Category: 114041-16-6

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 114041-16-6 as follows. COA of Formula: C10H13NO2

General procedure: Compound 8 (70.6 mg, 0.24 mmol) and 5,6-dimethoxyisoindoline(68.5 mg, 0.38 mmol) were dissolved in CH3CN (30 mL), followed by addition of K2CO3 (138.8 mg, 1.00 mmol). The mixture was heated under reflux and stirred at 90 C for 6 h. After cooling and filtration, the solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate/triethyamine) = 10:10:1, v/v/v) to afford 13(56.8 mg, 59%)

According to the analysis of related databases, 114041-16-6, the application of this compound in the production field has become more and more popular.

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. 114041-16-6, name is 5,6-Dimethoxyisoindoline, A new synthetic method of this compound is introduced below., COA of Formula: C10H13NO2

General procedure: Compound 8 (70.6 mg, 0.24 mmol) and 5,6-dimethoxyisoindoline(68.5 mg, 0.38 mmol) were dissolved in CH3CN (30 mL), followed by addition of K2CO3 (138.8 mg, 1.00 mmol). The mixture was heated under reflux and stirred at 90 C for 6 h. After cooling and filtration, the solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate/triethyamine) = 10:10:1, v/v/v) to afford 13(56.8 mg, 59%)

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. 114041-16-6, name is 5,6-Dimethoxyisoindoline, A new synthetic method of this compound is introduced below., Formula: C10H13NO2

Step 8) 2-c oropyrimidine derivative 11 (5.84 g, 42.0 mmol), DIEA (8 mL, 46 mmol) and isoindoline (7.52 mg, 42.0 mmol) were dissolved in Acetonitrile (100 mL) and the mixture was heated to 80C and stirred for 1 hour. The solvent was removed by concentration and water was added. The solid was collected with filtration, washed with water and dried under air. The crude 12 was used in the next step directly without further purification.

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 114041-16-6, 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 114041-16-6 as follows.

A solution of 5,6-dimethoxyisoindoline 10e (0.08 g, 0.46 mmol) in acetic acid (0.92 mL) is stirred at room temperature. Sulfuryl chloride (0.11 mL, 1.4 mmol) is added drop-wise, and the resulting mixture is stirred at room temperature for 4 h. The reaction is concentrated under reduced pressure to give compound 10k as its HCl salt (0.130 g, quantitative yield) as a light-brown foam, m/z=248/250/252 [M+H]+.

According to the analysis of related databases, 114041-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gladius Pharmaceuticals, Inc.; SUTTON, Larry D.; ZAMBONI, Robert; BUREAU, Patrick; HASSANPOUR, Avid; MAMANI LAPARRA, Laura; VIDAL, Marc; WOO, Simon; ZHOU, Nancy; KEENAN, Richard M.; (127 pag.)US2019/100534; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 114041-16-6, These common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, 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 67 2-[7-(3,4-Dimethoxyphenyl)-7-[(4-methylphenyl)thio]-heptyl]-1,2,3,4-tetrahydro-6,7,8-trimethoxyisoquinoline The procedure of Example 49 is repeated using 5.31 g 4-[6-bromo-1-[(4-methylphenyl)thio]heptyl]-1,2-dimethoxybenzene, 3.29 g of 5,6-dimethoxyisoindoline and 2.65 g of 6,7,8-trimethoxy-1,2,3,4-tetrahydroisoquinoline. This affords 4.52 g of the desired product as a yellow oil.

The synthetic route of 114041-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Powell; Dennis; Paul; Rolf; Hallett; William A.; Berger; Dan M.; Dutia; Minu D.; US5387685; (1995); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 114041-16-6, A common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, molecular formula is C10H13NO2, 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 13 Preparation of 5,6-dihydroxyisoindoline hydrobromide 3.54 ml of 48% hydrobromic acid was added to 500 mg (2.79 mmol) of 5,6-dimethoxyisoindoline, and the mixture was refluxed for 3 hours under stirring. The precipitated crystals were collected, and washed with ethanol/diethyl ether (1/1) to obtain 520 mg (80.3%) of the above identified compound. The melting point, the infrared absorption spectrum and the 1 H-NHR spectrum of this product were the same as those of the compound of Example 8.

The synthetic route of 114041-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Banyu Pharmaceutical Co., Ltd.; US4987235; (1991); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 114041-16-6, A common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, molecular formula is C10H13NO2, 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.

A solution of 5,6-dimethoxyisoindoline 10e (0.12 g, 0.69 mmol) in acetic acid (1.4 mL) is vigorously stirred while cooling with a cold-water bath. Sulfuryl chloride (0.073 mL, 0.90 mmol) is added drop-wise. The resulting mixture is then warmed to room temperature and stirred for 3 h. The reaction mixture is diluted with diethyl ether (1.4 mL) and stirred for 30 minutes. The mixture is filtered and the solid isolated to give a mixture of the HCl salt of product 10h (0.134 g, 76%) and starting material (3:1 ratio respectively).

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:
Patent; Gladius Pharmaceuticals, Inc.; SUTTON, Larry D.; ZAMBONI, Robert; BUREAU, Patrick; HASSANPOUR, Avid; MAMANI LAPARRA, Laura; VIDAL, Marc; WOO, Simon; ZHOU, Nancy; KEENAN, Richard M.; (127 pag.)US2019/100534; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 114041-16-6, These common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, 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.

Compound 416 :In a 10 mL microwave tube, compound 415 (100 mg, 0.23 mmol) was combined with 5,6-dimethoxyisoindoline (42 mg, 0.23 mmol), triethylamine (69 mg, 0.69 mmol) and acetonitrile (2 mL). The solution was irradiated for 30 minutes at 100 C, then diluted with EtOAc and filtered over a short plug of silica gel, rinsing with EtOAc, to afford the intermediate compound 416. HPLC- MS tR = 1.71 min (UV254 nm); Mass calculated for C24H24N8O3: 572.3; Observed m/z: 573.3 (M+H).

The synthetic route of 114041-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/14637; (2009); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 114041-16-6,Some common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, molecular formula is C10H13NO2, 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 17 N-(2-tert-butoxybenzyl)-6-(5,6-dimethoxyisoindolin-2-yl)-N-(pyridin-2-ylmethyl)hexan-1-amine [13] The same procedure as described for compound 11 was applied to starting material 10 (0.428 g, 0.988 mmol) and 5,6-dimethoxyisoindoline (0.175 g, 0.975 mmol). Purification was carried out on a silica gel TLC plate that was developed in with a 5% methanolic NH3 (7 M NH3 in methanol/95% CH2Cl2. The product was isolated as pale yellow oil (60%). 1H NMR (CDCl3) delta 8.446 (dd, 1H, Ar), 7.72 (m, 3H, Ar), 7.062 (m, 2H, Ar), 6.981 (ddd, 2H, Ar), 6.888 (s, 2H, Ar), 3.816 (s, 4H, -CH2-CH2-), 3.792 (s, 6H, -OCH3-), 3.714 (s, 2H, -CH2-), 3.637 (s, 2H, -CH2-), 2.611 (t, 2H, -CH2-), 2.436 (t, 2H, -CH2-), 1.503 (m, 4H, -CH2-CH2-), 1.319 (s, 9H, -C(CH3)3), 1.275 (m, 4H, -CH2-CH2-). Mass Spec.=531.73 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dimethoxyisoindoline, its application will become more common.

Reference:
Patent; President and Fellows of Harvard College; US2012/269724; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 114041-16-6, name is 5,6-Dimethoxyisoindoline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C10H13NO2

A solution of 5,6-dimethoxyisoindoline 10e (0.20 g, 1.13 mmol) in 1,2-dichloroethane (6 mL) is vigorously stirred with 37% aqueous formaldehyde (1.9 mL, 26 mmol) for 5 min. Sodium triacetoxyborohydride (0.72 g, 3.4 mmol) is added in 6 portions over 5 min. The resulting mixture is stirred at room temperature for 3 h. Saturated sodium bicarbonate and dichloromethane are added to the reaction mixture, and the layers are separated. The aqueous layer is extracted with additional dichloromethane (3*). The combined organic phases are washed with water and then brine, dried over Na2SO4 and concentrated under reduced pressure to give crude compound 10f (0.21 g, 100%) as a light-brown solid, m/z=194, [M+H]+

According to the analysis of related databases, 114041-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gladius Pharmaceuticals, Inc.; SUTTON, Larry D.; ZAMBONI, Robert; BUREAU, Patrick; HASSANPOUR, Avid; MAMANI LAPARRA, Laura; VIDAL, Marc; WOO, Simon; ZHOU, Nancy; KEENAN, Richard M.; (127 pag.)US2019/100534; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem