Day: August 26, 2021

Adding a certain compound to certain chemical reactions, such as: 478968-48-8, name is Ethyl 3-methoxy-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 478968-48-8, name: Ethyl 3-methoxy-1H-pyrazole-4-carboxylate

A mixture of ethyl 3-methoxy- 1H-pyrazole-4-carboxylate (1.116 g, 6.56 mmol, 1.00 equiv) in N,N-dimethylformamide (60 mL), L-Proline (151 mg, 1.31 mmol, 0.20 equiv), CuT (128 mg, 0.67 mmol, 0.10 equiv), 2-chloro-5 -(trifluoromethyl)pyrazine (1.19 g, 6.52 mmol, 1.00 equiv), and potassium carbonate (2.72 g, 19.68 mmol, 3.00 equiv) was stuffed overnight at 100C under nitrogen. The solids were filtered out. The filtrate was diluted with 500 mL of ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (5:100) to afford the title compound (1 g, 48%) as an off-white solid.

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; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 694-48-4,Some common heterocyclic compound, 694-48-4, name is 1,3-Dimethyl-1H-pyrazole, molecular formula is C5H8N2, 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.

In a three-necked reaction flask equipped with a stirrer, 50 ml of acetic anhydride and 12.7 g of nitric acid were added,1,3-dimethylpyrazole 9.7 g of acetic anhydride in 10 ml was slowly added dropwise to the mixed acid,Add 50-60 degrees after the end of the reaction until the reaction is complete,Cooled to room temperature to add 100 grams of ice water,Filtered and dried to give 12 g of 4-nitro-1,3-dimethylpyrazole,LC purity 80%, yield: 84%.

The synthetic route of 694-48-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou Hande Chuanghong Biochemical Technology Co., Ltd.; Mao Zhongping; Ma Dongxu; Ge Yonghui; Ren Xuejing; Tan Jin; (9 pag.)CN106674116; (2017); A;,
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

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. 1780-72-9, name is 4-Bromo-5-methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., name: 4-Bromo-5-methyl-1H-pyrazol-3-amine

General procedure: The kinetics of reactions were followed by measuring the change in absorbance at suitable wavelengthsas a function of time. Working wavelengths were determined for each reaction system, recording thespectra of reaction mixture over wavelength range between 220 and 600 nm. Substitution reactionswere studied under pseudo-first-order conditions whereas the concentration of entering ligand wasalways in large excess (at least 10-fold). Reactions were initiated by mixing equal volumes (1.5 cm3) ofcomplex (2 × 10-4 M) and ligand (2 × 10-3; 4 × 10-3; 6 × 10-3; 8 × 10-3; 1 × 10-2 M) solutions in a quartzcuvette. The changes in absorbance versus time were fitted as a single-exponential function usingOrigin Pro 8. Values for the pseudo-first-order rate constants, kobsd, were calculated as the average valuefrom three to five independent kinetic runs. Experimental data are reported in tables S2-S13 (supplementarymaterial). The values of pseudo-first-order rate constants, kobsd, at 298 K were recalculatedby Guggenheim and Kezdy-Swinbourne methods (table 14S) [33, 34]. All reactions were studied atfour different temperatures (288, 298, 308, and 313 K). The activation parameters, DeltaH? and DeltaS?, werecalculated using the Eyring equation. Eyring plots for all studied systems are given in supplementarymaterial, figures 4S-15S.

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; Kosovi?, Milica; Jovanovi?, Sne?ana; Bogdanovi?, Goran A.; Giester, Gerald; Ja?imovi?, ?eljko; Bugar?i?, ?ivadin D.; Petrovi?, Biljana; Journal of Coordination Chemistry; vol. 69; 19; (2016); p. 2819 – 2831;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, molecular formula is C10H9ClN2, 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 143426-52-2

Methyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate (74 mg, 0.25 mmol, 1.0 eq.), cesium carbonate (240 mg, 0.74 mmol, 3.0 eq.), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (71 mg, 0.37 mmol, 1.5 eq.) and Pd(dppf)Cl2.DCM (27 mg, 0.037 mmol, 0.15 eq.) were combined in a vial which was sealed and placed under an inert atmosphere. A 1,4-dioxane/H2O solution (5:1 v/v, 2 mL, degassed) was then added via syringe. The resulting mixture was heated to 90 C. for 1 h, after which time the reaction was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. The product was observed to crash out upon Celite filtration, and the Celite pad was subsequently washed with a solution of 3:1 DCM/MeOH (with 1% AcOH). The resulting filtrate was concentrated under reduced pressure to give the title compound as a tan solid (78 mg, 100%), which was used directly without further purification. ES-MS [M+H]+=320.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143426-52-2, its application will become more common.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 37687-24-4, These common heterocyclic compound, 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, 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.

A solution of compound 2a (2 g, 9.43 mmol); K2CO3 (2.6 g, 18.86 mmol) and 1, 3 bromochloropropane (7.4 mL, 47.16 mmol) in acetonitrile (60 mL) was refluxed for 1 h. The reaction mixture was cooled; filtered and extracted with ethyl acetate (2 x 150 mL), dried over anhydrous sodium sulphate, filtered and the filtrate was evaporated to dryness to afford compound 3c (2.1 g, 67%). MS (ES+) m/z: 334.

The synthetic route of 37687-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Surase, Yogesh B.; Samby, Kirandeep; Amale, Sagar R.; Sood, Ruchi; Purnapatre, Kedar P.; Pareek, Pawan K.; Das, Biswajit; Nanda, Kamna; Kumar, Subodh; Verma, Ashwani K.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3454 – 3459;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 402-61-9, name is 5-Methyl-1H-pyrazole-3-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 402-61-9, Formula: C5H6N2O2

Step C: N-rr4i?)-6-r4-Chlorophenvn-7-(2.4-dichlorophenvn-2.2-dimethyl-3.4-dihvdro-2//- pyrano [2,3-frlrhoyridin-4-yll -5 -methyl- 1.H-pyrazole-3 -carboxamide; . A mixture of the product of Step B (300 mg, 0.69 mmol), S-methylpyrazole-S-carboxylic acid (105 mg, 0.83 mmol), PyBOP (540 mg, 1.04 mmol), and NEt3 (0.19 mL, 1.38 mmol) in 20 mL Of CH2Cl2 was stirred at rt. After 16 h, the reaction mixture was diluted with Et2O (50 mL), washed with saturated aq NaHCO3 (3×50 mL) and brine (3×50 mL). The organic layer was separated, dried over MgSO4 and concentrated. Chromatography on a Biotage 40+S cartridge using 1 : 1 v/v EtOAc/Hexanes as the eluant afforded the title compound: 1H NMR delta 1.44 (s, 3H), 1.51 (s, 3H), 1.94 (t, J= 12.5, IH), 2.26-2.30 (m, 4H), 5.62 (m, IH), 6.58 (s, IH), 6.96 (d, J= 8.5, 2H), 7.12-7.29 (m, 5H), 7.69 (s, IH).

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-Methyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2008/94476; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 16034-46-1

To a solution of 1 -methyl- lH-pyrazole-5-carboxylic acid (2 g, 15.86 mmol) in tetrahydrofuran (50 mL) was added L1AIH4 (720 mg, 18.97 mmol) in portions at 0 C under an inert atmosphere of nitrogen. The reaction was stirred for 2 hours at room temperature then quenched by the addition of water (2 mL). The mixture was dried over by anhydrous sodium sulfate and the solids were filtered out. The filtrates were concentrated under reduced pressure to afford (1 -methyl- lH-pyrazol- 5-yl)methanol as colorless oil (1.2 g, 67 ). (ES, m/z) [M+H]+ 113.0 *H NMR (300 MHz, CDC13) delta 7.36 (d, 7 = 1.8 Hz, 1H), 6.18 (d, 7 = 1.8 Hz, 1H), 4.66 (s, 2H), 3.88 (s, 3H)

The synthetic route of 16034-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L.; WO2014/66795; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1192-21-8, 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. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

7-(2-Chloro-5 -methylpyrimidin-4-yl)-2-(2-methoxyethyl)-3 ,3 -dimethyl-3 ,4- dihydropyrrolo [1 ,2-a]pyrazin- 1 (2H)-one (48 mg, 0.14 mmol), i-methyl-i H-pyrazol-5 – amine (14.70 mg, 0.15 mmol) and cesium carbonate (90 mg, 0.28 mmol) were suspendedin tert-butanol (4 mL) and de-gassed for 10 minutes, then BrettPhos 3rd generation precatalyst (6.24 mg, 6.88 jimol) was added. The reaction was heated to 80 °C for 2 hours under nitrogen. The mixture was cooled to room temperature, diluted with EtOAc (50 mL), washed with saturated aqueous sodium bicarbonate (10 mL) and the layers separated. The aqueous portion was washed with ethyl acetate (50 mL) and the combined organics weredried (Na2SO4) and concentrated in vacuo to a yellow gum. The crude product was purified by preparative HPLC (Waters XBridge Prep C18 OBD column, Sji silica, 30 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 1percent NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 2-(2-methoxyethyl)-3 ,3 -dimethyl-7-(5 -methyl-2-(( 1-methyl-i H-pyrazol-5 – yl)amino)pyrimidin-4-yl)-3 ,4-dihydropyrrolo [1 ,2-a]pyrazin- 1 (2H)-one (44.0 mg, 78 percent) as an off white solid. ?H NMR (500 MHz, DMSO, 30 °C) 1.11 (6H, s), 2.11 – 2.14 (3H, m),3.08 (3H, s), 3.25 (2H, t), 3.38 (2H, t), 3.49 (3H, s), 3.93 (2H, s), 6.06 (1H, d), 7.01 (1H, d), 7.13 (1H, d), 7.38 (1H, d), 8.04 (1H, d), 8.87 (1H, s). m/z: ES+ [M+H]+ 410.

The synthetic route of 1-Methyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; GRAHAM, Mark, Andrew; SWALLOW, Steven; JONES, Clifford, David; (282 pag.)WO2016/162325; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 5775-82-6, 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. 5775-82-6, name is 4-Bromo-1,3-dimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation 75: 4-(1 ,3-dimethyl-1 -/-pyrazol-4-yl)-2-methoxyaniline A suspension of 2-methoxy-4-(4,4,5,5-tetramethy-1 ,3,2-dioxaborolan-2-yl)aniline (50 mg, 0.201 mmol), 4-bromo-1 ,3-methylpyrazole (35 mg, 0.201 mmol), CsF (91 mg, 0.602 mmol) and Pd(PPh3)4 (12 mg, 10.04 umol) in DME/MeOH (2:1 , 1 .5 mL) was heated to 150 Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; SOLANKI, Savade; WOODWARD, Hannah; NAUD, Sebastian; BAVETSIAS, Vassilios; SHELDRAKE, Peter; INNOCENTI, Paolo; CHEUNG, Jack; ATRASH, Butrus; WO2014/37750; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics