Tag: M.W:100-200

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;,
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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

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;,
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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;,
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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

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

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

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-Nitro-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 2075-46-9, Application In Synthesis of 4-Nitro-1H-pyrazole

4-Nitro-1H-pyrazole (1.13 g, 9.99 mmol) was dissolved in 15 mL of dry THF.The reaction flask was placed in an ice bath and cooled, and NaH (600 mg, 25 mmol) was slowly added.Stir to room temperature and stir for 2.5 h, then slowly add methyl iodide (3.84 g, 20 mmol).Stirring was continued for 1.5 h, and the reaction was quenched by slowly adding 15 mL of saturated brine.The reaction solution was concentrated under reduced pressure and ethyl acetate (50 mL×3)Wash with water, saturated brine (50 mL×2), dry over anhydrous sodium sulfate,1-Methyl-4-nitro-1H-pyrazole (826 mg, 65%) was obtained as a pale yellow solid.

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, 4-Nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chengdu Diao Pharmaceutical Group Co., Ltd.; Guo Na; He Qian; Deng Ta; Dai Chuan; Yang Qiao; Chen Shuang; Fan Bo; (131 pag.)CN108373476; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

52222-73-8, name is 4-(Trifluoromethyl)-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. Application In Synthesis of 4-(Trifluoromethyl)-1H-pyrazole

To a solution of 7′-(2,6-difluoro-4-iodo-phenyl)spiro[cyclopropane-l,5′-imidazo[l,2- a]imidazole]-6′-one (Example A.3) (300 mg, 0.770 mmol, 1 eq.) and 4-(trifluoromethyl)-lH- pyrazole (158 mg, 1.16 mmol, 1.5 eq.) in toluene (1.5 mL) was added K3P04 (494 mg, 2.32 mmol, 3 eq.) and 1,2-N,N’ dimethyl- 1 ,2-cyclohexanediamine (23 mg, 0.160 mmol, 0.21 eq.) and degassed with nitrogen for 10 min. Cul (15 mg, 0.080 mmol, 0.1 eq.) was added, the reaction mixture again degassed with nitrogen for 10 mins, and stirred at 130 C in the microwave for 1 h. The reaction mixture was diluted with EtOAc (50 ml), the organics washed with water (2 x 20 mL) and brine (20 mL), dried over Na2S04, concentrated in vacuo and purified by flash chromatography over silica gel (50 % EtOAc in hexane) to yield 7′-[2,6-difluoro-4-[4- (trifluoromethyl)pyrazol-l-yl]phenyl]spiro[cyclopropane-l,5′-imidazo[l,2-a]imidazole]-6′-one (40 mg, 0.1 mmol, 13 % yield) as a sticky gel. M+H+ = 396.0.

The synthetic route of 52222-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; JAESCHKE, Georg; O`HARA, Fionn; VIEIRA, Eric; (85 pag.)WO2019/34713; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1260243-04-6,Some common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.

Ethyl 5-amino-1H-pyrazole-4-carboxylate (15.5 g, 0.1 mol) obtained in step 1) And 1-p-fluorophenyl-4,4,4-trifluorobutanedione (23.4 g, 0.1 mol) obtained in step 2) were placed in a vessel; The mixture in the container was dissolved using 50 mL of glacial acetic acid to give a mixture E, the vessel was placed under an electrothermal condition and heated to 115 ° C; The mixture E was heated to reflux, and after 7 hours, the mixture was allowed to stand for cooling to remove the yellow-green needle-like solid; the solid was filtered, washed and dried, To give ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate; and the article used for the washing process is cold glacial acetic acid. The resulting product The mass of ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate was 27.05 g. Yield: 76.63percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1H-pyrazole-4-carboxylate, its application will become more common.

Reference:
Patent; Chongqing MedicalCollege; NIU, YAHUI; SHI, LEI; (10 pag.)CN105949202; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics