The important role of C4H6N2O

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.

Adding a certain compound to certain chemical reactions, such as: 14884-01-6, name is 4-Methoxy-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 14884-01-6, Product Details of 14884-01-6

A mixture of 23.6 g (0.21 mol) of potassium tert.-butylate, 19.6 g (0.2 mol) of 4-methoxypyrazole (for the preparation, see Archiv der Pharmazie 300 (1967), pages 704-708), 100 ml of tetrahydrofuran and 28.7 g (0.21 mol) of sec.-butyl bromide was stirred at 70 C. for 18 hours. 300 ml of water were then added and the mixture was extracted 3 times with 100 ml of chloroform each time. The combined organic phases were dried over sodium sulphate and evaporated in vacuo. 13.2 g (42% of theory) of 1-sec.-butyl-4-methoxypyrazole were obtained from the residue, by vacuum distillation, in the form of a colorless oil with a boiling point of 60 C./0.2 mm Hg.

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; Bayer Aktiengesellschaft; US4382947; (1983); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about Ethyl 5-amino-1H-pyrazole-4-carboxylate

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.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., Safety of Ethyl 5-amino-1H-pyrazole-4-carboxylate

A mixture of ethyl 5-methyl-7,8-dihydro-6H-cyclopenta[e]pyrazolo[1 ,5-a]pyrim idine-3-carboxylate (major isomer) and ethyl 8-methyl-6, 7-dihydro-5H-cyclopenta[d]pyrazolo[1 ?5-a]pyrimidine-3-carboxylate (minor isomer) (1 .28 g, 5.22 mmol, ratio of isomers ca 85/15) was stirred in a mixture of lithium hydroxide (26 ml, 26 mmol, 1 M aqueous solution), tetrahydrofuran (43 ml) and methanol (9.1 ml) for 3 days at room temperature. For work-up, aqueous hydrochloric acid (2 M) was added and the precipitate formed was collected byfiltration, washed with water and dried to yield the title compounds as mixture of isomers (ca10:1) (770 mg, 68percent).Maior isomer:[C-MS (Method 1): R = 0.71 mm; MS (ESIpos) m/z = 218.1 [M+H].1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 12.83-11.51 (br. s, 1H), 8.48 (5, 1H), 3.03 (t, 2H),2.55 (5, 3H), 2.30-2.21 (m, 2H).Minor isomer (characteristic sicinals ciiven):1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 8.45 (5, 1H), 3.00-2.95 (m, 2H), 2.68 (5, 3H), 2.20-2.10 (m, 2H). (benzotriazol-1 -yloxy)tripyrrolidinophosphonium hexafluorophosphate (172 mg, 0.331 mmol)was added to a mixture of 5-methyl-7,8-dihydro-6H-cyclopenta[e]pyrazolo[1 ,5-a]pyrim idine-3-carboxylic acid (major isomer) and 8-methyl-6, 7-dihydro-5H-cyclopenta[d]pyrazolo[1 ?5- a]pyrimidine-3-carboxylic acid (minor isomer) (60.0 mg, 0.276 mmol, ratio of isomers: 10/1), trans-4-am ino-N-(2-chloro-4-f luorophenyl)cyclohexanecarboxam ide hydrochloride (76.4 mg, 0.249 mmol) and 192 hI (1.11 mmol) N-ethyl-N-isopropylpropan-2-amine in 2.0 ml N,N10 dimethylformamide and the mixture was stirred over night at room temperature. For work-up,water was added and the precipitate was collected by filtration, washed with water and dried under vacuum at 500 to provide the title compound (103 mg) together with its isomer N{trans-4-[(2-chloro-4-fluorophenyl)carbamoyl]cyclohexyl}-8-methyl-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1 ,5-a]pyrimidine-3-carboxamide (ratios of isomers ca. 10/1 by 1 HNMR). The two isomers were separated by preparative HPLC [Instrument: Labomatic PumpeHD-5000, Labomatic SP-3000, Labocord 5000, Labomatic Labcol Vario 4000, Gilson GX241; Colum: Chiralpak IE Slim 250×30 mm Nr.027; Solvent: ethanol / methanol / diethylamine 50:50:0.1 (v/v/v), flow: 30 mI/mm; temperature: room temperature; MWD 254 nm] to give N-{trans-4-[(2-chloro-4-fluorophenyl)carbamoyl]cyclohexyl}-5-methyl-7,8-dihydro-6H-cyclopenta[e]pyrazolo[1 ,5-a]pyrimidine-3-carboxamide (76.0 mg, 57percent yield). The minor isomer was not isolated in pure form.LC-MS (Method 2): R = 1 .23 mm; MS (ESIpos) m/z = 470.1 [M+H].1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 9.51 (br. s, 1H), 8.47 (5, 1H), 8.05 (d, 1H), 7.62(dd, 1H), 7.51 (dd, 1H), 7.23 (td, 1H), 3.87-3.72 (m, 1H), 3.40-3.36 (m, 2H), 3.07-3.01 (m,2H), 2.60 (5, 3H), 2.32-2.22 (m, 2H), 2.15-2.06 (m, 2H), 2.02-1.93 (m, 2H), 1.68-1.50 (m,2H), 1.47-1.32 (m, 2H).

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:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New downstream synthetic route of 13808-64-5

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.

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. 13808-64-5, name is 4-Bromo-3-methylpyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

To a solution of 4-bromo-3-methyl-1H-pyrazole 1a (500 mg, 3.1 mmol) in 8 mL DMF was added NaH (60%purity, 149 mg, 6.2 mmol), ethyl 2-bromoacetate (570 mg, 3.4 mmol) and KI (489 mg, 2.9 mmol). The mixture was stirredat 80C for 12 h. To the reaction mixture was added H2O (20 mL), extracted with EA (20 mL*3), combined the organicphase, washed with H2O (20 mL*2), saturation NaCl solution (20 mL*2), dried over Na2SO4, filtered, the filtrate wasconcentrated under reduced pressure. The residue was purified by silica column chromatography (Eluent C) to give titleproduct ethyl 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)acetate 1b (522 mg, pale yellow liquid), yield: 68.0%1H NMR (400 MHz, CDCl3) delta 7.44 (d, 1 H), 4.85 (s, 1H), 4.79 (s, 1H), 4.24 (q, 2 H), 2.23 (s, 3H), 1.29 (t, 3 H)

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:
Patent; Medshine Discovery Inc.; Quingdao Huanghai Pharmaceutical Co., Ltd.; WU, Chengde; ZHANG, Zhiliu; YU, Tao; (125 pag.)EP3042907; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 4-Bromo-1-(tert-butyl)-1H-pyrazole

The synthetic route of 70951-85-8 has been constantly updated, and we look forward to future research findings.

70951-85-8, name is 4-Bromo-1-(tert-butyl)-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. name: 4-Bromo-1-(tert-butyl)-1H-pyrazole

General procedure: Pd(dppf)Cl2 (1.45 g, 1.98 mmol) was added to a mixture of 4-bromo-1-(tert-pentyl)-1H-pyrazole (8.6 g, 39.61 mmol), Intermediate 4 (6.56 g, 47.53 mmol), K2CO3 (10.95 g, 79.22 mmol), dioxane (90 mL), and H2O (45 mL) at rt under N2. The mixture was degassed with 3 vacuum/N2 cycles, heated at 80 C. for 4 h, cooled to rt, and then poured into H2O (100 mL). The precipitate was filtered off. The filtrate was diluted with ethyl acetate (200 mL) and H2O (100 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (3×200 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered, concentrated, and then purified by silica gel chromatography (CH2Cl2/CH3OH=100/1?30/1) to give 2.7 g of an impure red solid. HCl in CH3OH (4M, 30 mL) was added. The solution was stirred at rt for 2 h, concentrated, diluted with ethyl acetate (15 mL), and then stirred overnight. The solids were filtered, washed with ethyl acetate (10 mL), and dried to give 4-(1-(tert-pentyl)-1H-pyrazol-4-yl) pyridin-2-amine hydrochloride (3.1 g). This material was dissolved in H2O (5 mL). Aqueous potassium carbonate (2 M, 8 mL) was added slowly until pH=9-10. The mixture was extracted with ethyl acetate (20 mL×6). The combined organics were washed with brine (10 mL), dried over Na2SO4, filtered, and concentrated to give 4-(1-(tert-pentyl)-1H-pyrazol-4-yl) pyridin-2-amine (2.35 g, 90%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): delta 8.24 (s, 1H), 7.84-7.83 (m, 2H), 6.75-6.73 (m, 1H), 6.60 (s, 1H), 5.74 (s, 2H), 1.87-1.81 (m, 2H), 1.52 (s, 6H), 0.62 (t, 3H); LCMS: 231.2 [M+H]+.

The synthetic route of 70951-85-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Metacrine, Inc.; SMITH, Nicholas D.; GOVEK, Steven P.; DOUGLAS, Karensa L.; LAI, Andiliy G.; US2020/102308; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of C3H4N2

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

These common heterocyclic compound, 288-13-1, name is 1H-Pyrazole, 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. Quality Control of 1H-Pyrazole

General procedure: General procedure: iodobenzene (1.0mmol), pyrazole (1.5 mmol), LiOH (2.0 mmol), TBAB(0.2 mmol), active Cu (0.1 mmol) and 2 mL H2O were added to a 10 mL flask. The mixture was heated in an oil bath at 120?. When the reaction completed, the resulting mixture was cooled to room temperature and the product was extracted by ethyl acetate (10 mL×3). The combine dextracts were washed by brine (15 mL) , dried over MgSO4 and evaporated under reduced pressure. Further purification by silica gel column chromatography (5:1 petroleum ether/ethylacetate) give 1-phenyl-1H-pyrazole (2a, 0.126 g, 88%) as a Colorless liquid.

