, name is 1-Ethylpyrazole-3-carboxylic Acid, 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 400755-44-4, Computed Properties of C6H8N2O2

To a solution of 1 -ethyl- 7/-/-pyrazole-3-carboxylic acid (1 1 1 mg, 0.793 mmol) and diisopropylethylamine (307 mg, 2.379 mmol) in tetrahydrofuran (4.0 ml_) at 20 C was added 1 -[b/s(dimethylamino)methylene]- 7/-/-1 ,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (452 mg, 1 .19 mmol). The reaction mixture was stirred for 20 minutes before a solution of 5-(3-fluorobenzyl)pyridin-2-amine (160 mg, 0.793 mmol) in tetrahydrofuran (1 .0 ml_) was added. The solution mixture was stirred at 20 C for 16 h. The volatiles were removed under reduced pressure and the residue was added to a mixture of dichloromethane (50 ml_) and water (50 ml_). The combined organic layers were collected, dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified via prep-HPLC (Boston C18 21 *250 mm 10 pm column; acetonitrile/0.01 % aqueous trifluoroacetic acid) to give 1 -ethyl-A/-(5-(3-fluorobenzyl)pyridin-2-yl)- 7/-/-pyrazole-3-carboxamide (43.0 mg, 0.132 mmol, 16.7%) as a white solid. 1 H NMR (400 MHz, Dimethylsulfoxide-c/6) d 9.51 (s, 1 H), 8.27 (d, J = 2.0 Hz, 1 H), 8.08 (d, J = 8.5 Hz, 1 H), 7.92 (d, J = 2.3 Hz, 1 H), 7.71 – 7.70 (dd, J = 8.5, 2.2 Hz, 1 H), 7.33 – 7.30 (dd, J = 14.3, 8.0 Hz, 1 H), 7.10 – 7.08 (t, J = 7.0 Hz, 2H), 7.02 – 7.01 (dd, J = 1 1 .9, 5.3 Hz, 1 H), 6.82 (d, J = 2.3 Hz, 1 H), 4.23 – 4.21 (q, J = 7.3 Hz, 2H), 3.95 (s, 2H), 1 .41 – 1 .40 (t, J = 7.3 Hz, 3H).; LCMS (ESI) m/z: 325.1 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Ethylpyrazole-3-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics