Tag: M.W=200-300

Application of 129487-92-9,Some common heterocyclic compound, 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, molecular formula is C13H18N2O2, 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 4-(4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl)dihydrofuran-2(3H)-one (2000 mg) and tert-butyl 5-aminoindoline-1-carboxylate (1.999 g) in toluene (40 mL) was added bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct (1.093 g) at room temperature and the mixture was stirred at 70 C. for 1 hr. To the mixture were added THF and sodium sulfate decahydrate (10.994 g) and the mixture was stirred at room temperature overnight. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, methanol/ethyl acetate) to give the title compound (3.67 g). MS: [M+H]+ 516.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 5-aminoindoline-1-carboxylate, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1029691-06-2, name is 2-(3-Oxocyclopentyl)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 1029691-06-2, Recommanded Product: 2-(3-Oxocyclopentyl)isoindoline-1,3-dione

Mix (4-trifluoromethoxy-phenyl)-hydrazine hydrochloride (1.5 g, 6.56 mmol) and (+/-)-2-(3-oxo-cyclopentyl)-isoindole-1,3-dione in EtOH (20 mL) and heat to reflux for 14 hours. Concentrate the reaction mixture in vacuo and dilute the residue with Et2O (150 mL). Place the mixture in an ultrasonic bath for 10 min, then filter off a solid. Concentrate the filtrate to give the crude product. Purify the material on silica gel (120 g) using 10-60% EtOAc/hexanes to give 520 mg (22%) of the title compound as a yellow solid. 1H-NMR (DMSO-d6) delta 11.22 (s, 1H), 7.85 (m, 4H), 7.38 (d, 1H, J=8.8 Hz), 7.28 (d, 1H, J=1.3 Hz), 6.96 (dd, 1H, J=8.8, 1.3 Hz), 5.41 (m, 1H), 3.38-3.11 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Oxocyclopentyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Synthetic Route of 552330-86-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 552330-86-6 name is 5-Bromoisoindolin-1-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(6-(1-(and 2-)(4-methoxybenzyl)-2H-tetrazol-5-yl)-4?-methyl-5-sulfamoyl-[1,1?-biphenyl]-3-yl)boronic acid (40 mg, 0.083 mmol) and 6-bromoisoindolin-1-one (19.47 mg, 0.092 mmol) was suspended in ethanol (835 mul) and potassium phosphate tribasic (250 mul, 0.250 mmol). The reaction mixture was sparged with N2 for 5 min. 1,1?-bis(di-tert-butylphosphino)ferrocene palladium dichloride (5.44 mg, 8.35 mumol) was added and the reaction mixture microwaved at 110 C. for 90 min. The crude reaction mixture was diluted with EtOAc and water. The aqueous phase was extract with EtOAc (×2), then the combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated. The reaction mixture was purified by reverse phase HPLC on a C18 column and then eluted with 10% to 100% MeCN in water. The major UV active material was lyopholized to provide a white solid that was utilized directly in the deprotection. LC-MS: calculated for C30H26N6O4S 566.2; observed m/e: 467.5 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromoisoindolin-1-one, and friends who are interested can also refer to it.

Synthetic Route of 41663-84-7,Some common heterocyclic compound, 41663-84-7, name is 2-Methyl-5-nitroisoindoline-1,3-dione, molecular formula is C9H6N2O4, 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 the homogeneous mixing of three reaction bottle, under the protection of nitrogen at room temperature by adding 300 mL of dimethylsulfoxide (moisture <500ppm). Then, 150 g of N-methyl-4-nitrophthalimide and 169 g of sodium phenolate were added, Heated to 120 C for 24 hours. Cooled to room temperature, The reaction solution was slowly added to 900 mL of ice water in China, Stirring for 30 minutes, filtering, filter cake with water 150mL * 3 washing, filter cake out to get the product 171g, the yield of 93%, HPLC purity of 98% These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-5-nitroisoindoline-1,3-dione, its application will become more common.

Application of 20870-90-0,Some common heterocyclic compound, 20870-90-0, name is 5-Bromo-1-methyl-2-oxoindoline, molecular formula is C9H8BrNO, 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: A mixture of oxindole 1 (0.30 mmol), allenoate 2 (0.75 mmol), PPh3 (0.045 mmol) in xylene (2.0 mL, dried over 4 A MS) was stirred at 50 C under Ar atmosphere for 24 h. After completion of the reaction (indicated by TLC), the mixture was quenched with saturated NaCl solution and diluted with EtOAc, followed by washing with H2O and saturated NaCl solution, and finally dried over Na2SO4. The crude product was purified by flash column chromatography to provide the corresponding product 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methyl-2-oxoindoline, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, 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 2436-29-5, Computed Properties of C11H9NO3

150.0 mg (0.42 mmol) of (1 R)- 1- [1 -benzyl-4-(2,5-difluorophenyl)- I H-pyrrol-2-yl] -2,2-dimethyipropan-1-amine (intermediate C52) were initially charged in 2.0 ml of dichloromethane, and 29.2 mg (0.49mmol) of HOAc and 125.6 mg (0.59 mmol) of sodium triacetoxyborohydride were added and the mixture was stirred at RI for 5 mm. 98.9 mg (0.49 mmol) of 3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2- yl)propanal were added. Ihe reaction mixture was stirred at RI overnight. Ihe reaction mixture was then diluted with ethyl acetate and the organic phase was washed twice with saturated sodium carbonate solution and once with saturated NaC1 solution. After drying over magnesium sulphate, the solvent wasevaporated under reduced pressure and the residue was purified using silica gel (mobile phase:dichloromethane/methanol 100:1). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. Ihis gave 188.6 mg (74%) of the compound 2-[3-({(1R)-1-[1-benzyl-4- (2,5-difluorophenyl)- 1 H-pyrrol-2-yl] -2,2-dimethylpropyl} amino)propyl] -1 H-isoindole- I ,3(2H)-dione.LC-MS (Method 1): R1 = 1.00 mm; MS (ESIpos): mz = 541 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(1,3-Dioxoisoindolin-2-yl)propanal, 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 18711-15-4 as follows. category: indolines-derivatives

At room temperature, to a solution of the intermediate I-2 (5.0 g, 23.1 mmol) prepared by the above peparation example I(2) in 75 mL 1N NaOH (aq) was added portionwise hydrogen peroxide (28% v/v, 10 mL). The reaction mixture was filtered after stirring for 2 hours to remove insoluble dark brown solid. The filterate was then carefully acidified to pH 2 by conc. hydrochloric acid. The formed yellow precipitates were collected, washed with water, and dried in vacuo. The objective compound (3.90 g, 82%) was obtained as ivory-colored solid by recrystalization from benzene: TLC Rf=0.1 (EtOAc:n-hexane=1:1); m.p. 188-189 C.; 1H NMR (DMSO-d6) delta 6.76 (d, J=1.9 Hz, 1H, ArH), 6.85 (d, J=1.9 Hz, 1H, ArH); MS (EI) m/e 206 [M+], 162 [M+-CO2].

According to the analysis of related databases, 18711-15-4, the application of this compound in the production field has become more and more popular.

Application of 20870-90-0, 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 20870-90-0 as follows.

General procedure: To a precooled stirring suspension of NaH (6.0 mmol, 0.144 g) in THF (10 mL) at -78 C was added a solution of N-methyloxindole (5a) (6.0 mmol, 0.883 g) in THF (10 mL) dropwise. Then the cooling bath was removed and stirring continued for 5 min (till the formation of clear solution). Then the reaction mixture was again cooled to -78 C and a solution of methyl 3-hydroxy-2-methylene-3-phenylpropanoate (6a) (2.0 mmol, 0.468 g) in THF (15 mL) was added dropwise over 30 min. After stirring for further 10 min at the same temperature, the cooling bath was removed and the reaction was quenched with saturated NH4Cl solution and extracted with EtOAc (3×30 mL). Combined organic layer was dried over anhydrous Na2SO4.. Solvent was removed and the crude obtained was purified by column chromatography(10-15% EtOAc in hexanes) provided title compound (7a) (0.539 g) as a colorless solid in 84% yield.

According to the analysis of related databases, 20870-90-0, the application of this compound in the production field has become more and more popular.

Synthetic Route of 41663-84-7,Some common heterocyclic compound, 41663-84-7, name is 2-Methyl-5-nitroisoindoline-1,3-dione, molecular formula is C9H6N2O4, 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.

Example 2. To a reaction vessel containing dimethylacetamide (25 ml) were added 4-nitro-N-methylphthalimide (0.50g, 0.00243 mol), biphenyl (0.204g, 0.00132 mol) and sodium hydrogen sulfide (0.14g, 0.0025 mol). The reaction was allowed to proceed at 70C for 24 hours. samples of the reaction mixture were taken and examined by HPLC methods. A yield of 16.3% 4,4’bis(N-methylphthalimide)sulfide was indicated. The isolated yield was 15% (0.035g).

The synthetic route of 41663-84-7 has been constantly updated, and we look forward to future research findings.

Application of 20870-78-4, These common heterocyclic compound, 20870-78-4, name is 5-Bromoindolin-2-one, 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 Schlenk tube were added oxindole 1 (0.3 mmol), t-BuONO (0.6 mmol), andTHF (2 mL). Then the tube was stirred at 50 C under 1 atm of O2 for the indicatedtime until complete consumption of starting material monitored by TLC analysis.After the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was re-extracted with ethyl acetate. The combined organic extractswere dried over Na2SO4, removal of the solvent under vacuum afforded the crudeproduct, which was purified further by column chromatography using hexane-ethylacetate.

Statistics shows that 5-Bromoindolin-2-one is playing an increasingly important role. we look forward to future research findings about 20870-78-4.