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

Reference:
Article; Yang, Qichao; Wang, Yufang; Lin, Dong; Zhang, Mingjie; Tetrahedron Letters; vol. 54; 15; (2013); p. 1994 – 1997;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 3469-69-0

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

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. 3469-69-0, name is 4-Iodopyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Iodopyrazole

Under an atmosphere of nitrogen a solution of 4-iodo-1H-pyrazole (1.58 g; 8.0 mmol) in anhyd. THF wasadded dropwise to a freshly prepared suspension of sodium hydride (0.21 g; 8.7 mmol). The reactionmixture was stirred for 3 h and then 1.0 mL of methyl iodide (2.24 g; 15.8 mmol) was added dropwise.The mixture was stirred for additional 12 h and quenched by adding approximately 50 mL of water. Thecrude product was extracted with Et2O and dried over sodium sulfate. After evaporation of the solvent theproduct was obtained as a yellowish solid. Yield: 1.64 g (98%)

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ahlburg, Nils Lennart; Doppleb, Olivia; Hillrichs, Kai; Namyslo, Jan C.; Huebner, Eike G.; Schmidt, Andreas; Heterocycles; vol. 96; 7; (2018); p. 1203 – 1215;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 5334-40-7

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

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 5334-40-7 as follows. Product Details of 5334-40-7

Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3-pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in EtOH (100 ml) at ambient temperature and the mixture stirred for 48 h. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester as a white solid (6.42 g, 96percent). (1H NMR (400 MHz, DMSO-d6) D 14.4 (s, 1 H), 9.0 (s, 1 H), 4.4 (q, 2H), 1.3 (t, 3H)).

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77428; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about 14531-55-6

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Application of 14531-55-6, These common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, 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.

Step 1. Synthesis of 1-Benzyl-3,5-dimethyl-1H-pyrazol-4-amine (IA3a) To a solution of 3,5-dimethyl-4-nitropyrazole (IA1, 1.41 g, 10 mmol) in DMF (30 mL) were added benzyl bromide (IA2a, 2.05 g, 12 mmol) and Cs2CO3 (6.52 g, 20 mmol) and the mixture was allowed to stir at rt for 24 h. The reaction was quenched with water (50 mL) and the mixture was extracted with EtOAc. The organic phase was washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. After purification by flash column chromatography (0-50% EtOAc/hexanes), 1-benzyl-3,5-dimethyl-4-nitro-1H-pyrazole was obtained as a white solid (1.39 g, 60%). 1H NMR (CDCl3, 600 MHz) delta 7.37-7.28 (m, 3H), 7.16-7.12 (m, 2H), 5.26 (s, 2H), 2.56 (s, 3H), 2.55 (s, 3H). HRMS (ESI+) calcd for C12H14N3O2 (M+H)+ 232.1081, found 232.1079.

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REGENTS OF THE UNIVERSITY OF MINNESOTA; Chen, Liqiang; Ai, Teng; (48 pag.)US2018/71258; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of C6H10N2O

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, 1,5-Dimethyl-1H-pyrazol-3-yl-methanol, other downstream synthetic routes, hurry up and to see.

Related Products of 153912-60-8, The chemical industry reduces the impact on the environment during synthesis 153912-60-8, name is 1,5-Dimethyl-1H-pyrazol-3-yl-methanol, I believe this compound will play a more active role in future production and life.

To a solution of (1 ,5-dimethyl-i H-pyrazol-3-yl)methanol (250 mg, 1.98 mmol) in CH2CI2 (15 mL) was added MesCI (0.16 mL, 2.08 mmol) and TEA (0.83 mL, 5.95 mmol). The reaction mixture was stirred at RT overnight, concentrated and the product used in the next step without further purification.

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, 1,5-Dimethyl-1H-pyrazol-3-yl-methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan, Andreas; VULPETTI, Anna; WO2014/2054; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some tips on 1-Nitropyrazole

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

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, Recommanded Product: 7119-95-1

A solution of 1.0 g of N-nitropyrazole in 10 mL of benzonitrile was heated for 3 h at 180 °C, after cooling the reaction mixture was poured into 30 mL of hexane. 3-nitropyrazole was collected by filtration. The crude yield after washing with hexane and drying was 0.93 g (98percent). The solid was recrystallized from water. m.p. 174?175 °C. FT-IR (KBr, cm?1) 3180 (N?H), 1520 and 1351 cm?1 (NO2). 1H NMR (DMSO-d6) delta: 7.96 (d, 1, 5(3)-H), 6.96 (d, 1, 4-H). EI-MS: m/z 113 (M+·). Anal. Calcd for C3H3N3O2: C, 31.86; H, 2.67; N, 37.16. Found: C, 32.19; H, 2.84; N, 37.18.

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

Reference:
Article; Nageswara Rao; Ravi; Tewari, Surya P.; Venugopal Rao; Journal of Molecular Structure; vol. 1043; (2013); p. 121 – 131;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics