Category: indolines-derivatives

These common heterocyclic compound, 22190-33-6, name is 5-Bromoindoline, 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. Quality Control of 5-Bromoindoline

Combine 5-bromoindoline (3.56 g, 18 mmol) and Et3N (1.92 g, 19 mmol) in CH2Cl2 (40 ml). Cool in an ice bath and add Boc2O (4.14 g, 19 mmol). Allow to warm, stir 2 h and add more Boc2O (0.50 g). Stir 2 h and wash with 1N HCl, then with 1N NaHCO3. Dry (MgSO4) and concentrate. Heat the solid with hexane, allow to cool, and filter to obtain the carbamate as off-white crystals, m.p. 124-6 C.

The synthetic route of 5-Bromoindoline has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride, 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 132898-96-5, Product Details of 132898-96-5

General procedure: To a stirred solution of the N-Boc-protected pyrrolidine (1.0 mmol) in dry DCM (3 mL) at 0 C under argon atmosphere, TFA (1.14 g, 10.0 mmol) was added dropwise. The obtained solution was stirred at 0 C for 30 min followed by stirring at r.t. for 2 h. Subsequently, the solution was poured to cold 10% aq. NaOH (15 mL) and extracted with DCM (3 × 15 mL). The combined organic phases were dried over MgSO4 and concentrated under reduced pressure resulting in the corresponding unprotected pyrrolidine, which was used in the next step without further purification. The free pyrrolidine (ca. 1 mmol) from the previous step was then taken up in CHCl3 (2.2 mL) and DIPEA (2.0 mmol) was added. The solution was added dropwise to a stirred solution of 5-chlorosulfonyl isatin (1.5 mmol) in CHCl3/THF (1:1, 15 mL) at room temperature. The resulting mixture was stirred further for 1 h and the solvent was removed under reduced pressure. After purification by flash column chromatography the target isatin sulfonamide was obtained.

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Electric Literature of 446292-08-6,Some common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, molecular formula is C22H19N3O6, 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.

4.45 g (10.6 mmol) of the structural compound of formula (II) was suspended in 100 ml of ethanol, 40 ml of a methylamine aqueous solution (10.2 ml, 142 mmol) was added, reflux for 2 hours, concentrate to dryness under reduced pressure. Add 100 ml of ethanol, continue to concentrate under reduced pressure to dry. The residue was cooled to room temperature, adding 90 ml of methylene chloride, and the mixture was stirred to obtain a dichloromethane solution of the compound of the formula (R-1) go directly to the next step.

The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.

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. 552330-86-6, name is 5-Bromoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromoisoindolin-1-one

In a screw cap vial under an argon atmosphere 3,4-dimethoxy-2- (isobutoxy)phenylboronic acid (Compound 302) (0.015g, 0.06mmol) and the bromide (0.066 mmol) was dissolved in dimethoxyethane (0.35 mL). K2C03 (1M solution, 0.12 mL, 0.12 mmol) and Pd(PPh3)4 (0.004g, 0.003mmol) was added. The suspension was shaken at 80C for 72h. Brine (2 mL) was added and the mixture was extracted with CH2CI2 (3 mL). The phases were separated using a phase separation cartridge (Chromabond, PTS) . The organic phase was concentrated in vacuo and the residue was dissolved in DMF (0.3 mL) and purified by preparative HPLC/MS.Compounds 174 – 176 were prepared according to this procedure: -i2-Isobutoxy-3r4-dimethoxy-phenyl)-2,3-dihydro-isoindol-l-one iCompound 174)1H NM (600 MHz, DMSO-SPE) delta 8.53 (s, 1H), 7.68 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.56 (dd, J = 7.9, 1.2 Hz, 1H), 7.09 (d, J = 8.6 Hz, 1H), 6.93 – 6.88 (m, 1H), 4.39 (s, 2H), 3.84 (s, 3H), 3.79 (s, 3H), 3.48 (d, J = 14.4 Hz, 2H), 1.78 – 1.67 (m, 1H), 0.75 (d, J = 6.7 Hz, 6H).

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 552330-86-6.

Reference of 3891-07-4,Some common heterocyclic compound, 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, molecular formula is C10H9NO3, 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 for the Synthesis of N-(2-(benzyloxy)ethyl)-dinitrobenzamide (B2) To a solution of 2-(2-hydroxyethyl)isoindoline-1,3-dione (1.17 mmol) in dimethylformamide (10 mL) was added sodium hydride (2.34 mmol) and a benzyl bromide (1.40 mmol) at 0 C. and the resulting mixture was stirred at room temperature. After stirring overnight, distilled water (50 mL) was added and the resulting precipitate was collected by filtration to afford B1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Hydroxyethyl)isoindoline-1,3-dione, its application will become more common.

Application of 181140-34-1, These common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, 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.

To a mixture of compound A24 (1 g, 4.92 mmol) in THF (10 mL) was added TEA (597 mg, 5.91 mmol, 822 uL) and 2-hydroxy-2-methyl-propanenitrile (502 mg, 5.91 mmol), the mixture was stirred at 75C for 12 hours to give a yellow mixture. LCMS showed the reactant was remained. The mixture was stirred for another 16 hours to give a brown mixture. TLC showed the reaction was completed. The mixture was partitioned between EtOAc (30 mL) and H20 (20 mL). The aqueous phase was extracted with EtOAc (30 mL x 2). The combined organic extract was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give a crude product. The crude product was purified by combi flash to afford compound A25 (450 mg) as an off-white solid.

Statistics shows that (R)-(-)-N-(2,3-Epoxypropyl)phthalimide is playing an increasingly important role. we look forward to future research findings about 181140-34-1.

Adding a certain compound to certain chemical reactions, such as: 17630-75-0, name is 5-Chloro-2-oxindole, 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 17630-75-0, Safety of 5-Chloro-2-oxindole

7-Bromo-5-chloro-2-oxindole 5-Chloro-2-oxindole (16.8 g) and 19.6 g of N-bromosuccinimide were suspended in 140 ML of acetonitrile and refluxed for 3 hours.. Thin layer chromatography (silica, ethyl acetate) at 2 hours of reflux showed 5-chloro-2-oxindole or N-bromosuccinimide (Rf 0.8), product (Rf 0.85) and a second product (Rf 0.9) whose proportions did not change after another hour of ref lux.. The mixture was cooled to 10 C., the precipitate was collected by vacuum filtration, washed with 25 ML of ethanol and sucked dry for 20 minutes in the funnel to give 14.1 g of wet product (56% yield).. The solid was suspended in 200 ML of denatured ethanol and slurry-washed by stirring and refluxing for 10 minutes.. The mixture was cooled in an ice bath to 10 C. The solid product was collected by vacuum filtration, washed with 25 ML of ethanol and dried under vacuum at 40 C. to give 12.7 g (51% yield) of 7-bromo-5-chloro-2-oxindole.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-2-oxindole, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 5394-18-3, name is 2-(4-Bromobutyl)isoindoline-1,3-dione, 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 5394-18-3, Formula: C12H12BrNO2

Cs2C03 (2 eq) was added to a solution of an alkyl bromide of general formula (IX) (1 eq) and amine of general formula (VIII) (1.1 eq.) in dry DMF with stirring. The mixture was stirred at 70C overnight or until consumption of the alkyl bromide. The reaction mixture was concentrated, extracted with EtOAc/H20. The organic phase was washed with brine, dried (MgS04), concentrated and purified by chromatography (mixtures of petroleum ether and EtOAc) to afford the bis-protected intermediate. General procedure 3 (alkylation). Starting materials: compound 2 and tert-butyl piperazine- 1-carboxylate.^-NMR (CDCI3) : delta 7.84 (m, 2H), 7.71 (m, 2H), 3.71 (t, 2H), 3.41 (t, 4H), 2.37 (m, 6H), 1.71 (m, 2H), 1.53 (m, 2H), 1.45 (s, 9H).

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Adding a certain compound to certain chemical reactions, such as: 6341-92-0, name is 6-Chloroisatin, 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 6341-92-0, category: indolines-derivatives

General procedure: In a 25 mL round bottom flask, isatins 1 (1 mmol), 3-phenylisoxazol-5(4H)-one 2 (1 mmol) or 3-ethylisoxazol-5(4H)-one 7 (1 mmol), pyrazol-5-amine 3 (1 mmol) or 6-aminopyrimidine-2,4-(1H,3H)-dione 5 (1 mmol), and Amberlyst-15 (100 mg) were stirred in CH3OH (5.0 mL) at 80 C. When the reaction was completed (detected by TLC), the spherical catalyst was separated by a sieve at once under hot condition. Then, the reaction mixture was cooled to room temperature, and solid precipitation occurred. After filtration, the crude product was recrystallized from EtOH and DMF to give pure compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Chloroisatin, and friends who are interested can also refer to it.

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 2913-97-5 as follows. COA of Formula: C10H7NO3

A solution of the product of Example 3E (9.34 g, 49.4 mmol) in methanol (33 mL) was treated with L-tert-leucine tert-butyl ester hydrochloride (10 g, 44.9 mmol), sodium cyanoborohydride (5.6 g, 89.8 mmol), and acetic acid (1.5 ml, 26.2 mmol), stirred at 25° C. for 4 hours, and partitioned between chloroform and saturated NaHCO3. The organic phase phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed in silica gel, eluting with first with 66percent chloroform in hexanes and then with 33percent ethyl acetate in chloroform to give the title compound (10.5 g, 59percent yield).

According to the analysis of related databases, 2913-97-5, the application of this compound in the production field has become more and more popular.