Category: 3524-32-1

Synthetic Route of 3524-32-1, A common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, molecular formula is C5H9N3, 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.

N-Bromosuccinimide (3.20 g, 18.0 mmol) was added to a solution of 5-amino-1,3- dimethylpyrazole (2.00 g, 18.0 mmol) in acetonitrile (25 mL), and the mixture was stirred at room temperature for 1 h. The reaction mixture was partitioned between aq. NaHCO3 and EtOAc. Theaqueous layer was extracted with EtOAc. The combined EtOAc layers were washed (aq.Na2S2O3), dried (MgSO4) and concentrated in vacuo to yield the title compound as a red oil(2.85 g, 83%). 1H NMR OH (500 MHz, ODd3) 3.66 (5, 3H), 3.58 (br 5, 2H), 2.16 (5, 3H). LCMS1.73 mm

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDAG CROP PROTECTION LTD.; URCH, Christopher, John; JACKSON, Victoria, Elizabeth; JORDAN, Linda; BAETZNER, Effi; MCGAW, Oliver, James, Stephen; (154 pag.)WO2019/20981; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 3524-32-1, A common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, molecular formula is C5H9N3, 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.

General procedure: A mixture of 5-amino-3-methylpyrazole (1 mmol), isatin or acenaphthylene-1,2-dione (1 mmol), thioacid (1 mmol), and p-TSA (30 mol %) in CH3CN (5 mL) was stirred at 80 C for 12-24 h. After completion of the reaction confirmed by TLC (eluent acetone/petroleum ether, 1:2), the reaction mixture was cooled to room temperature. Then, the solvent was removed under vacuum. The solid was recrystallizated from CH3CN and ethanol to afford the pure 4 or 6 as a white or yellow powder.

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Hui; Shi, Daqing; Tetrahedron; vol. 67; 31; (2011); p. 5686 – 5692;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, 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. Safety of 5-Amino-1,3-dimethylpyrazole

The aldehyde derivative (0.1 mmol, 1.0 eq.) and the required amine (1.3 eq.) are dissolved in 95:5 MeOH/NMP (0.5 mL) in a glass vial, under inert atmosphere (N2) and treated with AcOH (2.0 eq.) and NaBH3CN (1.5 eq.). The reaction mixture is stirred at rt and monitored by LC-MS. Upon reaction completion, the reaction mixture is concentrated under reduced pressure. Purification of the residue gives the desired product. Starting from the compound of Preparation Q and 1,3 -dimethyl- lH-pyrazol-5 -amine and proceeding in analogy to Procedure Y, the title compound was obtained, after purification by prep-HPLC (basic conditions), as an amorphous solid (11% yield).MS (ESI, m/z): 339.09 [M+H+].

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GUDE, Markus; HUBSCHWERLEN, Christian; PANCHAUD, Philippe; WO2011/121555; (2011); 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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, A new synthetic method of this compound is introduced below., Formula: C5H9N3

Example 16; Synthesis of (S^-bis-trifluoromethyl-benzy^-t-Ccyclopentylmethyl-ethyl-amino)- ljS-dimethyl-lH-pyrazololS^-ZjJpyridine-S-ylmethyll-carbamic acid methyl ester; Step (i): Synthesis of N-(2,5-dimethyl-2H-pyrazol-3-yl)-acetamide; Pyridine (7,1 mL, 90 mmol) was added to a solution of 2,5-dimethyl-2H-pyrazol- 3-ylamine (10 g, 90 mmol) in acetic anhydride (46 mL) at 0 0C and the resulting mixture was stirred at room temperature for 30 min. The solvent was removed under vacuum to yield the title compound as a brownish liquid (13.7 g), yield: 100%. 1H NuMR (400 MHz, CDC13): delta 7.91 (bs, IH), 5.98 (s, IH), 3.67-3.56 (m, 3H), 2.19-2.11 (m, 6H). ES-MS m/z 154 (M++ 1, 100%).

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; REDDY US THERAPEUTICS, INC.; BARUAH, Anima; DE, Dibyendu; KHANNA, Ish Kumar; PILLARISETTI, Sivaram; MAITRA, Santanu; ALEXANDER, Christopher, W.; SREENU, Jennepalli; DAGER, Indu; WO2006/73973; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 3524-32-1, The chemical industry reduces the impact on the environment during synthesis 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 11.1 g (0.1 mol) of 5-amino-1,3-dimethylpyrazole, obtained in the above step, in 125 cm3 of absolute ethanol were added dropwise 1cm3 of 12 N hydrochloric acid and then 13.5 cm3 of isoamyl nitrite, at 0 C. The solution was subsequently warmed to and left at room temperature for 4 hours. The reaction medium was then filtered on a sinter funnel and the precipitate obtained was washed with 100 cm3 of isopropyl ether. After drying under vacuum at room temperature, 7.5 g of 5-amino-1,3-dimethyl-4-nitroso-pyrazole were obtained in the form of an orange-coloured solid, the melting point of which was from 169 to 171 C.

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-Amino-1,3-dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; L’Oreal; US6338741; (2002); B1;,
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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, A new synthetic method of this compound is introduced below., name: 5-Amino-1,3-dimethylpyrazole

Example 57 2-[2-(2,5-Dimethyl-2H-pyrazol-3-ylamino)-5-isopropenyl-pyridin-4-ylamino]-N-methyl-benzamide To a 10 mL microwave tube was added 2-(2-chloro-5-isopropenyl-pyridin-4-ylamino)-N-methyl-benzamide (0.075 g, 0.25 mmol, 1 eq), 2,5-dimethyl-2H-pyrazol-3-ylamine (0.055 g, 0.50 mmol, 2 eq), Cs2CO3 (0.24 g, 0.74 mmol, 3 eq) and 1,4-dioxane (3 mL). The resulting mixture was degassed with N2 for 30 minutes. Then Pd(OAc)2 (0.015 g, 0.07 mmol, 0.27 eq) and BINAP (0.046 g, 0.074 mmol, 0.3 eq) were added and the mixture degassed again with N2 for another 10 minutes. The resulting reaction mixture was irradiated in a CEM microwave at 110 C. and 150 W for 45 min. The progress of the reaction was monitored by LCMS. After it was complete, Cs2CO3 was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by column chromatography over neutral alumina using 0.2% MeOH-DCM as the eluant. This gave the title compound as an off white solid (180 mg, 48%). 1H-NMR (400 MHz, DMSO-d6): delta 2.02-2.10 (m, 6H), 2.73-2.74 (d, 3H, J=4.48 Hz), 3.53 (s, 3H), 5.05 (s, 1H), 5.31 (s, 1H), 5.97 (s, 1H), 6.67 (s, 1H), 6.90-7.05 (m, 1H), 7.4-7.55 (m, 2H), 7.61-7.63 (d, 1H, J=7.04 Hz), 7.76 (s, 1H), 8.48 (s, 1H), 8.54-8.67 (brs, 1H), 9.61 (s, 1H). LC-MS [M+H]+=377.4.

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; ADAMS, Jerry Leroy; Faitg, Thomas H.; Johnson, Neil W.; Lin, Hong; US2010/113475; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, 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. Safety of 5-Amino-1,3-dimethylpyrazole

General procedure: 3-methyl-1-phenyl-1H-pyrazol-5-amine (1 mmol, 173 mg) and acetophenone (1.5 mmol, 180 mg), CuI (10 mol %, 19 mg) and FeCl3.6H2O (10 mol %, 27 mg) were added in DMSO (2 mL) at 120C in a round-bottom flask equipped with a magnetic stirring bar and a reflux condenser. After completion of the reaction the organic mixture was extracted with ethyl acetate (3×50 mL) and then washed with brine solution. The organic fraction was dried with anhydrous sodium sulphate and concentrated in rotavapor under vacuum. The product was purified by column chromatography using silica gel (100-200 mesh, ethyl acetate/hexane as eluent).

The synthetic route of 5-Amino-1,3-dimethylpyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rastogi, Gaurav K.; Saikia, B-Shriya; Pahari, Pallab; Deb, Mohit L.; Baruah, Pranjal K.; Tetrahedron Letters; vol. 60; 17; (2019); p. 1189 – 1192;,
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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H9N3

General procedure: A mixture of 5-amino-3-methylpyrazole (1 mmol), isatin or acenaphthylene-1,2-dione (1 mmol), thioacid (1 mmol), and p-TSA (30 mol %) in CH3CN (5 mL) was stirred at 80 C for 12-24 h. After completion of the reaction confirmed by TLC (eluent acetone/petroleum ether, 1:2), the reaction mixture was cooled to room temperature. Then, the solvent was removed under vacuum. The solid was recrystallizated from CH3CN and ethanol to afford the pure 4 or 6 as a white or yellow powder.

According to the analysis of related databases, 3524-32-1, the application of this compound in the production field has become more and more popular.

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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Amino-1,3-dimethylpyrazole

General procedure: A solution of equimolar amounts (4.5 mmol) of 1,3-dimethyl-1H-pyrazol-5-amine 3 [18] and substituted phenylisocyanates 4a-g in THF (12 mL) was stirred at room temperature for 24 h. The solid residue was filtered, washed with 1 mL of ethyl acetate, and then crystallized from a suitable solvent.

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 3524-32-1.

Synthetic Route of 3524-32-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3524-32-1 name is 5-Amino-1,3-dimethylpyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 16The appropriate pyrazole amine (0.36 mmol), palladium(II) acetate (5.43 mg, 0.02 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (28.0 mg, 0.05 mmol) and cesium carbonate (118 mg, 0.36 mmol) were weighed out in a microwave vial and sealed. 2-[[2-chloro-5-(trifluoromethyl)-4-pyridyl]amino]-5-fluoro-N-methoxybenzamide (110 mg, 0.30 mmol) dissolved in dioxane (4 mL) was added and argon was bubbled through the mixture for 5 minutes. The resulting mixture was stirred at 95 0C. The reaction mixture was allowed to cool to room temperature, silica gel was added and the mixture was concentrated to afford the crude product, was purified by flash chromatography on silica gel eluting with 0 to 5% MeOH in EtOAc/DCM (1 :1). The solvent was evaporated to dryness, the resulting gummy residue was triturated in a specified solvent, collected by filtration and dried to afford the desired compound as a solid. Example 16.012- [ [2- [(2,5-dimethylpyr azol-3-yl)aminol -5-(trifluoromethyl)-4-pyridyll aminol -5- fluoro-N-methoxy-benzamide This compound was prepared using l,3-dimethylpyrazole-5-amine. Heating time:2 hours; triturated in tBuOMe/pentane (1 :1); 55 mg, 39%; NMR Spectrum: (DMSOd6) 2.07 (s, 3H), 3.53 (s, 3H), 3.58 (s, 3H), 5.98 (s, IH), 5.49 (s, IH), 7.42 (dd. IH), 7.46 (dd, IH), 7.60 (dd, IH), 8.22 (s, IH), 8.96 (s, IH), 9.20 (bs, IH), 11.94 (bs, zlH); Mass spectrum: MH+ 439

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1,3-dimethylpyrazole, and friends who are interested can also refer to it.