Category: 34091-51-5

Electric Literature of 34091-51-5, These common heterocyclic compound, 34091-51-5, name is 5-Iodo-1-methyl-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.

PREPARATION 665-lodo-1 -methyl-1 H-pyrazole-4-carbaldehydeTo a cooled (0 C) solution of 5-iodo-1 -methyl-1 H-pyrazole (1.3 g, 6.3 mmol) in dimethyl formamide (2 mL), under an atmosphere of nitrogen, was added phosphorusoxychloride (1.72 mL, 18.8 mmol, 3.0 eq.). The resulting mixture was stirred at room temperature for 4hr before partitioning between ethyl acetate (80 mL) and 2M aqueous potassium carbonate (80 mL). The aqueous layer was extracted again with ethyl acetate (80 mL). The organic extracts were combined and washed with water (3 x 50 mL) and then dried over magnesium sulphate. The resulting mixture was filtered and the filtrate evaporated under reduced pressure to give the title compound as an orange solid (0.58 g, 39%).LRMS: ESI, m/z 337 [M+H] +

The synthetic route of 34091-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong; WO2011/138751; (2011); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 34091-51-5, name is 5-Iodo-1-methyl-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. Recommanded Product: 34091-51-5

Production Example 11 1′-(4-Fluorophenyl)-2-methyl-1’H,2H-3,4′-bipyrazole Under a nitrogen atmosphere, a mixture of 5-iodo-1-methyl-1H-pyrazole (600 mg), [1-(4-fluorophenyl)-1H-pyrazol-4-yl]boronic acid (650 mg), tetrakistriphenylphosphine palladium (166 mg), 2 M sodium carbonate aqueous solution (2.9 mL), ethanol (3.0 mL) and toluene (6.0 mL) was stirred at 100 C. for 4 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (450 mg) in the form of a light yellow solid. 1H NMR (600 MHz, CHLOROFORM-d) delta ppm 3.97 (s, 3H) 6.34 (d, J=1.83 Hz, 1H) 7.14-7.22 (m, 2H) 7.46-7.53 (m, 1H) 7.66-7.72 (m, 2H) 7.83 (s, 1H) 7.98 (s, 1H); MS (ESI pos.) m/z: 243 [M+H]+

The synthetic route of 5-Iodo-1-methyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Nakamura, Toshio; Sakagami, Kazunari; Konishi, Kazuhide; Yamamoto, Kanako; Masuda, Seiji; Matsuda, Yohei; Okada, Kumiko; Shibata, Tsuyoshi; Ohta, Hiroshi; Yasuhara, Akito; Kawamoto, Hiroshi; Amada, Hideaki; Urabe, Hiroki; Nishikawa, Rie; Kashiwa ASHIWA, Shuhei; US2013/137865; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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

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. 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Product Details of 34091-51-5

Production Example 18 1′-(4-Fluorophenyl)-2-methyl-1’H,2H-3,4′-bipyrazole Under a nitrogen atmosphere, a mixture of 5-iodo-1-methyl-1H-pyrazole (600 mg), [1-(4-fluorophenyl)-1H-pyrazol-4-yl]boronic acid (650 mg), tetrakistriphenylphosphine palladium (166 mg), 2 M sodium carbonate aqueous solution (2.9 mL), ethanol (3.0 mL) and toluene (6.0 mL) was stirred at 100 C. for 4 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (450 mg) in the form of a light yellow solid. 1H NMR (600 MHz, CHLOROFORM-d) delta ppm 3.97 (s, 3H) 6.34 (d, J=1.83 Hz, 1H) 7.14-7.22 (m, 2H) 7.46-7.53 (m, 1H) 7.66-7.72 (m, 2H) 7.83 (s, 1H) 7.98 (s, 1H); MS (ESI pos.) m/z: 243 [M+H]+

The synthetic route of 34091-51-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 34091-51-5,Some common heterocyclic compound, 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

A deoxygenated mixture of 2- (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl) -1H-indole (100 mg, 0.411 mmol) , 5-iodo-1-methyl-1H-pyrazole (860 mg, 0.411 mmol) , bis (triphenylphosphine) palladium (II) chloride (14 mg, 0.021 mmol) , and aqueous sodium carbonate solution (0.620 mL, 2M) in dioxane (2 mL) was heated under microwave irradiation at 120 for 30 minutes. The reaction mixture was cooled, diluted with EtOAc (5 mL) , filtered and concentrated. The residue was purified by column chromatography on silica gel (0-50EtOAc in hexanes) to afford the title compound. MS: m/z 198.1 (M + 1) .

The synthetic route of 34091-51-5 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. 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 34091-51-5

A solution of 5-iodo-l -methyl-lH-pyrazole (1.90 g,9.14 mmol),2-(4,4-difluorocyclohex-l-en-l-yl)-4,4,5,5-tet-ramethyl-l,3,2-dioxaborolane(1.00 g, 4.10 mmol), tetrakis (triphenylphosphine)palladium(O) (240 mg, 0.208mmol), and cesium carbonate (2.70 g, 8.29 mmol) in 1,4-dioxane (10 mL) andwater (5.0 mL) was stirred at 90 C. for 4 hours. After allowing to cool, thereaction solution was subjected to extraction with ethyl acetate (50 mL), andthe organic layer was dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the residue was purified with column chromatography (hexane/ethyl acetate=9:l) to yield the title compound(767 mg, 94%) as a colorless oil.

The synthetic route of 34091-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daichi Sankyo Corporation; Takahashi, Sakiko; Domon, Yuki; Kitano, Yutaka; Sinojika, Tsuyoshi; (102 pag.)KR2015/126620; (2015); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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, SDS of cas: 34091-51-5

Example 41 N-[(2-Chloro-3,4-difluorophenyl)methyl]-3-methyl-1 -(1 -methyl-1 H- pyrazol-5-yl)-2-oxo-4-imidazolidinecarboxamide (E41) (in a form obtainable or prepared from (4S)-2-oxo-3-{[(phenylmethyl)oxy]carbonyl}-4-imidazolidinecarboxylic acid); To a stirred mixture of N-[(2-chloro-3,4-difluorophenyl)methyl]-3-methyl-2-oxo-4- imidazolidinecarboxamide (60.7 mg, 0.2 mmol) (prepared as described in Example 28), 5-iodo-1-methyl-1 H-pyrazole (41.6 mg, 0.2 mmol) in 1 ,4-dioxane (4 ml) was added potassium phosphate (212 mg, 1 mmol), copper (I) iodide (38.1 mg, 0.2 mmol) and trans-N,N-dimethylcyclohexane-1 ,2-diamine (0.032 ml, 0.2 mmol) and the mixture was heated at reflux under argon for 1 h. The mixture was cooled to room temperature and partitioned between saturated sodium hydrogen carbonate solution and dichloromethane. The organic extracts were separated, washed with water and brine, dried and evaporated. The residue was purified by mass-directed automated HPLC to give N-[(2-chloro-3,4-difluorophenyl)methyl]-3-methyl-1-(1-methyl-1 H- pyrazol-5-yl)-2-oxo-4-imidazolidinecarboxamide (18 mg, 23%). LC/MS [M+H]+ = 384, retention time = 2.22 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodo-1-methyl-1H-pyrazole, and friends who are interested can also refer to it.

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. 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., category: pyrazoles-derivatives

1) 1-Methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}-1H-pyrazole A mixture of 5-iodo-1-methyl-1H-pyrazole (8.00 g), 1-ethynyl-4-(trifluoromethyl)benzene (6.54 g), copper(I) iodide (110 mg), bis(triphenylphosphine)palladium(II) dichloride (1.35 g), triphenylphosphine (504 mg), triethylamine (8.00 mL) and dimethylformamide (70 mL) was stirred at 75 C. for 2 hours. Thereafter, the reaction solution was added to water, and the obtained mixture was then extracted with ethyl acetate. The organic layer was successively washed with water and a saturated saline, and was then dried over anhydrous magnesium sulfate, followed by vacuum concentration. The residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=85:15 to 75:25), so as to obtain the title compound (7.74 g) in the form of a yellow solid. 1H NMR (200 MHz, CHLOROFORM-d) delta ppm 4.01 (s, 3H) 6.53 (d, J=2.20 Hz, 1H) 7.49 (d, J=2.20 Hz, 1H) 7.64 (s, 4H); MS (ESI pos.) m/z 251 [M+H]+

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 34091-51-5.

34091-51-5, name is 5-Iodo-1-methyl-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: 5-Iodo-1-methyl-1H-pyrazole

General procedure: A solution of 3-bromopyridine (0.38 g, 2.40 mmol), 2-cyclohex-1-en-1-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.50 g, 2.40 mmol), tetrakis(triphenylphosphine)palladium (0) (0.14 g, 0.12 mmol) and cesium carbonate (1.72 g, 5.29 mmol) in 1,4-dioxane (8.0 mL) and water (4.0 mL) was stirred at 90 C. for 4 hours. After allowing to cool, the reaction solution was subjected to extraction with ethyl acetate (50 mL), and the organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with column chromatography (hexane/ethyl acetate=2:1) to yield the title compound (347.3 mg, 99%) as a colorless oil. The reaction and aftertreatment were conducted in the same manner as in Example 39a by using 5-iodo-1-methyl-1H-pyrazole (1.90 g, 9.14 mmol), 2-(4,4-difluorocyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.00 g, 4.10 mmol), tetrakis(triphenylphosphine)palladium (0) (240 mg, 0.208 mmol), cesium carbonate (2.70 g, 8.29 mmol), 1,4-dioxane (10 mL) and water (5 mL), to yield the title compound (767 mg, 94%) as a colorless oil. 1H-NMR (500 MHz, CDCl3) delta ppm: 2.13-2.22 (2H, m), 2.56-2.60 (2H, m), 2.73 (2H, t, J=14.2 Hz), 3.86 (3H, s), 5.73 (1H, brs), 6.14 (1H, d, J=2.0 Hz), 7.42 (1H, d, J=2.0 Hz)

The synthetic route of 34091-51-5 has been constantly updated, and we look forward to future research findings.