Extracurricular laboratory: Synthetic route of 15115-52-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-phenyl-1H-pyrazole, its application will become more common.

Reference of 15115-52-3,Some common heterocyclic compound, 15115-52-3, name is 4-Bromo-1-phenyl-1H-pyrazole, molecular formula is C9H7BrN2, 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 14 Preparation of 4-(furan-2-yl)-1-phenyl-1H-pyrazole (Formula Ib-iii) 4-bromo-1-phenyl-1H-pyrazole (140 mg, 0.627 mmol), furan-2-ylboronic acid (88.2 mg, 0.941 mmol), Pd(PPh3)4 (70 mg, 0.062 mmol), and Cs2CO3 (400 mg, 1.254 mmol) were combined in toluene-methanol (1:1) (2 ml). The reaction mixture was heated under microwave at 80 C. for 60 minutes. The reaction mixture was then filtered and washed with toluene-ethanol (5 ml), and the filtrate was concentrated. The crude product was column purified using 15-20% ethyl acetate/hexanes, and was then further purified by preparative HPLC to yield the desired 4-(furan-2-yl)-1-phenyl-1H-pyrazole (22 mg, 0.10 mmol 16.7%). The HPLC purity of the final product was 99.72%. LC-MS [M+H] 211 (C13H10N2O+H expected 211.08). The 1H-NMR spectra was in accordance with the chemical structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-phenyl-1H-pyrazole, its application will become more common.

Reference:
Patent; Monsanto Technology LLC; Slomczynska, Urszula J.; Haakenson, JR., William P.; US2014/274689; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 1-Methyl-1H-pyrazol-3-amine

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: 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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 1904-31-0, Safety of 1-Methyl-1H-pyrazol-3-amine

To a mixture of 27 (160 mg, 0.45 mmol), 1-methyl-1H-pyrazol-3-amine (48 mg, 0.49 mmol), Pd2(dba)3 (38 mg, 0.024 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos, 27 mg, 0.047 mmol) in toluene (5 mL) was added Cs2CO3(220 mg, 0.68 mmol), and the mixture was stirred at 85 °C for 2 h under an argon gas atmosphere. After cooling at room temperature, the mixture was concentrated in vacuo. The residue was purifiedby silica gel column chromatography (0?30percent EtOAc in CHCl3) to give 30b (145 mg, 87percent) as an orange solid. 1H NMR (CDCl3) delta 3.78 (s, 3H), 5.41 (s, 2H), 5.91 (d, 1H, J = 2.2 Hz), 6.51 (dd, 1H, J = 9.5, 2.7 Hz), 7.21 (d, 1H, J = 2.2 Hz), 7.48 (d, 1H, J = 2.6 Hz), 7.54?7.59 (m, 1H), 7.62 (d, 1H, J = 8.5 Hz), 7.73?7.78 (m, 1H), 7.83?7.86 (m, 1H), 8.06 (d, 1H, J = 8.6 Hz), 8.18?8.23 (m, 2H), 10.02 (s, 1H); MS (ESI) m/z 376 [M+H]+.

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; Hamaguchi, Wataru; Masuda, Naoyuki; Isomura, Mai; Miyamoto, Satoshi; Kikuchi, Shigetoshi; Amano, Yasushi; Honbou, Kazuya; Mihara, Takuma; Watanabe, Toshihiro; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7612 – 7623;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 1-Ethyl-1H-pyrazol-4-amine

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-Ethyl-1H-pyrazol-4-amine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 876343-24-7, name is 1-Ethyl-1H-pyrazol-4-amine, 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 876343-24-7, SDS of cas: 876343-24-7

Example 4. Compounds of formula IV[0077] 4-Isothiocyanato-l -methyl- lH-pyrazole (Compound 1012), 4-isothiocyanato-l,3- dimethyl-lH-pyrazole (Compound 1013), and l-ethyl-4-isothiocyanato-lH-pyrazole (Compound 1014) were prepared from 1 -methyl- lH-pyrazol-4-amine, l,3-dimethyl-lH-pyrazol-4-amine (from Matrix Chemical Co.), and 1 -ethyl- lH-pyrazol-4-amine (from Oakwood Products), respectively, by reacting the pyrazolamine with thiophosgene at O0C in the presence of pyridine.CH,[1012] [1013] [1014]

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-Ethyl-1H-pyrazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LAUFFER, David; LI, Pan; McGINTY, Kira; WO2010/138665; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of 118430-73-2

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.

Related Products 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.

To a suspension of 3 -tert-butyl-1 -methyl- lH-pyrazol-5 -amine(0.75g, 9.8mmol) and potassium carbonate (1.76 g, 12.7 mmol) in THF (20mL) at 0 C was added dropwise phenyl chloroformate (0.7 mL, 10.8 mmol). The mixture was stirred at rt for 16 h. The mixture was then filtered through celite and solvent was removed under reduced pressure. The crude residue was purified by silica gel flash chromatography, eluting with 0 % to 100% EtOAc in hexanes, to afford phenyl 3-tert- butyl-1 -methyl- lH-pyrazol-5-ylcarbamate (1.05 g, 39% yield). LCMS (ESI) m/z 348 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 10.11 (br s, 1H), 7.45-7.40 (m, 2H), 7.29- 7.21 (m, 3H), 6.04 (s, 1H), 3.58 (s, 3H), 1.20 (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; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; WO2011/150198; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 4-Bromo-3-(difluoromethyl)-1-methyl-1H-pyrazole

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

Synthetic Route of 1089212-38-3, 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. 1089212-38-3, name is 4-Bromo-3-(difluoromethyl)-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

23. Preparation of N-(2-(2-cyclopropylcyclopropyl)phenyl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide in the presence of 2,2-dimethyl-1,3-bis(diphenyl-phosphino)propane (Pepstar)A solution of Pd(PhCN)2Cl2 (0.014 mmol) and Pepstar (0.042 mmol) in dimethyl-formamide (DMF, 3 ml) was stirred at room temperature for 30 minutes. The solution comprising the pre-formed catalyst was transferred into an inertized autoclave. In a CO countercurrent, diazabicycloundecene (DBU, 3.08 mmol) and solutions of 3-difluoro-methyl-1-methyl-4-bromopyrazole (2.8 mmol) and 2-(2-cyclopropylcyclopropyl)aniline (2.8 mmol) in DMF (3.25 ml each) were added to the solution of the catalyst in the autoclave. The reaction mixture was shaken at room temperature for 10 min and at 150 C. and a CO pressure of 15 bar for a further 16 h.The conversion based on bromopyrazole was 97.6% at a selectivity of 83.4%. The composition of the reaction discharge was, according to GC analysis, as follows: DMF 33.51 area %, bromopyrazole 0.83 area %, DBU 31.65 area %, 2-(2-cyclopropylcyclo-propyl)aniline 0.0 area %, N-(2-(2-cyclopropylcyclopropyl)phenyl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide 28.37 area %.Work-up was carried out as described in example 2.i), giving an isolated yield of N-(2-cyclopropylcyclopropyl)phenyl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide of 81.4%

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

Reference:
Patent; BASF SE; US2010/174094; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of 51516-67-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile, its application will become more common.

Related Products of 51516-67-7,Some common heterocyclic compound, 51516-67-7, name is 5-Amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7ClN4, 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: Intermediate 4 (1mmol) and the intermediate 7 (1mmol) were dissolved in ethanol to the glass flask, then HCl solution was added as a catalyst refluxed at 80C for 15-18h. After the TLC monitoring reaction was completed, the mixture was vacuum filtered and concentrated. Finally, the above crude product can be isolated and purified by column chromatography (Hexane/EtOAc=8:1) to obtain target compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile, its application will become more common.

Reference:
Article; Cao, Hai-Qun; Chu, Zhi-Wen; Liu, Hao; Lv, Xian-Hai; Xia, Dong-Guo; Bioorganic Chemistry; vol. 99; (2020);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Discovery of C3H3N3O2

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Related Products of 2075-46-9, A common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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.

[0214j A mixture of 2-bromoethanol (3.75 g, 30.00 mmol), 4-nitropyrazzole (3.39 g, 30.00 mmol) and K2C03 (4.97 g, 36.00 mmol) in acetonitrile (30 mL) was refluxed for 16 h. Then the mixture was filtered and the filtrate was concentrated to dryness to give crude product 2-(4-nitro-1H-pyrazol-1-yl)ethanol as a white solid (4.70 g, yield: 100%), which was used directly in the next step. ESI-MS (M+H) : 158.0.

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: C4H3N3

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.

Application of 31108-57-3, A common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, molecular formula is C4H3N3, 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.

(5)-3-(4-Cyano- lH-pyrazol- l-yl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2- methylpropanamide (GeHnF^C (1048) (0909) (0910) [00418] To a solution of lH-pyrazole-4-carbonitrile (0.10 g, 0.001074 mol) in anhydrous THF (5 mL), which was cooled in an ice water bath under an argon atmosphere, was added sodium hydride (60% dispersion in oil, 0.11 g, 0.003223 mol). After addition, the resulting mixture was stirred for 3 h. ( ?)-3-Bromo-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide (8, 0.377 g, 0.001074 mol) was added to the above solution, and the resulting reaction mixture was allowed to stir overnight at RT under argon. The reaction was quenched by water, and extracted with ethyl acetate. The organic layer was washed with brine, dried with MgS04, filtered, and concentrated under vacuum. The product was purified by a silica gel column using hexane and ethyl acetate (1: 1 to 1:2) as eluent to afford 0.18 g (46%) of the titled compound as white solid. (0911) Compound 1048 was characterized as follows: NMR (400 MHz, DMSO-i delta 10.35 (s, 1H, NH), 8.45 (d, / = 1.2 Hz, 1H, ArH), 8.43 (s, 1H, Pyrazole-H), 8.22 (d, J = 8.8 Hz, J = 1.2 Hz, 1H, ArH), 8.10 (d, J = 8.8 Hz, 1H, ArH), 7.98 (s, 1H, Pyrazole-H), 6.41 (s, 1H, OH), 4.45 (d, / = 14.0 Hz, 1H, CH), 4.36 (d, / = 14.0 Hz, 1H, CH), 1.38 (s, 3H, CH3); mass (ESI, Negative): 362.11 [M- H]-; (ESI, Positive): 386.07 [M+Na]+.

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; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; (234 pag.)WO2017/214634; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about C10H8N2O2

According to the analysis of related databases, 16209-00-0, the application of this compound in the production field has become more and more popular.

Reference of 16209-00-0, 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 16209-00-0 as follows.

EXAMPLE 58 [4-(Pyrazol-1-yl)-phenyl]-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone To a suspension of 4-(pyrazol-1-yl)benzoic acid (1.56 g) in dichloromethane (25 ml) was added oxalyl chloride (1.04 g) and one drop of dimethylformamide.. The mixture was stirred at room temperature for 18 hours to yield a clear solution.. The volatile material was removed under reduced pressure to afford 4-(pyrazol-1-yl)benzoyl chloride as a pale yellow solid (1.58 g), which was utilized without further purification.

According to the analysis of related databases, 16209-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; EP1000062; (2004); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 1353100-91-0

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.

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. 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H7BrN2O2

Under anhydrous N, N- dimethylformamide (5 mL) with ethyl 3-bromo -1Hpyrazole-4-carboxylate(1.87 mmol) cooling bath (ice-bath) stirred in a solution ofsodium hydride It was added (60% dispersion in paraffin, 2.81 mmol). 15After minutes,1- (chloromethyl) -4-methoxybenzene was added (2.24 mmol), followed by allowingthe mixture to room temperature. After overnight, concentrated and then stop thereaction with water. The residue (residue) generated as a result is diluted withdichloromethane, the organic solution was washed with water and brine andconcentrated after drying over anhydrous MgSO4. Crude residue (crude residue) andpurified by silica gel flash column chromatography gave the B1.

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qurient Co., Ltd.; Institut Pasteur Korea Foundation; Kim, Jae Sung; Kang, Sun Hee; Lee, Say Yeon; Saw, Min Jung; Saw, Moo Young; Saw, Jung Jae; Lee, Su Mi; Kim, Jun Won; Choe, In Hee; Ko, Yun Aey; Jo, Su Yeon; Kwon, Jung Jin; Hwang, Jong Yeon; Lee, Jae Hun; Kang, Ju Hee; Lee, Jin Hwa; Han, Sung Jun; Kim, Jung Hwan; Lee, Sang Chul; Choe, Ga Hee; Lee, Yun Mi; Nam, Gi Yeon; (49 pag.)KR101480674; (2015); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics