Month: April 2021

Application of 141452-01-9,Some common heterocyclic compound, 141452-01-9, name is Methyl indoline-5-carboxylate, molecular formula is C10H11NO2, 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 solution of 10 (0.28 g, 1.58 mmol) in pyridine (2 mL), benzenesulfonyl chloride (0.40 ml, 3.16 mmol) was added. The reaction mixture was refluxed overnight. The mixture was then purified by silica gel chromatography (EtOAc:n-hexane=1:3) to afford 11 (0.40 g). 1H NMR (500 MHz, CDCl3): delta 2.99 (t, J=8.6 Hz, 2H), 3.87 (s, 3H), 3.97 (t, J=8.6 Hz, 2H), 7.45-7.48 (m, 2H), 7.56-7.59 (m, 1H), 7.66 (d, J=8.5 Hz, 1H), 7.75 (s, 1H), 7.82 (d, J=7.7 Hz, 2H), 7.90 (d, J=7.9 Hz, 1H).

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

Reference of 20870-79-5, 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 20870-79-5 as follows.

The commercial 5-nitroindolin-2-one (1.00 g, 5.61 mmol) was hydrogenated in EtOH (70 mL) in the presence of 10% Pd-C (315 mg, 2.97 mmol) for 4 h. Then the catalyst was filtered off through Celite, the Celite rinsed with additional EtOH and the solution was evaporated, to give 17 as a brown solid (698 mg, 4.71 mmol, 84% yield). 1H NMR (CD3OD): delta 3.43 (s, 2H, CH2); 6.63-6.65 (m, 2H, Ar); 6.73-6.74 (m, 1H, Ar) ppm. Anal. (C8H8N2O) Calc%: C 64.85, H 5.44, N 18.91; Found%: C 65.03, H 5.49, N 18.83.

According to the analysis of related databases, 20870-79-5, the application of this compound in the production field has become more and more popular.

Reference of 18711-15-4, A common heterocyclic compound, 18711-15-4, name is 4,6-Dichloroisatin, molecular formula is C8H3Cl2NO2, 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.

Example 15; Process for producing =l, 6-dichlot(at)o-3-(at)(at)5, 6-dimethyl-7-(3-morpholine–l yl- propyl)-7H pyrrolo-(at)2,3-dJpyrimidine-(at) ylJ-hydrazonoJ-1,3-dihyd(at)o-indole-2-on. 108 mg (0.5 millimole) of 4,6-dichloro-isatin was added to 152.2 mg (0.5 millimole) of [5,6-dimethyl-7-(3-morpholine-4-yl-propyl)-7H-pyrrolo[2,3- d]pyrimidine-4-yl]-hydrazine (Example 11) and the mixture was refluxed in 4 ml of ethanol. The precipitated orange yellow crystals were filtered then washed with ethanol and hexane (102 mg; 40 %).

The synthetic route of 18711-15-4 has been constantly updated, and we look forward to future research findings.

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 90725-50-1 as follows. Computed Properties of C9H8BrNO

6-bromo-3 -methyl- 1, 3 -dihydro-2H-indol-2-one A.20 (500mg, 2.21mmol) and Cs2CO3 (1.44g, 4.42mmol) were combined in 4ml of DMF. To this was then added methyl bromoacetate A.21(203muL, 2.21mmol) and the solution was stirred at room temperature for 2 hours. After diluting the solution with water and adjusting the pH to 2 with IN HCl, the aqueous layer was and extracted with ethyl acetate. The organics were then concentrated under vacuum. The residue obtained was purified by CombiFlash chromatography eluting with a gradient of dichloromethane to 3%methanol/dichloromethane. The fractions containing the product were combined and concentrated under vacuum to give methyl (6-bromo-3-methyl-2-oxo-2,3- dihydro-lH-indol-3-yl)acetate A.22 (468mg) as an off white solid. ESI-MS: M – 296.0 m/z.

According to the analysis of related databases, 90725-50-1, the application of this compound in the production field has become more and more popular.

Electric Literature of 20780-72-7,Some common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, molecular formula is C8H4BrNO2, 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.

5-Bromoisatin (1.0 g, 4.45 mmol), thiosemicarbizide (405 mg, 4.45 mg) and K2C03 (920 mg, 6.67 mmol) were suspended in water (50 mL). The reaction mixture was stirred at reflux for 16 h over which time the dark brown suspension became a clear light brown solution. The solution was carefully acidified by dropwise addition of AcOH and resulting precipitate was filtered. The precipitate was recrystallised from DMF to yield a red solid (1.18 g, 95 percent). deltaEta (400 MHz, DMSO-d6, 363 K) 7.34 (1 H, app t, / = 7.6 Hz), 7.44 (1 H, d, / = 8.1 Hz), 7.62 (1 H, app t, / = 7.6 Hz), 8.00 (1 H, d, / = 7.6 Hz). 5c (100 Hz, DMSO-d6) 113.9, 118.6, 122.7, 123.9, 132.7, 136.5, 144.0, 150.0, 179.9. mp > 300°C

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromoisatin, its application will become more common.

1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C8H4KNO2

General procedure: Potassium phthalimide (0.93 g, 5 mmol) was added to a solution of 1,2-dibromoethane (1.3 mL, 15 mmol) in DMF (8 mL). The mixture was stirred at room temperature overnight and evaporated the solvent in vacuo, the residue dissolved in H2O and extracted with ethyl acetate. The organic layer was washed by brine and dried by MgSO4. Filtered and the solvent evaporated in vacuo, recrystallized from ethyl acetate to give white solid (566 mg, 45 %).

The synthetic route of 1074-82-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 14192-26-8, name is Methyl 2-oxoindoline-6-carboxylate, 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 14192-26-8, Recommanded Product: 14192-26-8

To a stirred solution of methyl 2-oxoindoline-6-carboxylate (5.0 g, 26.16 mmol) in DMF (150 mL) was added Mel (7.42 g, 52.34 mmol) and the mixture cooled to between o and -10 C followed by portionwise addition of NaH (2.19 g, 54.27 mmol, 60% suspension in mineral oil). The whole was allowed to stir at between o and -10 C for 1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was diluted with water, extracted with EtOAc, and the combined organic layers were washed with brine and dried over anhydrous Na2S04. The dried organics were evaporated under reduced pressure to obtain a crude residue which was purified by Comb1-flash using 35-50% EtOAc in hexanes as eluent to afford methyl 3,3-dimethyl-2-oxoindoline-6-carboxylate (4.4 g, 20.09 mmol, 77% yield) as a light orange solid. LCMS m/z: 220.03 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-oxoindoline-6-carboxylate, 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.

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.

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).

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.