Category: 32372-82-0

32372-82-0,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

1-Ethyl-3-(3- dimethylaminopropyl)carbodiimide (2 eq.) was added to a stirred solution of 7 (1 eq.), isoindoline hydrochloride (1.5 eq.), 1-hydroxybenzotriazole (2 eq.) N,N- diisopropylethylamine (2 eq.) in dichloromethane (150 mL) at 0 C. The resulting solution was stirred at room temperature for 14 h before quenching with saturated sodium bicarbonate solution (120 mL). The organic layer was washed with 1 M hydrochloric acid solution (120 mL) and saturated sodium chloride solution (120 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (Si02, 1 :4 hexanes/ethyl acetate) to afford 8 (82%) as a white amorphous solid. 1H- NMR (400 MHz, CDC13) delta 7.97 (m, 1H), 7.43 (m, 2H), 7.37 (m, 2H), 6.07 (s, 2H), 6.00 (s, 2H), 4.52 (s, 2H), 4.41 (s, 2H), 3.35 (s, 3H), 3.27 (s, 3H), 3.05 (m, 1H), 1.14 (d, J=7.52, 6H).13C- NMR (100 MHz, CDC13) delta 169.5,157.5, 156.6, 140.0 (2), 130.6, 128.5 (2), 126.2 (2), 126.0, 111.2, 99.9, 95.2, 94.5, 56.1, 55.6 (2), 26.9, 23.6 (2).

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; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 32372-82-0, 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. 32372-82-0, name is Isoindoline hydrochloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1-Ethyl-3-(3- dimethylaminopropyl)carbodiimide (5.20 g, 27.64 mmol, 2 eq.) was added to a stirred solution of 83 (3.0 g, 13.82 mmol, 1 eq.), isoindoline hydrochloride (3.22 g, 20.73 mmol, 1.5 eq.), 1- hydroxybenzotriazole (3.73 g, 27.64 mmol, 2 eq.) N,N-diisopropylethylamine (4.81 mL, 27.64 mmol, 2 eq.) in dichloromethane (150 mL) at 0 C. The resulting solution was stirred at rt for 14 h before quenching with saturated sodium bicarbonate solution (120 mL). The organic layer was washed with 1 M hydrochloric acid solution (120 mL) and saturated sodium chloride solution (120 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (Si02, 1 :4 hexanes/ethyl acetate) to afford 84 (3.24 g,77.9 %) as a white amorphous solid. 1H NMR (400 MHz, CDC13) delta 10.92 (s, 1H), 7.73 (d, J= 2.2 Hz, 1H), 7.48 (dd, J= 8.8, 2.4 Hz, 1H), 7.34 (s, 4H), 6.94 (d, J= 8.8 Hz, 1H), 5.10 (s, 4H).13C NMR (100MHz, CDCI3) delta 169.4, 159.4, 136.1 (2), 134.8, 130.5, 128.2 (2), 122.8 (2), 120.2, 118.7 110.2, 55.8, 53.3. HRMS (ESI+) m/z [M + H+] calcd for C15H13BrN02, 318.0130, found 318.0119.

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, Isoindoline hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 32372-82-0, name is Isoindoline hydrochloride, 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 32372-82-0, Recommanded Product: 32372-82-0

The isoindoline hydrochloride (31.1mg, 0.2mmol),Manganese chloride tetrahydrate (5.9 mg, 0.03 mmol),And a stirrer in the reaction tube,After replacing inert gas,Add 1 ml DMF,Seal the reaction tube.Place the reaction tube in a 150C oil bath reaction pot.Stir the reaction for 10 hours;After cooling to room temperature,Diluted with 15mL water,And extracted three times with ethyl acetate,15mL each time;Combine the extracts,Dry with anhydrous sodium sulfate.After filtration, the filtrate was concentrated under reduced pressure.With ethyl acetate:The crude product was subjected to column chromatography with petroleum ether=1:3 (containing 1% triethylamine) as eluent to obtain a pure product.Black oil, yield 81%.

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

Reference:
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107986927; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 32372-82-0, These common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, 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.

l-Ethyl-3-(3- dimethylaminopropyl)carbodiimide (2 eq.) was added to a stirred solution of 30 (1 eq.), isoindoline hydrochloride (1.5 eq.), 1- hydroxybenzotriazole (2 eq.) N,N-diisopropylethylamine (2 eq.) in dichloromethane (150 mL) at 0 C. The resulting solution was stirred at room temperature for 14 h before quenching with saturated sodium bicarbonate solution (120 mL). The organic layer was washed with 1 M hydrochloric acid solution (120 mL) and saturated sodium chloride solution (120 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (Si02, 1 :4 hexanes/ethyl acetate) to afford 31 (82%) as a white amorphous solid. 1H- NMR (500 MHz, CDC13) delta 8.06 (s, 1H), 7.43 (m, 2H), 7.37 (m, 2H), 5.32 (s, 1H), 5.01 (t, 1H), 4.46 (s, 4H), 3.87 (s, 3H), 3.11 (m, 2H), 2.06 (m, 2H).13C-NMR (125 MHz, CDC13) delta 169.5, 156.6, 143.9, 140.0 (2), 132.8, 129.1, 126.2 (2), 126.2 (2), 115.3, 61.9, 56.1 (2), 35.2, 19.7.

Statistics shows that Isoindoline hydrochloride is playing an increasingly important role. we look forward to future research findings about 32372-82-0.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 32372-82-0 as follows. Application In Synthesis of Isoindoline hydrochloride

l-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.25g, 6.54 mmol, 2.0 eq.) was added to a stirred solution of S6 (1.0 g, 3.27 mmol, 1 eq.), isoindoline hydrochloride (663 mg, 4.26 mmol, 1.3 eq.), 1-hydroxybenzotriazole (1.0 g, 6.54 mmol, 2 eq.) N-,N- diisopropylethylamine (1.72 mL, 9.81 mmol, 3.0 eq.) in dichloromethane (33 mL) at 0 C. The resulting solution was stirred at rt for 14 h before quenching with saturated sodium bicarbonate solution (30 mL). The organic layer was washed with 1 M hydrochloric acid solution (30 mL) and saturated sodium chloride solution (30 mL), dried over sodium sulfate, filtered and concentrated. The residue residue was purified by flash chromatography (Si02, 1 :3hexanes/ethylacetate) to afford S7 (1.22 g, 91.8%) as a colorless oil. 1H MR (400 MHz, CDC13) delta 7.50 (s, 1H), 7.37 – 7.26 (m, 3H), 7.19 – 7.12 (m, 2H), 4.99 (s, 2H), 4.82 (s, 2H), 4.68 (s, 2H), 4.62 (s, 2H), 3.88 (s, 3H), 3.48 (s, 3H). HRMS (ESI+) m/z [M + H+] calcd forC11H14BrO5, 452.1072, found 452.1066.

According to the analysis of related databases, 32372-82-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 32372-82-0, name is Isoindoline hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: Isoindoline hydrochloride

To concentrated sulphuric acid (3 mL) at -10C was added isoindoline hydrochloride (1.569 g). The mixture was stirred at -10C for 15 min. Fuming nitric acid (3 mL) was added drop-wise. The resulting mixture was stirred for 35 min at room temperature and then heated up and stirred at 50 C for 35 min. After cooling to room temperature, the mixture was diluted with ethyl acetate (5 mL) and poured onto ice-water. The resulting precipitate was collected, washed with small amount of ethyl acetate and dried to afford 5-nitroisoindoline hydrosulfate 1 (1.644 g, 62.7%).

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.

Synthetic Route of 32372-82-0,Some common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, molecular formula is C8H10ClN, 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 mixture of N1,N1-dimethyl-1-(thiophen-3-yl)ethane-1,2-diamine (150 mg, 0.88 mmol) and N,N-diisopropylethylamine (180 muL, 1.05 mmol) in CH2Cl2 (10 mL) was purged with argon and cooled to 0 C. A solution of 4-nitrophenylchloroformate (213 mg, 1.05 mmol) in CH2Cl2 (5 mL) was added and resulting solution was stirred at 0 C for 1 h. After this time, isoindoline hydrochloride (137 mg, 0.88 mmol) was added followed by N,N- diisopropylethylamine (300 muL, 1.77 mmol), and the resulting mixture was stirred for 16 h at room temperature. A saturated NaHCO3 solution (10 mL) was added and the resulting suspension was extracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were washed with water (30 mL) and then dried over solid anhydrous MgSO4. After filtration, the volatiles were removed, and the residue was was purified by flash chromatography using eluent from CH2Cl2 to CH2Cl2/MeOH (10:1) to give N-(2-(dimethylamino)-2-(thiophen-3- yl)ethyl) isoindoline-2-carboxamide (1) as an oil (170 mg, 61% yield). 300 MHz 1H-NMR (CDCl3, ppm): 7.31 (dd, J=5.0, 3.0 Hz, 1H) 7.28-7.23 (m, 4H) 7.10 (dd, J=3.0, 1.3 Hz, 1H) 7.01 (dd, J=5.0, 1.3 Hz, 1H) 5.01-4.89 (m, 1H) 4.73-4.56 (m, 4H) 3.74-3.63 (m, 2H) 3.61- 3.49 (m, 1H) 2.21 (s, 6H). ESI-MS (m/z): 316 [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 Isoindoline hydrochloride, its application will become more common.

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. 32372-82-0, name is Isoindoline hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H10ClN

To a solution of isoindoline hydrochloride (1.1, 5.0 g, 32.2 mmol) in DCM (30 ml) was added TFAA (8.1 g, 38.78 mmol) at 0 C. The mixture was allowed to stir at room temperature for 1 h. TLC showed the reaction was complete. The volatiles were evaporated and the residue was partitioned between EtOAc and water. The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude 2,2,2- trifluoro-1-(isoindolin-2-yl)ethanone (1.2), which was used in next step without further purification. LCMS: 216.2 [M+1]+.

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 32372-82-0.

Reference of 32372-82-0, These common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, 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 stirred suspension of 4- (3-piperidin-1-ylpropoxy) benzoic acid hydrochloride (D2 (Method B); 25g) in DCM (250ML) at rt was treated with oxalyl chloride (10. 92MOL) and 10% DMF in DCM (1 drop). After 2h the solution was evaporated and then re- evaporated from DCM (100ML) and toluene (100ML). The acid chloride was redissolved in DCM (400MOI) and treated with isoindoline hydrochloride (12.8g). The stirred mixture was cooled in ice and triethylamine (46. 4ml) was added over 20min. The mixture was allowed to gain rt and stirred for 1 h. The solution was washed with saturated sodium hydrogen carbonate solution (2#200ML), water (2#200ML), brine (200MI), dried (MGS04) and evaporated. The residue was chromatographed on a silica gel flash column [step gradient 5-9% MEOH (containing 10%. 880 ammonia solution) in DCM]. Fractions containing the required product were evaporated and then re-evaporated from EtOH to give a solid (27.5g) which was redissolved in DCM (300ML), treated with 4M HCI in dioxan (28. 3ML) and then evaporated. The resulting solid was crystallised from EtOH/ diethyl ether to give 2 crops (28.5g). This material was recrystallised from MEOH/ diethyl ether to give the title compound (E2) (26.4g).

Statistics shows that Isoindoline hydrochloride is playing an increasingly important role. we look forward to future research findings about 32372-82-0.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/37788; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 32372-82-0 as follows. category: indolines-derivatives

Isoindoline hydrochloride (31.1 mg, 0.2 mmol), graphene oxide (8 mg),And a stirrer is placed in the reaction tube, after replacing the inert gas,Add 1 ml of DMF and seal the reaction tube. Place the reaction tube at 150CIn the oil bath, stir the reaction for 18 hours; after cooling to room temperature,The catalyst was removed by filtration and the filtrate was diluted with 15 mL of water.And extracted with ethyl acetate 3 times, each time 15mL; combined extract,Dry with anhydrous sodium sulfate and filter. The filtrate is concentrated under reduced pressure.The crude product was purified by column chromatography with ethyl acetate:petroleum ether=1:3 (containing 1% triethylamine) as eluent. Black oil, 42% yield

According to the analysis of related databases, 32372-82-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xiangtan University; Gong Xing; Xie Guilin; Cai Changqun; Zhang Jingyu; (19 pag.)CN107827816; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem