Day: June 24, 2021

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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate

INTERMEDIATE 4; Step A: fert-Butyl 2-(2-aniino-2-oxoemyl)-2,6-dihvdropvrrolof3,4-c|pyrazole-5(4H)- carboxylateA 2 L three neck flask fitted with a thermometer, a mechanical stirrer and an addition funnel was charged with a suspension of tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole- 5(4H)-carboxylate (18.01 g, 86.5 mmol) in anhydrous acetonitrile (1.0 L). Sodium hydride (60% dispersion in oil, 4.15 g, 104 mmol) was added to the suspension in one portion under nitrogen. The reaction was stirred at room temperature for 2 h. The resulting white suspension was then cooled in an ice bath and iodoacetamide (31.95 g, 173 mmol) was added. The ice bath was then removed and the mixture was stirred 18 h at room temperature. The mixture was quenched with water (50 mL) and the solvent was removed under reduced pressure. The residue was partitioned between diluted NaCl (50 mL brine and 100 mL water) and 1.0 L EtOAc. The aqueous layer was extracted with 2 1.0L EtOAc. The organic layers were combined and dried over Na2S04 and solvent was evaporated under reduced pressure. Crude material was purified on silica gel eluting with 20-50%EtOAc/CH2Cl2 to wash out excess iodoacetamide, and then with 2- 10%MeOH CH2Cl2 to afford a mixture of the two products which were separated on a chiral AD column by eluting with 30% MeOH/C02 to afford the title compound (less mobile fraction). LC- MS – 267.32 [M+l].

According to the analysis of related databases, 1280210-79-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WILKENING, Robert, R.; APGAR, James, M.; BIFTU, Tesfaye; FENG, Danqing; QIAN, Xiaoxia; WEI, Lan; WO2011/103256; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 51516-67-7, A common heterocyclic compound, 51516-67-7, name is 5-Amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7ClN4, 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: A mixture of theintermediate compounds 2 (1 mmol) and 3 (1 mmol) in ethanol(10 mL) was stirred at reflux for 2 h. After cooling to roomtemperature, the precipitated solid was filtered, and thenrecrystallized from ethanol to give the title compounds 5a-5p.

The synthetic route of 51516-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lv, Xian-Hai; Ren, Zi-Li; Li, Dong-Dong; Ruan, Ban-Feng; Li, Qing-Shan; Chu, Ming-Jie; Ai, Cheng-Ying; Liu, Dao-Hong; Mo, Kai; Cao, Hai-Qun; Chinese Chemical Letters; vol. 28; 2; (2017); p. 377 – 382;,
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. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H9N3O

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

According to the analysis of related databases, 4149-06-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Zhansheng; Gao, Lingli; Xu, Zhongyun; Ling, Zhi; Qin, Yaqi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 73; 4; (2017); p. 385 – 394;,
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 139308-52-4 as follows. Safety of Ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate

[1042] a mixture of compound 163c (2 g, 8.58 mmol), meb(oh)2 (2.05 g, 34.3 mmol), pd(pph3)4 (793 mg, 687 umol), K2CO3 (2.37 g, 17.2 mmol) in dioxane (50 ml) and H2O (10 ml) was degassed and purged with n2 for 3 times, and then the mixture was stirred at 120 C for 12 hour under N2 atmosphere. The reaction mixture was extracted with ethyl acetate 50 ml (50 ml x 2). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiO2, petroleum ether: ethyl acetate = 100: 1 to 80: 1). Compound 408a (1.4 g, yield: 97.0%) was obtained as a yellow solid. 1H NMR (400mhz, CDCl3) delta 7.87 – 7.73 (m, 1h), 4.27 (q, j = 7.1 hz, 2h), 3.91 -3.75 (m, 3h), 2.51 – 2.40 (m, 3h), 1.33 (t, j = 7.1 hz, 3h).

According to the analysis of related databases, 139308-52-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7119-95-1, name is 1-Nitropyrazole, 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 7119-95-1, category: pyrazoles-derivatives

N-Nitropyrazole (2 g, 18 mmol) was heated at 145 °C for 10 h in a round-bottom flask. Then the product was purified by silica column chromatography using 5:95 v/v methanol/chloroform as eluent to afford 56percent of 3(5)-nitropyrazole as a white solid.

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-Nitropyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kurpet, Marta K.; Dabrowska, Aleksandra; Jarosz, Malgorzata M.; Kajewska-Kania, Katarzyna; Kuznik, Nikodem; Suwinski, Jerzy W.; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1517 – 1525;,
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. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 31230-17-8

4.1.1 N-(3-methyl-1H-pyrazol-5-yl)acetamide (2) 5-methyl-1H-pyrazol-3-amine (1) (10g, 103?mmol) was dissolved in 100?mL of distilled water, NaHCO3 (26g, 309?mmol) was slowly added. Acetic anhydride (19.5?mL, 206?mmol) was then added dropwise and the resulting suspension was heated at reflux for 16?h (monitored by TLC). Then, the mixture was allowed to cool down to RT, white crystals precipitated slowly. The precipitate was collected, washed with water and dried to provide the desired product 2 (6.2g, 44?mmol, 43% yield) without further purification. Mp: 210-211?C; 1H NMR (400?MHz, DMSO-d6) delta 11.92 (s, 1H), 10.19 (s, 1H), 6.24 (s, 1H), 2.17 (s, 3H), 1.96 (s, 3H).

According to the analysis of related databases, 31230-17-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Qiumeng; Shen, Qianqian; Gao, Lixin; Tong, Linjiang; Li, Jia; Chen, Yi; Lu, Wei; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 428 – 441;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 89607-15-8, 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. 89607-15-8, name is 3-Bromo-1-methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

Step 4: Into a 25 mL round bottom flask containing a solution of 3-bromo-1-methyl-4-nitro-1H- pyrazole (1.0 g, 5 mmol) in toluene (5 mL) were added tributyl(vinyl)tin (1.7 mL, 58 mmol) andtetrakis(triphenylphosphine)palladium(0) (300 mg, 0.25 mmol) and the reaction was heated at120 C for 6 h. The reaction mixture was cooled to room temperature, concentrated and purifiedby flash chromatography eluting with ethyl acetate in petroleum ether (15-20%) to afford 1-methyl-4-nitro-3-vinyl-1H-pyrazole as a solid. ?H NMR (CDC13, 300 MHz): 8.07 (s, 1H), 7.22(dd,J= 17.6, 11.2 Hz, 1H), 6.19 (dd,J= 17.7, 4.6 Hz, 1H), 5.54(dd,J= 11.1, 1.6 Hz, 1H), 3.97(s, 3H).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-1-methyl-4-nitro-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (187 pag.)WO2016/144846; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 15001-11-3, name is Ethyl 5-amino-1-(p-tolyl)-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C13H15N3O2

General procedure: Intermediate 4 (0.001mol) and 5 (0.001mol) were dissolved in pyridine, phosphorus oxychloride is slowly added dropwise under ice bath conditions, then at 40-60C reacted for 5-8h. Finally, the mixture was poured into 30mL saturated Na2CO3 solution and stirred well. After the mixture was acidified, the saturated CuSO4 solution was used to remove pyridine, which greatly improved the purity and yield of the product. The data for compounds 8I-8VI are provided in the supporting information.

The synthetic route of 15001-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Hao; Ren, Zi-Li; Wang, Wei; Gong, Jie-Xiu; Chu, Ming-Jie; Ma, Quan-Wei; Wang, Jie-Chun; Lv, Xian-Hai; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 81 – 87;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 92525-10-5, 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. 92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of the ail above brown solid, Pd(PPh3 )2Cl2 (31 mg, 0.044 mmol) and Cu l (8 mg, 0.044 mmol) in DMF (2 mL) under N2 atmosphere was added a solution of 3-iodo-l – methyl- 1 f-pyrazole (170 mg, 0.817 mmol) and triethylamlne (179 mg, 1.77 mmol) in DMF (1 .5 mL), The resulted mixture was heated to 80 C and stirred further for 16 hours, then diluted with EtOAc (20 mL) and washed with water (20 mL x 2) and brine (20 mL). The separated organic phase was concentrated in vacuo and the residue was suspended in a mixture of PE/EtOAe (5/1 (v/v), 12 mL). The mixture was stirred at rt for 4 hours, then filtered and the filter cake was washed with PE (10 mL). The filter cake was dried in vacuo to give the title compound as an orange-yellow solid (139 mg, yield for two steps (Step 4 and Step 5): 72.8%). MS (ESI, pos. ion.) m/z: 234.1 [M+H]+; FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, DMSO-Lambda) delta (ppm): 8.22 (s, 1H), 7.79 (d, J = 2.2 Hz, 1H), 6.64 (d, J = 2.2 Hz, 1H), 3.89 (s, 3H).

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-Iodo-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, 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 35344-95-7, Computed Properties of C4H4N2O

1H-Pyrazole-4-carbaldehyde (6.00 g, 62.44 mmol) was stirred as a suspension in DCM (200 mL). Pyridine (7.58 mL, 93.66 mmol) was added at room temperature and the reaction was stirred for 10 min. 4-Methylbenzenesulfonyl chloride (11.90 g, 62.44 mmol) was added and the reaction was stirred at room temperature for 3 h (Monitored by TLC (KMnO4 visualisation, 100percent EtOAc) which shows new higher running spot and complete conversion after 3 h). The reaction allowed to stand at RT for 16 h. The reaction was diluted with DCM (100 mL) and washed with a saturated aqueous solution of NaHCO3 (100 mL), water (2 x 100 mL), passed through a phase separation cartridge and concentrated under reduced pressure. The resulting residue was purified by flash silica chromatography eluting with 100percent DCM. Product containing fractions were concentrated under reduced pressure to afford 1-(p-tolylsulfonyl)pyrazole-4-carbaldehyde (13.05 g, 84 percent) as a white solid. IR: 1691 (CO), 1373 (SO) , 1180 (SO), cm-1; 1H NMR (400 MHz, CDCl3) 2.45 (s, 3H), 7.38 (d, J = 8.5, 2H), 7.95 (d, J = 8.5, 2H), 8.10 (s, 1H), 8.61 (s, 1H), 9.92 (s, 1H); 13C NMR (400 MHz, CDCl3) 21.80, 125.29, 128.70, 130.35, 134.62, 143.49, 147.03, 183.26.; HRMS [M+H]+ measured 232.0465, C11H10N2O3S requires 232.0461.

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:
Article; Watson, David W.; Gill, Matthew; Kemmitt, Paul; Lamont, Scott G.; Popescu, Mihai V.; Simpson, Iain; Tetrahedron Letters; vol. 59; 51; (2018); p. 4479 – 4482;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics