Extracurricular laboratory: Synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

The synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference of 356068-93-4, 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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 11 Preparation of 6-{5-[5-fluoro-2-oxo-1 ,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester. 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyI-1H-pyrroIe-3-carbox- ylic acid (300 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethyllaminopropyI)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (217.8 mg, 1.2 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give 6-{5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1 H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester (346 mg, 81% yield) as a yellow solid. 1H NMR (DMSO-d6)delta1.30 (m, 2H, CH2), 1.51 (m, 2H, CH2), 1.55 (m, 2H, CH2), 2.31 (d, J= 8.0 Hz, 2H, CH2CO), 2.39 (s, 3H, pyrrole-CH3), 2.40 (s, 3H, pyrrole-CH3), 3.18 (m, 2H, NCH2), 3.57 (s, 3H, COOCH3), 6.82 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 6.92 (td, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 7.70 (s, 1 H, vinyl-H), 7.63 (t, J= 4.0Hz, 1 H, CONH), 7.76 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 10.89 (s, 1 H, indolinone-NH), 13.66 (s, 1 H, pyrrole-NH). LC-MS (m/z) 428 (M+1).

The synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Introduction of a new synthetic route about 3,3-Dimethylindolin-2-one

According to the analysis of related databases, 19155-24-9, the application of this compound in the production field has become more and more popular.

Reference of 19155-24-9, 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 19155-24-9 as follows.

Step 4: [4-(3,3-Dimethyl-2-oxo-2,3-dihydro-indol-1 -ylmethyl)-cyclohexyl]-carbamic acid tert-butyl ester3,3-Dimethyl-1 ,3-dihydro-indol-2-one (commercial) (268 mg, 1.66 mmol) in DMF (10ml_) was treated with NaH (60percent in oil) (80mg, 1.99mmol) and the mixture was stirred at RT for 10 minutes. Trans-trifluoro-methanesulfonic acid 4-tert- butoxycarbonylamino-cyclohexylmethyl ester (600mg, 1.66mmol) was added and the reaction mixture was heated at 80°C for 4 hours. The solvent was removed in vacuo and the residue was partitioned between DCM and water. The organic portion was passed through a phase separator and the solvent was removed in vacuo. Purification by chromatography on silica eluting with iso-hexane/ EtOAc afforded the title compound. 1H NMR (400MHz, d6-DMSO) delta; 7.32 (1 H, m), 7.22 (1 H, m), 7.03 (1 H, m), 3.49 (2H, d), 3.12 (1H, m), 1.73 (2H, m), 1.60 (3H, m), 1.37 (9H, s), 1.23 (6H, s), 1.02 (4H, m).

According to the analysis of related databases, 19155-24-9, the application of this compound in the production field has become more and more popular.

Share a compound : 6-Bromoisatin

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, 6-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 6326-79-0, name is 6-Bromoisatin, belongs to indolines-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 6326-79-0, Quality Control of 6-Bromoisatin

6-Bromo-1H-indole-2,3-dione is treated with sodiumhydroxide (1.1 eq) in water at 30C till all solids are dissolved. Sodiumnitrite (1.1 eq) dissolved in a little amount of water is added slowly at this temperature and the solution is stirred for additional 30 minutes. The mixture is slowly added to a solution of sulfuric acid (1.9 eq) in water at 0C keeping the internal temperature below 10C. After additional 20 minutes at this temperature, a mixture of tin(ll)chloride (2.4 eq) in water and hydrochloric acid is added slowly. After 2h of stirring at 0C workup by filtration over celite, washing with acetone and removing the solvent in vacuum gives the intermediate carboxylic acid. 6-Bromo-1H-indazole-3-carboxylic acid is converted into the corresponding methylester following standard procedures.

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, 6-Bromoisatin, other downstream synthetic routes, hurry up and to see.

The important role of N-(5-Bromopentyl)phthalimide

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 of 954-81-4, A common heterocyclic compound, 954-81-4, name is N-(5-Bromopentyl)phthalimide, molecular formula is C13H14BrNO2, 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: To a suspension of compound 9-12 (20 mmol) and potassium carbonate (50 mmol) in ACN (150 mL) was added dropwise the secondary amine (4 eq.) and the reaction mixture was refluxed for 24 h. After cooling, the reaction mixture was filtered and the filtrate was concentrated to afford an oil that was directly engaged in the next step without further purification. Reactions were performed on a scale of 5 to 20 g of compounds 9-12 to afford amines 14 and 15 with the following yields: 14a, Yield 90%; 14b, Yield 93%; 15a, Yield 89%; 15b, quantitative yield; 15c, Yield 35%.

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.

Analyzing the synthesis route of 5-Bromo-2-methylisoindolin-1-one

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.

