Category: 113100-53-1

Some common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C6H5F3N2O2, 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. Quality Control of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

e) 1-methyl-3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (2.5g, 13mmol) was dissolved in dichloromethane (25ml) containing 5 drops of N,N-dimethylformamide. A solution of oxalyl chloride (1.8g, 14mmol) in dichloromethane (5ml) was added dropwise at room temperature. This mixture was stirred for 2hours at the same temperature and was subsequently slowly added to a mixture of 2-[5-(3,3-dimethyl-but-1-ynyl)-thiophen-2-yl]- phenylamine (3.3g, 13mmol) and triethylamine (2.0g, 20mmol) in dichloromethane (30ml). After stirring the reaction mixture for 8hours at room temperature, it was poured on ice and extracted with dichloromethane. The combined organic layer was washed with brine, dried over magnesium sulfate and evaporated. The remaining oil was purified by silica gel chromatography using ethyl acetate and hexane as eluents, giving Compound No. lai.098 (1.2g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 113100-53-1, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2005/123722; (2005); 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. 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Formula: C6H5F3N2O2

Example 2 : Preparation of N-{2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-2-methylpropyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide (compound 24); 104 mg of 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-2-methyl-1-propanamine hydrochloride, 40 muL of triethylamine, 62 mg of 3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, 0.13 g of 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (0.00054 mol) are stirred in 2 mL of methanol at room temperature overnight. The reaction mixture is concentrated to dryness and purified on silica to yield to 95 mg of N-{2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-2-methylpropyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide (59%). Mass spectrum: [M+1] = 429.

The synthetic route of 113100-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience S.A.; EP1548007; (2005); 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 113100-53-1 as follows. Recommanded Product: 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

General procedure: To a solution of carboxylic acid (1 equiv) in CH2Cl2 or DMF (1 mL) was added HOBt (1.2 equiv) and DIEA (2 equiv). After the mixture was stirred at room temperature for 5 min, EDCI (1.1 equiv) and corresponding amine (1.3 equiv) were added. The mixture was stirred overnight, diluted with ethyl acetate (40 mL), washed with 1 N HCl (10 mL), saturated NaHCO3 (20 mL), H2O (20 mL), brine (20 mL), dried over Na2SO4, and concentrated in vacuo. The crude product was purified by column chromatography on silica gel.

According to the analysis of related databases, 113100-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cheng, Gang; Muench, Stephen P.; Zhou, Ying; Afanador, Gustavo A.; Mui, Ernest J.; Fomovska, Alina; Lai, Bo Shiun; Prigge, Sean T.; Woods, Stuart; Roberts, Craig W.; Hickman, Mark R.; Lee, Patty J.; Leed, Susan E.; Auschwitz, Jennifer M.; Rice, David W.; McLeod, Rima; Bioorganic and Medicinal Chemistry Letters; vol. 23; 7; (2013); p. 2035 – 2043;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, 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. Product Details of 113100-53-1

1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (7.76 g, 40 mmol) represented by formula (III) was refluxed with thionyl chloride (47.6 g, 0.4 mol) for 4 hours, until the reaction system became a pale yellow transparent liquid, reaction was continued for 30 min, then the reaction was stopped, after cooling to room temperature, it is distilled under reduced pressure to give 1-methyl-3-trifluoromethyl-1H-pyrazole-4-acyl chloride, 1-methyl-3-trifluoromethyl-1H-pyrazole-4-acyl chloride (2 mmol) was added to 15 ml of dichloromethane, Phenylmethylamine (2.1 mmol) followed by triethylamine (0.3 g, 3 mmol) were slowly dropwise added at room temperature overnight; TLC (EpsilonAlpha: PE = 2:1(V) tracking, after the reaction was completed, it was extracted three times with a dichloromethane/water = 1:1 (V) system, and the organic layer was concentrated, extracted with toluene or 75% ethanol and subjected to column chromatography (EpsilonAlpha: PE = 2:1(V) to give N-benzyl-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide represented by the formula(K1)

The synthetic route of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Liu Xinghai; Jin Tao; Wang Han; Tan Chengxia; Weng Jianquan; Han Liang; (13 pag.)CN107935929; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 113100-53-1,Some common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C6H5F3N2O2, 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 a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1H)-one (0.100 g, 0.41 mmol) and 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (0.087 g, 0.45 mmol), and pyridine (0.15 mL, 1.83 mmol in acetonitrile (5 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.60 mL, 1.02 mmol). The sealed tube was heated to 100 C. for over night and the precipitation formed. After cooling, the precipitate was collected by filtration and washed with cold 1:1 acetonitrile/water to give 1-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide (0.120 g, 70%). 1H NMR (400 MHz, DMSO-d): delta 12.61 (bs, 1H), 10.19 (s, 1H), 8.76 (s, 1H), 7.74 (m, 1H), 7.69 (dd, 1H, J=8.4, 2.0 Hz), 7.50 (s, 1H), 6.90 (d, 1H, J=8.0 Hz), 4.00 (s, 3H), 2.92 (t, 2H, J=7.2 Hz), 2.48 (partial masked under d-DMSO, m, 2H); MS (ESI): Calcd. For C18H14F3N5O2S: 421, found 422 (M+1)+.

The synthetic route of 113100-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); 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 113100-53-1 as follows. Computed Properties of C6H5F3N2O2

EXAMPLE 1 This Example illustrates the preparation of 1-methyl-3-trifluoromethyl-1 H-pyrazole-4- carboxylic acid (theta-dichloromethylidene-benzonorbornene-S-yOamide (compound A-1.4):theta-Dichloromethylene-S-amino-benzonorbomene (175 mg, 0.729 mmol, prepared as described in Example 6) in dichloromethane (10ml) was reacted with 1-methyl-3- trifluoromethyl-1 H-pyrazole-carboxylic acid (170mg, 0.874 mmol, 1.2 eq.) in the presence of bis-(2-oxo-3-oxazolidinyl)-phosphinic acid chloride (278 mg, 1.09 mmol, 1.5 eq.) and triethylamine (184 mg, 1.821 mmol, 2.5 eq.) at ambient temperature under stirring for 23 hours. The reaction mixture was extracted with saturated sodium bicarbonate solution and saturated brine, dried over Na2SO4 and purified on silica gel in ethyl acetate-hexane-(1 :1). 210 mg (69% of theory) of i-methyl-S-trifluoromethyl-I H-pyrazole^-carboxylic acid (9- dichloromethylidene-benzonorbornene-5-yl)amide (compound A-1.4, m.p. 179-181 0C) was obtained.

According to the analysis of related databases, 113100-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2008/131901; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 113100-53-1, A common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C6H5F3N2O2, 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: Intermediate 5 (1.0 mmol) and 4-dimethylaminopyridine (0.1 mmol) were added to a mixture of the corresponding carboxylic acid 6 (1.3 mmol) and (EDCI, 2 mmol) in CH2Cl2 (20 mL). The reaction system was stirred at room temperature overnight and then diluted with CH2Cl2 (50 mL). The resulting mixture was consecutively washed with 10% citric acid solution and brine. Then the organic phase was dried with sodium sulphate and filtered, and concentrated under reduced pressure. The residue was purified on a silica gel column to afford the title compounds 7-17.

The synthetic route of 113100-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiong, Li; Zhu, Xiao-Lei; Shen, Yan-Qing; Kandergama Wasala Mudiyanselage Wishwajith, Wickramabahu; Li, Kui; Yang, Guang-Fu; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 424 – 434;,
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. 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C6H5F3N2O2

3.63 g (25.8 mmol) of glycine ethyl ester hydrochloride were dissolved in CH2Cl2, THF, 5.00 g (25.8 mmol) of 1-methyl-3-trifluoromethyl-4-carboxylic acid and 7.82 g of triethylamine (77.3 mmol) were added at RT and 6.56 g (25.8 mmol) of bis-(2-oxo)-3-oxazolidinyl)phosphonyl chloride were added at 0 C. The mixture was stirred at 0 C. for 3 h and then at RT for 16 h. The solvents were then removed, the residue was taken up in ethyl acetate, washed and dried and the solvent was removed. This gave 3.88 g (54% of theory) of the title compound as a red oil.1H-NMR (DMSO): delta=1.20 (t, 3H); 3.95 (s, 6H); 4.15 (q, 2H); 8.35 (s, 1H); 8.65 (t, 1H).

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; BASF SE; US2010/99568; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C6H5F3N2O2, 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. Application In Synthesis of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

e) 1-methyl-3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (2.5g, 13mmol) was dissolved in dichloromethane (25ml) containing 5 drops of N,N-dimethylformamide. A solution of oxalyl chloride (1.8g, 14mmol) in dichloromethane (5ml) was added dropwise at room temperature. This mixture was stirred for 2hours at the same temperature and was subsequently slowly added to a mixture of 2-[5-(3,3-dimethyl-but-1-ynyl)-thiophen-2-yl]- phenylamine (3.3g, 13mmol) and triethylamine (2.0g, 20mmol) in dichloromethane (30ml). After stirring the reaction mixture for 8hours at room temperature, it was poured on ice and extracted with dichloromethane. The combined organic layer was washed with brine, dried over magnesium sulfate and evaporated. The remaining oil was purified by silica gel chromatography using ethyl acetate and hexane as eluents, giving Compound No. lai.098 (1.2g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 113100-53-1, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2005/123722; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, 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. COA of Formula: C6H5F3N2O2

General procedure: Intermediate 5 (1.0 mmol) and 4-dimethylaminopyridine (0.1 mmol) were added to a mixture of the corresponding carboxylic acid 6 (1.3 mmol) and (EDCI, 2 mmol) in CH2Cl2 (20 mL). The reaction system was stirred at room temperature overnight and then diluted with CH2Cl2 (50 mL). The resulting mixture was consecutively washed with 10% citric acid solution and brine. Then the organic phase was dried with sodium sulphate and filtered, and concentrated under reduced pressure. The residue was purified on a silica gel column to afford the title compounds 7-17.

The synthetic route of 113100-53-1 has been constantly updated, and we look forward to future research findings.