Day: June 28, 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. 2075-46-9, name is 4-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H3N3O2

The 4-amino-l-methyl-l/J-pyrazole used as a starting material was prepared as follows :- 5 Dimethyl sulphate (5 ml) was slowly added to a stirred solution of 4-nitropyrazole (2 g) in IN aqueous sodium hydroxide solution (20 ml) that had been warmed to 30C and the resultant mixture was stirred at that temperature for 48 hours. The mixture was cooled to ambient temperature and the precipitate was isolated, washed with cold water and dried under vacuum. There was thus obtained l-methyl-4-nitro-lH-pyrazole (1.5 g); 1H NMR: (DMSOd6) o 3.91 (s, IH), 8.24 (s, IH), 8.85 (s, IH).

According to the analysis of related databases, 2075-46-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/99326; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 146941-72-2, A common heterocyclic compound, 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, molecular formula is C4H6BrN3, 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.

EXAMPLE 3 Preparation of N-(4-bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo-[1,5-c]pyrimidine-2-sulfonamide Pyridine (1.08 g, 8 mmol) and dimethyl sulfoxide (0.2 g) were added to a solution of 7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chloride (1.0 g, 4.0 mmol) and 3-amino-4-bromo-1-methylpyrazole (0.7 g, 4.0 mmol) in 10 mL of acetonitrile with stirring at ambient temperature and the mixture was allowed to react overnight. The mixture was then concentrated by evaporation under reduced pressure and the residue was taken up in methylene chloride. The resulting solution was extracted with water and dried over MgSO4. The volatile materials were then removed by evaporation under reduced pressure and the solid residue was extracted with diethyl ether and with water, recovered by filtration, and dried under reduced pressure to obtain 0.38 g (25 percent yield) of the title compound as a white solid melting at 230-232 C.

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5177206; (1993); 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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2O2

Preparation 1: Synthesis of 1-(1H-indol-5-yl)pyrazole-4-carboxylic acid ethyl ester; [286] [287] 1H-pyrazole-4-carboxylic acid ethyl ester (1.00g, 7.14mmol) and 1H-indol-5-ylboronic acid (1.15g, 7.14mmol) were dissolved in N,N-dimethylformamide (70mL). Cupper (II) acetate (0.972g, 5.35mmol) and pyridine (1.2mL, 14.8 mmol) were added, and the mixture was stirred for 3 days at room temperature. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography to give the title compound (1.40g, 5.47mmol, 77% Yield). [288] NMR: 1H-NMR(CDCl3) delta 8.39(1H, s), 8.30(1H, br), 8.11(1H, s), 7.92(1H, d), 7.54(1H, dd), 7.47(1H, d), 7.31(1H, t), 6.64-6.62(1H, m), 4.35(2H, q), 1.39(1H, t) [289] Mass(EI) 256(M++1)

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; LG LIFE SCIENCES LTD.; SONG, Jeong Uk; KIM, Geun Tae; CHOI, Sung Pil; JUNG, Cheol Kyu; PARK, Deok Seong; CHOI, Eun Sil; KIM, Tae Hun; PARK, Hyun Jung; PARK, Wan Su; PARK, Heui Sul; KOO, Ki Chul; ARTEMOV, Vasily; WO2011/43568; (2011); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 3463-30-7, A common heterocyclic compound, 3463-30-7, name is 1-(4-Nitrophenyl)-1H-pyrazole, molecular formula is C9H7N3O2, 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.

SnCl2·2H2O (13.1g, 50mmol) was added to a solution of 4-(3-nitrophenyl)-lH-pyrazole (0.95g, 5mmol) in EtOH (50mL). The reaction mixture was refluxed for 2h and then cooled to room temperature. The reaction mixture was neutralized with 1N NaOH to pH=8 and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated to afford the crude product 32 (0.66g, 83percent yield). 1H NMR (400MHz, DMSO-d6) delta 8.18 (s, 1H), 7.64 (s, 1H), 7.48 (s, 2H), 6.71 (s, 2H), 6.43 (s, 1H), 5.25 (s, 2H). 13C NMR (100MHz, DMSO-d6) delta 147.87, 140.01, 130.43, 127.32, 120.60, 114.57, 107.16. LC/MS (ESI, m/z) [M+H]+: 160.09.

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; Wang, Beilei; Deng, Yuanxin; Chen, Yongfei; Yu, Kailin; Wang, Aoli; Liang, Qianmao; Wang, Wei; Chen, Cheng; Wu, Hong; Hu, Chen; Miao, Weili; Hur, Wooyoung; Wang, Wenchao; Hu, Zhenquan; Weisberg, Ellen L.; Wang, Jinhua; Ren, Tao; Wang, Yinsheng; Gray, Nathanael S.; Liu, Qingsong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 545 – 557;,
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. 3469-69-0, name is 4-Iodopyrazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Iodopyrazole

Example 2: 4-((£)-2-(l-((2/?,3i?)-3-(2,4-Difluorophenyl)-3-hydroxy-4- (l/T-l,2,4-triazol-l-yl)butan-2-yl)-lflr-pyrazol-4-yl)vinyl)benzonitrileStep 1 : l-(l-Ethoxyethyl)-4-iodo-l//-pyrazole; 4-1OdO-IiZ-PyTaZoIe (3.Og) was suspended in benzene (15OmL) and the suspension was heated while stirring. Ethyl vinyl ether (4.4mL) was added thereto, concentrated HCl was added dropwise thereto, and the resulting mixture was stirred at 60 C for 3 hours. After completion of the reaction, the resulting mixture was concentrated by evaporation under a reduced pressure, and the residue was neutralized using aqueous saturated sodium hydrogen carbonate (1OmL). The resulting mixture was extracted with ethyl acetate (5OmL) and the extract was washed successively with distilled water (10OmL). The organic layer was dried over anhydrous magnesium sulfate and concentrated by evaporation under a reduced pressure. The resulting residue was purified by silica gel chromatography to obtain the title compound as a transparent yellow liquid (3.Og, yield 73%). 1H NMR (CDCl3): delta 7.54(s, IH), 7.41(s, IH), 5.40(q, IH, /=6.0 Hz), 3.38-3.18(m, 2H), 1.54(d, 3H, /=6.0 Hz), 1.05(t, 3H, /=7.1 Hz).

According to the analysis of related databases, 3469-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; WO2008/82198; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 39806-90-1, 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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-iodo-l-methyl-lH-pyrazole (23.31 mg, 0.112 mmol) in anhydrous DMSO (5 ml) was added intermediate 19.6-2 (20 mg, 0.075 mmol), (Irans)-N 1.N2-dimethylcycloheane- 1, 2-diamine (2.125 mg, 0.015 mmol), potassium phosphate (47.6 mg, 0.224 mmol), and Cul (1.423 mg, 7.47 pmol). The resulting mixture was stirred at 90C under N2 protection for 12 hours. Afterward, the crude reaction solution was filtered and concentrated. The crude material was purified by pre-HPLC (TFA) to give example 19.7-2, ( R,R or 5riV)-5-chloro-6-(3-nuoro- 1 – methylpiperidin-4-yl)-l-(l-methyl-lH-pyrazol-4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for Ci7H20ClFN5 [M+H]+ 348, found 348. NMR (400 MHz, CD3OD) d 8.12-8.22 (m, 2H), 7.94 (s, 1H), 7.87 (s, 1H), 7.66 (s, 1H), 5.22-5.48 (m, 1H), 3.75-4.03 (m, 5H), 3.60 (m, 1H), 3.15-3.31 (m, 1H), 3.15-3.31 (m, 1H), 3.03 (s, 3H), 2.26 (br s, 1H), 2.10 (m, 1H). LRRK2 IC50 3.0 nM.

The synthetic route of 4-Iodo-1-methyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SIMOV, Vladimir; KAPLAN, William, P.; ACTON, John, J., III; ARDOLINO, Michael, J.; CHEN, Joanna, L.; FULLER, Peter, H.; GUNAYDIN, Hakan; LI, Derun; LIU, Ping; LOGAN, Kaitlyn Marie; METHOT, Joey; MORRIELLO, Gregori, J.; NEELAMKAVIL, Santhosh, F.; TORRES, Luis; YAN, Xin; ZHOU, Hua; (0 pag.)WO2020/92136; (2020); A1;,
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, name: 1-(4-(Chloromethyl)phenyl)-1H-pyrazole

4 g of the compound was dissolved in 30 mL of acetone, followed by the addition of 12 mmol of sodium acetate. To the solution was added thereto at room temperature, 6 mmol was added, and the reaction was refluxed for 13 hours.The resulting residue was purified by columnchromatography to obtain the title compound Ig

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, and friends who are interested can also refer to it.

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

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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C14H22N4O4

4-(Dimethylamino)pyridine (660 mg, 5.41 mmol) was added to a solution of tert- butyl(((tert-butoxycarbonyl)imino)(lH-pyrazol-l-yl)methyl)carbamate (11.37 g, 54.1 mmol, 1.0 equiv.) in dichloromethane (60 mL). Di-tert-butyldicarbonate (23.61 g, 108.2 mmol, 2.0 equiv.) in THF (40.0 mL) was slowly added over the course of 8 h using a syringe pump. The solution was stirred overnight at room temperature, before the solvents were removed in vacuo. The resulting colorless solid was stirred in dilute acetic acid solution (0.52 g, 8.66 mmol, acetic acid in 60 mL water). The precipitated tert-butyl tert-butoxycarbonyl(((tert-butoxycarbonyl)imino)( 1 H-pyrazol- 1 -yl)methyl)carbamate was collected, washed with water, hexane, and dried in vacuo to yield a colorless solide (20.21 g, 91% yield). FontWeight=”Bold” FontSize=”10″ H NMR (CDCb, 400 MHz): delta 8.20 (d, J= 2.4 Hz, 1H), 7.69 (d, J= 0.8 Hz, 1H), 6.45 (dd, J= 2.8, 1.6 Hz, 1H), 1.54 (s, 9H), 1.39 (s, 18H).

According to the analysis of related databases, 152120-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; WO2015/147950; (2015); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 14531-55-6,Some common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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 solution of pyrazole (2.04g, 0.03mol) in freshly distilled THF (20mL) was added to a stirred suspension of sodium hydride (60%, 2.04g, 0.03mol) in 20mL THF at room temperature. After 1h, Cyanuric chloride (1.85g, 0.01mol) in THF (15mL) was added to the above solution and white precipitate was formed. After being stirred and heating at 70C for 5h, the solution was filtered off, the filtrate evaporated on a steam bath, and then washed with hot-water. 2,4,6-tri(1H-pyrazol-1-yl)methyl)-1,3,5-triazine.

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

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

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. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Step 1: Synthesis of 6-chloro-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indole (9):1003491 To a stirred solution of 6-chloro-7-fluoro-1H-indole 8 (400 mg, 2.36 mmol) in toluene(10 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4 (Step 3 above; 414 mg, 2.36 mmol),potassium phosphate (1.25 g, 5.91 mmol), N,N?-dimethylethylenediamine (84 mg, 0.95 mmol)and Cu(I)I (45 mg, 0.24 mmol) at RT under inert atmosphere. The resulted solution was purged with argon and sealed the tube. The reaction mixture was then heated to 140 C for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, diluted with hexane (10 mL) and filtered through a short pad of celite. The filtrate was washed with water (2x 10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 8-10% EtOAc/Hexanes) to afford compound 9 (224 mg, 36%) as a light brown thick liquid. 1H NMR (500 MHz, CDC13): oe 7.64 (s, 1H), 7.61 (s, 1H), 7.31 (d, J = 8.0 Hz, 1H), 7.12-7.07 (m, 2H), 6.60-6.59 (m, 1H), 4.22 (q, J = 7.5 Hz, 2H), 1.55 (t, J = 7.5 Hz, 3H); LC-MS (ES): 94.7%; mlz 264.1 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 jim); RT 3.87 mm; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Edward; LONERGAN, David; WO2015/77503; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics