Category: 78703-53-4

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. 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 78703-53-4

A solution of 3-(4-chloro-2-methylphenyl)piperidine hydrochloride (50 mg, 0.203 mmol) (Intermediate la5) in DCM (10 mL) was treated with 1,3 -dimethyl- lH-pyrazole-4- carboxylic acid (31.3 mg, 0.223 mmol), l-ethyl-3-(3-dimethylaminopropyl)carbodimide hydrochloride (48.7 mg, 0.254 mmol), 1-hydroxybenzotriazole hydrate (34.8 mg, 0.227 mmol) and triethylamine (0.057 mL, 0.406 mmol). The mixture was stirred at room temperature for 17 hours. Water was added to the reaction mixture which was stirred vigorously for 30 minutes before the phases were separated using a phase separation cartridge. The organic phase was concentrated in vacuo. The crude product was purified by preparative LCMS (basic conditions) to give the title compound 3-(4-chloro-2- methylphenyl)-l-[(l,3-dimethyl-lH-pyrazol-4-yl)carbonyl]piperidine (42 mg, 62%). 1H NMR (400 MHz, DCM-d2) delta ppm 1.57 – 2.07 (m, 4 H) 2.32 (s, 6 H) 2.78 – 3.07 (m, 3 H) 3.87 (s, 3 H) 4.12 – 4.52 (m, 2 H) 7.14 – 7.22 (m, 3 H) 7.45 (s, 1 H) MS ES+: 332

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 78703-53-4.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BOUSBA, Sarah; GOLDBY, Anne; JENKINS, Kerry; KINSELLA, Natasha; TEALL, Martin; WO2015/19103; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 78703-53-4 as follows. Recommanded Product: 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

1,3-Dimethyl-1H-pyrazole-4-carboxylic acid of formula (III) (7.76 g, 40 mmol)Reflowed with thionyl chloride (47.6 g, 0.4 mol) for 4 hours.When the reaction system turns into a pale yellow transparent liquid,Continue to react for 30 minutes,The reaction stops,After cooling to room temperature, it was distilled under reduced pressure.1,3-dimethyl-1H-pyrazole-4-yl chloride,1,3-Dimethyl-1H-pyrazole-4-yl chloride (2mmol)Add 15ml of dichloromethane,Join(R)-1-phenethyl-1-amine(2.1mmol),Then triethylamine (0.3 g, 3 mmol) was slowly added dropwise at room temperature overnight;TLC (EA: PE=2:1(V)) tracking,After the reaction was completed, it was extracted three times with a dichloromethane/water = 1:1 (V) system.Concentrated organic layer,Extracted with toluene or 75% ethanol,Column chromatography (EA: PE = 2:1 (V)),Obtained (K19)(R)-1,3-dimethyl-N-(1-phenethyl)-1H-pyrazole-4-carboxamide;

According to the analysis of related databases, 78703-53-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang University of Technology; Jin Tao; Wang Han; Tan Chengxia; Weng Jianquan; Han Liang; Liu Xinghai; (9 pag.)CN109156471; (2019); 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. 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

General procedure: Pyrazole acid chlorides 6a-b were prepared by refluxing 4a-b in thionyl chloride for 8 h. Pyrazole acid chlorides 6a-b (12 mmol) in anhydrous tetrahydrofuran (THF; 30 mL) were slowly added to a solution of amine derivatives or 5-methylisoxazol-3-ol (10 mmol) and K2CO3 (1.38 g, 10 mmol) in anhydrous THF (30 mL) at a controlled temperature of 5 C. The reaction proceeded at room temperature until 6a-b was no longer tested by TLC. The reaction solution was then filtered and the solvent distilled. The residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and recrystallized to generate the target pyrazole carboxamides and isoxazolol pyrazole carboxylates (7aa-bk). The product yields ranged from 40% to 80%. All 20 compounds were novel, and the physical and spectral data for these compounds are listed below.

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; Sun, Jialong; Zhou, Yuanming; Molecules; vol. 20; 3; (2015); p. 4383 – 4394;,
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. 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

General procedure: To a solution of 2,5-dimethyl-1,3-thiazole-4-carboxylic acid (107mg, 0.681mmol) in THF (5mL) was added thionyl chloride (118muL, 1.36mmol) and two drops of DMF. The mixture was stirred at room temperature for 2h and concentrated under reduced pressure. The residue was dissolved in DMA (6mL), and 27b (200mg, 0.619mmol) was added to the solution at 0C. The mixture was stirred at room temperature for 2h. The mixture was diluted with saturated aqueous sodium hydrogen carbonate and extracted with AcOEt. The extract was washed with saturated aqueous sodium hydrogen carbonate, brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residual solid was recrystallized from EtOH to give 29a (248mg, 87%) as white crystals: mp 239-240C; 1H NMR (DMSO-d6) delta 0.78-0.86 (4H, m), 2.04 (1H, br s), 2.23-2.28 (3H, m), 2.65 (3H, s), 2.70 (3H, s), 6.82 (1H, dd, J=8.3, 2.7Hz), 7.27 (1H, d, J=8.7Hz), 7.50 (1H, dd, J=9.5, 2.3Hz), 7.66 (1H, d, J=2.7Hz), 7.69-7.75 (1H, m), 8.82 (1H, dd, J=2.3, 0.8Hz), 9.66 (1H, s), 11.02 (1H, s); Anal. Calcd for C23H22N6O3S: C, 59.73; H, 4.79; N, 18.17. Found: C, 59.48; H, 4.80; N, 18.00.

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.

Related Products of 78703-53-4,Some common heterocyclic compound, 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H8N2O2, 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: 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid of formula (III) (7.76 g, 40 mmol)Reflowed with thionyl chloride (47.6 g, 0.4 mol) for 4 hours.When the reaction system turns into a pale yellow transparent liquid,Continue to react for 30 minutes,The reaction stops,After cooling to room temperature, it was distilled under reduced pressure.1,3-dimethyl-1H-pyrazole-4-yl chloride,1,3-Dimethyl-1H-pyrazole-4-yl chloride (2mmol)Add 15ml of dichloromethane,Join(R)-1-phenethyl-1-amine(2.1mmol),Then triethylamine (0.3 g, 3 mmol) was slowly added dropwise at room temperature overnight;TLC (EA: PE=2:1(V)) tracking,After the reaction was completed, it was extracted three times with a dichloromethane/water = 1:1 (V) system.Concentrated organic layer,Extracted with toluene or 75% ethanol,Column chromatography (EA: PE = 2:1 (V)),Obtained (K19)(R)-1,3-dimethyl-N-(1-phenethyl)-1H-pyrazole-4-carboxamide;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, its application will become more common.

Some common heterocyclic compound, 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H8N2O2, 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. Computed Properties of C6H8N2O2

To a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1H)-one hydrochloride (1.501 g, 0.611 mmol) and 1,3-dimethyl-1H-pyrazole-4-carboxylic acid (0.943 g, 0.67 mmol), and pyridine (2.23 mL, 27.52 mmol) in acetonitrile (60 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 9.10 mL, 15.29 mmol). The sealed tube was heated to 100 C. for 24 hours and precipitation was observed. After cooling, the precipates were collected by filtration washed with 1:1 cold acetonitrile/water to give a beige solid product. The resulting filtrate was partitioned between EtOAc (50 mL) and 50 mL of water. Several extraction with EtOAc (4*25 mL) were made. The combined organic layers were washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated in vacou. The residue was dried loaded onto silica and purified by silica gel column chromatography using 95:5 dichloromethane/methanol to give combined 1,3-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-1H-pyrazole-4-carboxamide (1.04 g, 46%). 1H NMR (400 MHz, DMSO-d): delta 12.16 (bs, 1H), 10.18 (s, 1H), 8.55 (s, 1H), 7.73 (bs, 1H), 7.68 (dd, 1H, J=8.0, 2.0 Hz), 7.44 (s, 1H), 6.89 (d, 1H, J=8.0 Hz), delta, 3.82 (s, 3H), 2.93 (m, 2H) 2.48 (partial masked under d-DMSO, m, 2H), 2.39 (s, 3H). MS (ESI): Calcd. for C18H17N5O2S: 367, found 368 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 78703-53-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, 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 78703-53-4, Computed Properties of C6H8N2O2

General procedure: To a solution of carboxylic acid (0.1 mmol, 1 equiv.) in anhydrous THF (0.5 mL) in 2 dram screw cap vials was added imidazole hydrochloride (15.7 mg, 1.5 equiv.) and CDI (17.8 mg, 1.1 equiv.). The reactions were stirred for 4 h at 50 oC. A solution of pyrazole amide 23 (17.3 mg, 0.9 equiv.) in THF was added to each of the vials, and the reactions were agitated overnight at 50 oC. The solvent was removed, and the residue was dissolved in absolute EtOH (1 mL). To this was added a solution of NaOEt in EtOH (150 muL, 21% w/w, 4 equiv.). The reactions were heated to 120 oC for 2 h in a sealed vial. The reactions were cooled to room temperature and 300 muL of 1M HCl was added, and the reactions were concentrated to precipitate the desired product. The solid was washed with 0.5 mL EtOAc and water to provide the final compounds.

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