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. 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-methylisoindolin-1-one

General procedure: 5-Bromo-2-methylisoindolin-1-one (520 mg, 2.30 mmol) and thiophene-2-boronic acid (442mg, 3.45 mmol) were dissolved in a mixure of toluene (12 mL) and EtOH (6 mL). A solutionof 2 M Na2CO3 (3 mL) and Pd(dppf)Cl2 (94 mg, 0.12 mmol) were added and the entiremixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30mmol) was added and reflux continued under N2 overnight. Upon cooling, the mixture wasdiluted with water (100 mL) and extracted with CH2Cl2 (6×50 mL). The combined organicfractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure togive a crude solid which was purified by flash column chromatography on silica gel (EtOAcas eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent).

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.

Continuously updated synthesis method about (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

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 446292-08-6 as follows. Formula: C22H19N3O6

4- [4-((S)-5-aminomethyl]-2-oxooxazolidin-3-yl)phenyl]morpholine-3-one (VII) 100 gm (wet) (0.2375 moles) 2-({(5S)-2-Oxo-3-[4-{3-oxo-4-morpholmyl)phenyl]- l,3- oxazolidin-5-yl}methyl)- lH-isoindole- l,3(2H)-dione (VI) is added in 500 ml water and (46.02 gm, 1,4845 moles) methyl amine solution (40% Aqueous). Reaction mass is stirred at 35C for 5 hours to get 4-[4-((S)-5-aminomethyl]-2-oxooxazolidin-3-yl) phenyl]morpholine-3-one (VII). Reaction mass is subjected for degassing (i. e. kept under vacuum) for 1 hour to remove excess methyl amine. This aqueous reaction mass is used as such for the preparation of Rivaroxaban without isolation.

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

Extended knowledge of 6-Bromo-1-methylindoline-2,3-dione

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 667463-64-1.

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. 667463-64-1, name is 6-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6-Bromo-1-methylindoline-2,3-dione

I-3.1 (397 mg, 1.65 mmol) and hydrazine hydrate (1 mL, 20.6 mmol) are heated to 100 C. for 1 h and at 125 C. for 1 h. To the cool reaction mixture DCM and water are added and the aqueous layer extracted twice with DCM. The combined organic layers are washed with brine, dried, concentrated and the residue purified via column chromatography (using solvent mixture cyclohexane/EA=3:1). Yield 65%. m/z 226 [M+H]+, m/z 224 [M+H]-, rt 0.58 min, LC-MS Method b.

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 667463-64-1.

Extended knowledge of 7-Chloroisatin

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.

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. 7477-63-6, name is 7-Chloroisatin, A new synthetic method of this compound is introduced below., Computed Properties of C8H4ClNO2

Preparation of 7-chloro-3-hydroxy-3-(nitromethyl)indolin-2-one 7-chloroisatin (0.09 g) and nitromethane (0.1 ml) were added to water and the reaction mixture was vigorously stirred at a temperature of 30° C. for 24 hours. The obtained product was extracted with ethyl acetate and the solvent was removed to give pure product.

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.

Continuously updated synthesis method about 5-Bromo-1-methylindoline-2,3-dione

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Synthetic Route of 2058-72-2, 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 2058-72-2 as follows.

General procedure: General procedure forthe preparation of oxazolo[5,4-b]quinoline- fused spirooxindoles 4a-t: A reaction of isatin(1 mmol),beta-diketone (1 mmol) and5-amino-3-methylisoxazole (1 mmol) were mixed and irradiated in a closed vesselin the absence of any solvent in a Synthos 3000 microwave reactor at 700 W, 14 bar,and 110 C for 10 min. The reaction was monitored by TLC. Then, thereaction mixture was filtered hot and the resulting solid products were washed with ethanol, dried in air and recrystallized from ethanol.

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

The important role of 4-Bromoisoindolin-1-one

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Adding a certain compound to certain chemical reactions, such as: 337536-15-9, name is 4-Bromoisoindolin-1-one, belongs to indolines-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 337536-15-9, Recommanded Product: 4-Bromoisoindolin-1-one

A mixture of the 4-bromo-2, 3-dihydro-isoindol-1-one (0.159 g, 0.749 mmol), di tert butyl dicarbonate (0.33 g, 1.5 mmol), triethylamine (0.11 ml, 0.75 [MMOL)] and DMAP (0.092 g, 0.75 [MMOL)] in dichoromethane (7 ml) was stirred at room temperature under nitrogen for 18 hours. The yellow solution was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane/ethyl acetate (3: 1) to give the title compound (0.23 g, 99 %) as a colourless residue. [‘H-NMR] (400 MHz, [CDCI3)] : J = 1.6 (s, 9H), 4.64 (s, 2H), 7.4 (t, [1H),] 7.74 (d, [1H),] 7.84 (d, [1H).] LRMS (Electrospray) : m/z [M+ 2H + Na] [+] 336. Microanalysis : Found: C, 50.45 ; H, 4.72 ; N, 4.38. C13H14NO3Br requires C, 50.02 ; H, 4.52 ; N, 4.49%.

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.