Day: July 9, 2021

288-13-1, name is 1H-Pyrazole, 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. HPLC of Formula: C3H4N2

Step 1: Preparation of 3-pyrazol-1-yl-pyridine To a solution of 3-bromopyridine (5 g, 0.031 mol) in 50 ml of acetonitrile were added pyrazole (2.6 g, 0.038 mol), Cs2CO3 (16.5 g, 0.050 mol), Cu2O (0.226 g, 0.0016 mol), and salicylaldoxime (0.867 g, 0.006 mol) under N2 atmosphere. The reaction mass was refluxed for 24 hrs at 80 C. The reaction mass was concentrated and the crude was purified by column chromatography using ethyl acetate and hexane (1:1) to afford the pyrazolyl pyridine as a dark brown liquid (2 g, 43%): 1H NMR (400 MHz, CDCl3) delta 8.99 (d, J=2.8 Hz, 1H), 8.48 (dd, J=4.8, 1.2 Hz, 1H), 8.11-8.08 (m, 1H), 7.99 (d, J=1.2 Hz, 1H), 7.78 (d, J=1.2 Hz, 1H), 7.38-7.35 (m, 1H), 6.53 (t, J=1.2 Hz, 1H); MS (m/z) 146 [M+1].

The synthetic route of 288-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; Buysse, Ann M.; Niyaz, Noormohamed M.; Demeter, David A.; Zhang, Yu; Walsh, Martin J.; Kubota, Asako; Hunter, Ricky; Trullinger, Tony K.; Lowe, Christian T.; Knueppel, Daniel; Patny, Akshay; Garizi, Negar; LePlae, JR., Paul Renee; Wessels, Frank; Ross, JR., Ronald; DeAmicis, Carl; Borromeo, Peter; US2013/288893; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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 612511-81-6, Product Details of 612511-81-6

To a solution of ethyl 2-(2-amino-4-chloro-6-((l-methyl-lH-pyrazol-3- yl)methylamino)pyrimidin-5-yl)acetate (2.8 g, 8.64 mmol) in n-BuOH (20 mL) was added DIEA (2.5 g, 19.38 mmol). The resulting solution was stirred at 1300C for 12 hr and the solids were collected by filtration, resulted in 2.0 g (83percent) of 2-amino-4-chloro-7-((l -methyl – lH-pyrazol-3-yl)methyl)-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

27258-32-8, name is 1-Methyl-1H-pyrazole-3-carbaldehyde, 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. Formula: C5H6N2O

[00346] 55A. 3-((2-(4-bromophenyl)hydrazono)methyl)-l-methyl-lH-pyrazole: To a solution of (4-bromophenyl)hydrazine hydrochloride (1 150 mg, 5.04 mmol) and 1- methyl-lH-pyrazole-3-carbaldehyde (580 mg, 5.00 mmol) in DMF (5.1 mL) was added triethylamine (0.84 mL, 6.00 mmol). The mixture was stirred at rt under argon for 21 h, water (9 mL) was added and stirring was continued for 1 h. The solid that resulted was filtered, rinsed with water (5 mL) and dissolved in CH2C12 (120 mL). The CH2C12 solution was dried (Na2S04) and concentrated to provide 55A (1400 mg, 5.02 mmol, 100 percent yield) as a yellowish solid: lH NMR (400MHz, CDC13) d 7.76 (s, 1H), 7.63 (s, 1H), 7.34 (m, 3H), 6.97 (d, J= 8.8 Hz, 2H), 3.91 (s, 3H).

The synthetic route of 27258-32-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HERNANDEZ, Andres S.; ELLSWORTH, Bruce A.; EWING, William R.; CHEN, Bin; WO2014/78608; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, 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. Safety of 4-Bromo-3,5-dimethylpyrazole

17.63 g (0.101 mol) of the above intermediate was dissolved in 300 mL of carbon tetrachloride,19.58 g (0.11 mol) of NBS and 0.1 g of benzoyl peroxide were added and heated under reflux for 0.5 h.Stop the reaction, filter after cooling. The filtrate was concentrated and the resulting residue was poured into water and extracted with dichloromethane.The extracted organic phase was washed with saturated brine, dried over anhydrous sodium sulfate,The resulting residue was purified by silica gel column chromatography (silica gel 100-200 mesh, eluent petroleum ether: ethyl acetate = 20: 1)To give 21.2 g of product as a yellow liquid in 84.3percent yield.

The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Agricultural Sciences Plant Protection Institute; Mei Xiangdong; Dong Mengya; Ning Jun; Zhe Dongmei; Zhang Tao; Zhang Lanxiang; Si Weijie; (13 pag.)CN104610249; (2017); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1082745-50-3, name is 5-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H14N4O2

To a solution of 5-amino-1-tetrahydropyran-4-yl-pyrazole-4-carboxamide (4.78 g, 22.7mmol) in dry THF (200 mL) was added methyl 2-(4-bromophenyl)acetate (7.81 g, 34.1 mmol) and t-BuOK (1 M, 45 mL) in THF (45 mL). The mixture was stirred at 80C for 16 hours. Themixture was quenched with water (30 mL) and adjusted with HCI (iN, aqueous) to pH=7. The mixture was filtered. The filter cake was washed with water (20 mL x 3) to give 6-[(4- bromophenyl)methyl]-1-tetrahydropyran-4-yl-5H-pyrazolo[3,4-d]pyrimidin-4-one (5 g).

According to the analysis of related databases, 1082745-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (87 pag.)WO2018/73251; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 120068-79-3 as follows. Recommanded Product: 120068-79-3

In 100 mLReactor30 mL of N, N-dimethylformamide,6.6 g of 1- (2,6-dichloro-4-trifluoromethyl) phenyl-3-cyano-5-aminopyrazole,2.5 g of triethylamine,2.09 g of 1,4-cyclohexanedionyl chloride,After mixing,Put the reactor into the oven,The reaction temperature was 160 C,The reaction time was 360 minutes.After completion of the reaction,The solvent was removed by rotary evaporation,Adjust the pH to neutral,extraction,After drying over anhydrous magnesium sulfate,(Petroleum ether and ethyl acetate (4: 1)) to obtain 6.47 g of (II) 6 as a pale yellow solid,The yield was 83.1% .

According to the analysis of related databases, 120068-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; South Central University for Nationalities; Chen, Lianqing; Zhou, Quan; Niu, Xionglei; (17 pag.)CN105693612; (2016); A;,
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. 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

General procedure: Intermediate 7 (4mmol), dissolved in dry dichloromethane (60mL), and PCl5 (4.2mmol) were added and stirred at room temperature for 1h. The solvent was moved out under reduced pressure to afford acid chloride, the acid chloride was then dissolved in dry CH2Cl2 (60mL), Then 1-methyl-1H-pyrazol-5-ol (4mmol) and Et3N (4.8mmol) were added to the above solution, and stirred for a further 18-24hat room temperature. After adding dichloromethane (30mL), the resultant mixture was washed sequentially with 2N hydrochloric acid (100mL), saturated NaHCO3 and saturated NaCl and dried over Na2SO4. The rest of the solution was evaporated in vacuum and purified by silica gel column chromatography using gradient elution of ethyl acetate/hexane (V:V = 1:2) to obtain the desired intermediate 8 as a write powder (30%-70%). 4.1.10 1-methyl-1H-pyrazol-5-yl3-methyl-2-oxo-1-propyl-2,3-dihydro-1H-benzo[d] imidazole- 5-carboxylate Yield: 45%. m.p. 107-108C. 1H NMR (600MHz, CDCl3) delta 8.01 (dd, J=8.4, 1.2Hz, 1H), 7.77 (d, J=1.2Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.10 (d, J=8.4Hz, 1H), 6.20 (d, J=1.8Hz, 1H), 3.92 (t, J=7.2Hz, 2H), 3.80 (s, 3H), 3.51 (s, 3H), 1.91-1.71 (m, 2H), 1.00 (t, J=7.8Hz, 3H). EI-MS (m/z): 314.18 (M)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Xu, Yu-Ling; Lin, Hong-Yan; Ruan, Xu; Yang, Sheng-Gang; Hao, Ge-Fei; Yang, Wen-Chao; Yang, Guang-Fu; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 427 – 438;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, 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 143426-52-2, Recommanded Product: 143426-52-2

5 mmol of the compound IIIh was dissolved in 30 mL of DMF, followed by the addition of 11 mmol of cesium carbonate, to which was addedintermediate 5mmol at room temperature, and the reaction was refluxed for 13 hours.The resulting residue was purified by columnchromatography to obtain the title compound Ih

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-(4-(Chloromethyl)phenyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nantong University; Dai Hong; Shi Yujun; Yao Wei; Song Chan; Qian Hongwei; Wang Xianglong; Zhang Zhou; Han Xudong; (16 pag.)CN106946782; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 118430-73-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 118430-73-2 as follows.

Step E: 1-(2-Aminobenzyl)-3-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-urea (5s): 5-tert-Butyl-2-methyl-2H-pyrazol-3-ylamine (10s) (4.8 g, 31 mmol) and carbonyl diimidazole (4.6 g, 32 mmol) were partially dissolved in DCE (100 mL) and heated at 70 C. for 2 hours. The reaction was cooled and 2-aminomethyl-phenylamine (9s) (4.2 g, 34 mmol) was added and the reaction was stirred 14 hours. The reaction was concentrated to remove the solvent and then partitioned between EtOAc and 0.5N HCl (60 mL). The organic phase was washed with NH4Cl and water and dried (MgSO4). The solution was concentrated and recrystallized from EtOAc (200 mL) to provide the desired product (5s) (4.6 g, 49% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.31 (s, 1H), 6.98 (d, J=1.6 Hz, 1H), 6.96 (dt, J=7.8, 1.6 Hz, 1H), 6.63 (t, J=6.3 Hz, 1H), 6.59 (d, J=7.0 Hz, 1H), 6.48 (t, J=6.3 Hz, 1H), 5.93 (s, 1H), 5.07 (s, 2H), 4.12 (d, J=6.3 Hz, 2H), 3.51 (s, 3H), 1.16 (s, 9H).

According to the analysis of related databases, 118430-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Munson, Mark; Mareska, David A.; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; Harvey, Darren; US2004/192653; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

64781-79-9, name is 4-Methyl-1H-pyrazol-3-amine, 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. Formula: C4H7N3

(A) A 8.06 g portion of 3-amino-4-methyl-1H-pyrazole was dissolved in 30 ml of acetonitrile and, with cooling on an ice bath, 12.9 g of ethyl propionimidate hydrochloride was added to the solution. The resulting mixture was stirred for 1 hour at the same temperature and then overnight at room temperature. After removing insoluble materials by filtration, the resulting filtrate was concentrated under a reduced pressure, and the thus obtained residue was subjected to silica gel column chromatography. Elution with methanol-chloroform (1:9-3:7, v/v) gave 8.40 g of N-(4-methyl-1H-pyrazol-3-yl)propionamidine hydrochloride.

The synthetic route of 64781-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5475114; (1995); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics