Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 34091-51-5, name is 5-Iodo-1-methyl-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 34091-51-5, Computed Properties of C4H5IN2

lsopropylmagnesium chloride (0.55 ml, 1.10 mmol) was added to a solution of 5- iodo-1 -methyl-1 H-pyrazole (208 mg, 1.00 mmol)[ prepared according to Effenberger, F.; Krebs, A. J. Org. Chem. 1984, 49, 4687] in tetrahydrofuran (5 ml) at -78 0C. The reaction mixture was stirred at this temperature for 30 min. A solution of bis(1 ,1-dimethylethyl) (E)- 1 ,2-diazenedicarboxylate (253 mg, 1.100 mmol) in 5 mL of THF was added at -78 0C. The reaction mixture was warmed to RT and saturated NH4CI solution was added to quench the reaction. The organic layer was separated and the aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried (Na2CO3) and concentrated to give the crude product, which was purified on a silica gel column to give 180 mg (57.6%) of product. LCMS MS (M+H+): 313.2.

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

Reference:
Patent; SMITHKLIKE BEECHAM CORPORATION; WO2009/158371; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 138907-68-3, name is Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate, 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 138907-68-3, Product Details of 138907-68-3

(ii) Ethyl 5-amino-1-(4-fluorophenyl)-1 H-pyrazole-4-carboxylate (6.83 g, 27.40 mmol) was dissolved in chloroform (180 ml) and bromine (3.23 ml, 63.03 mmol) was added to give a dark red/brown solution. To this isoamyl nitrite (5.52 ml, 41.10 mmol) was added dropwise and the mixture was then stirred at room temperature for 1.5 hrs. The solvent was evaporated to give ethyl 5-bromo-1-(4-fluorophenyl)-1 H-pyrazole-4- carboxylate (15.56 g) as an orange/brown oil which solidified on standing. This was used in the subsequent 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, Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/138876; (2008); A1;,
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. 51516-70-2, name is 5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile

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 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; 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

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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., Computed Properties of C7H7F3N2O2

To a stirred solution of (5-methyl-3-trifluoromethyl-pyrazol-l-yl)acetic acid (0.0885 g, 0.4255 mmol) in dichloromethane (10 mL) was added oxalylchloride (0.108 g, 0.851 mmol) and drop a of DMF. The reaction mixture was stirred at 45 C for 2 h, and then concentrated under reduced pressure to provide the title compound as a white solid (0.096 g)..H NMR (CDCI3): delta 6.38 (s, 1H), 5.27 (s, 2H), 2.31 (s, 3H).

The synthetic route of 345637-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LIEPA, Andris, Juris; PASTERIS, Robert, James; STEVENSON, Thomas, Martin; WO2011/85170; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10250-63-2, name is Ethyl 1-methyl-3-phenyl-1H-pyrazole-5-carboxylate, 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 10250-63-2, Application In Synthesis of Ethyl 1-methyl-3-phenyl-1H-pyrazole-5-carboxylate

Production Example 197c) 0.12 g of ethyl 1-methyl-3-phenyl-1H-5-pyrazolecarboxylate was dissolved in 5 ml ethanol. 1 ml of 5N aqueous sodium hydroxide solution was added thereto, followed by heating under reflux for 1 hour. The reaction solution was ice-cooled, neutralized with 2N hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated, to give 0.11 g of 1-methyl-3-phenyl-1H-5-pyrazolecarboxylic acid. 1H-NMR(CDCl3) delta: 4.22(s, 3H) 7.22(s, 1H) 7.33(t, J=8.0Hz, 1H) 7.40(t, J=8.0Hz, 2H) 8.80(d, J=8.0Hz, 2H)

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; Eisai Co., Ltd.; EP1216980; (2002); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1082745-50-3,Some common heterocyclic compound, 1082745-50-3, name is 5-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, molecular formula is C9H14N4O2, 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.

To the mixture of 5-amino-1-(tetrahydro-2H-pyran-4-yl)-1 H-pyrazoLe-4-carbox- amide (Intermediate P6) (0.317 g, 1.51 mmol) and ethyl phenoxyacetate (0.333 g, 1.81 mmol) in n-butanoL (30 mL) sodium ethanolate (21%, 2.815 mL, 7.54 mmcl) was added and the whole was heated at reflux for 24 hours. The productwas isolated by extraction with ethyl acetate. Organic Layer was dried with sodium sulphate. After concentration, product was purified by chromatography on silicagel (chloroform/methanol, gradient 99:1 to 96:4). 0.137 g of the title product as an amorphous, colorless solid were obtained (yield 28.4%).1H NMR (300MHz, DMSO-d6): delta 12.37 (s, 1H), 8.09 (s, 1H), 7.31 (dd, J = 10.7, 5.4Hz, 2H), 7.13 – 6.90 (m, 3H), 5.03 (s, 2H), 4.88 – 4.68 (m, 1H), 3.95 (dd, J = 11.4, 3.6 Hz, 2H), 3.49 (t, J = 11.2 Hz, 2H), 2.09 (qd, J = 12.3, 4.5 Hz, 2H), 1.80 (dd, J = 12.4, 2.3 Hz, 2H).13C NMR (75 MHz, DMSO-d6): delta 157.72, 157.69, 155.39, 150.96, 134.23, 129.51,121.41, 114.87, 104.88, 67.20, 65.97, 53.18, 31.96.

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-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, its application will become more common.

Reference:
Patent; CELON PHARMA S.A.; MOSZCZY?SKI-P?TKOWSKI, Rafa?; BOJARSKI, ?ukasz; STEFANIAK, Filip; WIECZOREK, Maciej; DUBIEL, Krzysztof; LAMPARSKA-PRZYBYSZ, Monika; WO2014/16789; (2014); A1;,
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. 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

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

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

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