Category: 32692-19-6

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 32692-19-6 as follows. Recommanded Product: 32692-19-6

Example 33: 4-(5-Nitroindolin-1 -yl)phenyl 2,3,4,6-tetra-O-acetyl-a-D-mannopyranosideTo a mixture of 4-iodophenyl 2,3,4,6-tetra-O-acetyl-a-D-mannopyranoside (18, 200 mg, 0.37 mmol), Cs2C03 (364 mg 1 .12 mmol) and 5-nitroindoline (91 .6 mg, 0.56 mmol) in a Schlenk tube under argon, x-Phos (9.1 mg, 0.019 mmol) and Pd2(dba)3 (3.85 mg, 0.0037 mmol), which had been pre-stirred for 15 min at 40C in dry toluene (3.5 mL), are added. The reaction mixture is degassed in an ultrasonic bath and stirred 140 h at 80C. The reaction mixture is diluted in EtOAc (50 mL) and washed with aqueous satd. NaHC03 solution (2 x 50-100 mL) and brine (50-100 mL). The aqueous layers are each extracted with EtOAc (2 x 50-100 mL) and the combined organic layers are dried over Na2S04, filtered and concentrated under reduced pressure. 20 (163 mg, 75%) is obtained as an orange solid after silica gel chromatography (5-40% gradient of EtOAc in petrol ether). [a]D20 +55 (c = 1 , CHCIs); 1H NMR (CDCI3): delta 2.02 (s, 3H, OAc), 2.04 (s, 6H, 20Ac), 2.18 (s, 3H, OAc), 2.20 (s, 3H, OAc), 3.19 (t, J = 8.6 Hz, 2H, CH2), 4.08 (m, 4H, CH2, H-6a, H- 5), 4.28 (dd, J = 5.2, 12.5 Hz, 1 H, H-6b), 5.38 (t, J = 10.1 Hz, 1 H, H-4), 5.44 (dd, J = 1.8, 3.5 Hz, 1 H, H-2), 5.50 (d, J = 1 .6 Hz, 1 H, H-1 ), 5.55 (dd, J = 3.5, 10.1 Hz, 1 H, H-3), 6.73 (d, J = 8.9 Hz, 1 H, C6H4, C6H3 ) 7.13 (m, 3H, C6H4, C6H3 ), 7.21 (m, 1 H, C6H4, C6H3), 7.95 (s, 1 H, C6H3, C6H4 ), 7.98 (dd, J = 2.3 Hz, 8.9 Hz, 1 H, C6H3, C6H4 ); 13C-NMR (CDCI3): delta 20.90, 20.92, 21 .09, 21 .65 (40Ac), 27.27 (CH2), 53.85 (CH2), 62.28 (C-6), 66.03 (C-4), 68.98 (C-3), 69.40 (C-2), 69.53 (C-5), 96.36 (C1 ), 105.52 (C6H4), 1 17.81 ,1 17.92 (C6H4, C6H3), 121 .32 (C6H3), 122.03 (C6H4), 126.27 (C6H3), 128.40 (C6H3), 137.21 (Car-N) , 169.90, 170.19, 170.23, 170.70 (C=0); ESI-MS calcd. for C28H31N20i2 [M+H]+: 587.19; found 587.29.

According to the analysis of related databases, 32692-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF BASEL; ERNST, Beat; HEROLD, Janno; WO2011/73112; (2011); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 32692-19-6, 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 32692-19-6 as follows.

To a solution of 5-nitroindoline (5.718 g) in DMF (60 mL) at 0C was sequentially added Nai l (1.348 g, 60% dispersion in mineral oil) and l-bromo-2-methoxyethane (5.368 g). The mixture was stirred at 0C for 2 h, and then was allowed to warm up to room temperature and stirred for another 3 h. At this point, TLC indicated the reaction to be complete. The reaction mixture was poured onto ice-water. The precipitate was collected, and re-dissolved in ethyl acetate. The organic layer was washed with water, brine and concentrated under reduced pressure to afford the desired product 1 (7.292 g, 94%, M+H+= 223.3) as a yellow solid.

According to the analysis of related databases, 32692-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACEA BIOSCIENCES INC.; XU, Xiao; WANG, Xiaobo; MAO, Long; ZHAO, Li; XI, Biao; WO2015/6754; (2015); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 32692-19-6,Some common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, molecular formula is C8H8N2O2, 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: We described the synthesis of the compound 1 (Table 2) to illustrate the general procedure for TFA accelerated Petasis three-component reaction. The descriptions of the preparations of all reported compounds are in the Supporting information section. To a magnetically stirred mixture of 5-nitroindoline (0.164 g, 1.0 mmol), 4-tolyboronic acid (0.135 g, 1.0 mmol), and glyoxylic acid monohydrate (0.092 g, 1.0 mmol) in CH2Cl2 (5 ml) was added TFA (20 mul). The mixture was stirred at room temperature for 4 h. After the completion of the reaction (TLC monitoring), half of the solvent was evaporated by means of a rotovap. The resulting solid was filtered through a sintered glass funnel. The collected solid was thoroughly washed with petroleum ether and a small amount of ice water (5 ml), and then dried in vacuo at room temperature for 24 h to afford 0.26 g (83.3 %) of 2-(5-nitroindolin-1-yl)-2-(p-tolyl) acetic acid as a light yellow solid.

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Jing; Yun, Fan; Xie, Rui; Cheng, Chunhui; Chen, Guangyao; Li, Jingxuan; Tang, Pingwah; Yuan, Qipeng; Tetrahedron Letters; vol. 57; 35; (2016); p. 3916 – 3919;,
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. 32692-19-6, name is 5-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 32692-19-6

5-Nitro-1-(2-(pyrrolidin-1-yl)ethyl)indoline (3) A solution of compound 2 (500 mg, 3.05 mmol) in DMF (10 mL) was treated with NaH (390 mg, 9.75 mmol, 60% wt in mineral oil) at 0 C. resulting in a bright orange suspension. The mixture stirred for 10 minutes, then 2-chloroethyl-pyrrolidine hydrochloride (566 mg, 3.33 mmol) was added and the reaction turned into a bright red suspension. The reaction was heated to 90 C. for 1 hour. After 1 hour, the reaction was allowed to cool to room temperature. Then it was diluted with water (20 mL), transferred to a separatory funnel and extracted with ethyl acetate (2*15 mL). The combined the organic layers were washed with brine (3*5 mL), dried (Na2SO4), filtered and concentrated. The residue was subjected to flash chromatography on silica gel using: 2.5% 2M NH3 in methanol: 97.5% CH2Cl2 to give a brown solid (400 mg, 50%). 1H-NMR (DMSO-d6) delta 7.96 (dd, J=2.4, 9.0 Hz, 1H), 7.80 (d, J=2.1 Hz, 1H), 6.47 (d, J=9.0 Hz, 1H), 3.73 (t, J=9.0 Hz, 2H), 3.41 (t, J=6.9 Hz, 2H), 3.04 (t, J=8.1 Hz, 2H), 2.62 (t, J=6.9 Hz, 2H), 2.58-2.48 (m, 4H), 1.70-1.64 (m, 4H).

According to the analysis of related databases, 32692-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MADDAFORD, Shawn; RAMNAUTH, Jailall; RAKHIT, Suman; PATMAN, Joanne; ANNEDI, Subhash C.; ANDREWS, John; DOVE, Peter; SILVERMAN, Sarah; Renton, Paul; US2008/234237; (2008); 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 32692-19-6 as follows. name: 5-Nitroindoline

EXAMPLE 10 Preparation of 1-benzyl-5-nitro-2,3-dihydro-1H-indole Under the presence of nitrogen, 5-nitroindolin (50 mg, 0.30 mmol) was dissolved in dimethylformamide (2 ml) at room temperature and benzyl bromide (0.04 ml. 0.34 mmol) and potassium carbonate (0.126 ml, 3.0 equivalent) were added and stirred at room temperature for 48 hours. After completing the reaction, water and ethyl acetate (respectively 5 ml) were added to separate layers, washed with brine, dried over anhydrous magnesium sulfate, and concentrated. Finally, the residue was purified through flash column chromatography (an eluent: ethyl acetate/n-hexane=1/4, v/v). As a result, the present compound (45 mg, productive yield 58%) was obtained. 1H-NMR (400 MHz, CDCl3) delta3.10 (t, J=9 Hz, 2H), 3.65 (t, J=9 Hz, 2H), 4.45 (s, 2H), 6.35 (d, J=9 Hz, 1H), 7.25-7.45 (m, 5H), 7.90 (s, 1H), 8.05-8.10 (m, 1H) melting point: 73~74 C.

According to the analysis of related databases, 32692-19-6, the application of this compound in the production field has become more and more popular.

Reference of 32692-19-6,Some common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, molecular formula is C8H8N2O2, 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: We described the synthesis of the compound 1 (Table 2) to illustrate the general procedure for TFA accelerated Petasis three-component reaction. The descriptions of the preparations of all reported compounds are in the Supporting information section. To a magnetically stirred mixture of 5-nitroindoline (0.164 g, 1.0 mmol), 4-tolyboronic acid (0.135 g, 1.0 mmol), and glyoxylic acid monohydrate (0.092 g, 1.0 mmol) in CH2Cl2 (5 ml) was added TFA (20 mul). The mixture was stirred at room temperature for 4 h. After the completion of the reaction (TLC monitoring), half of the solvent was evaporated by means of a rotovap. The resulting solid was filtered through a sintered glass funnel. The collected solid was thoroughly washed with petroleum ether and a small amount of ice water (5 ml), and then dried in vacuo at room temperature for 24 h to afford 0.26 g (83.3 %) of 2-(5-nitroindolin-1-yl)-2-(p-tolyl) acetic acid as a light yellow solid.

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 32692-19-6, These common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, 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.

7-Bromo-5-nitroindoline To a solution of 5-nitroindoline (from Aldrich, 2.0 g, 12.2 mmol) in 15 mL of AcOH was added Br2 (1.0 mL, 19.4 mmol) in a portion and the resulting solution was stirred for 1 h at 25 C. Reaction mixture was concentrated in vacuo, yielding a yellow solid (3.9 g, >95%) of the desired product as a HBr salt, which was subjected to the following reaction without further purification.

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.

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. 32692-19-6, name is 5-Nitroindoline, A new synthetic method of this compound is introduced below., Safety of 5-Nitroindoline

Example 23 (S)-3,5-Dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)- phenyl)-2-(2-(5-(methylsulfonamido)indolin-1 -yl)acetoxy)ethyl)pyridine1 -oxide (Compound 131 ) Scheme 23 Step 1 : Preparation of benzyl 2-(5-nitroindolin-1 -yl)acetate (127) To a solution of 5-nitroindoline (1 g, 6.09 mmol) in dry DMF (20 ml), K2C03 (1 .094 g, 7.92 mmol) and benzyl 2-bromoacetate (1 .242 ml, 7.92 mmol) were added and the resulting suspension was heated at 65C for 2 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate and the solvent was removed. The residue was purified by flash chromatography on silica gel column (DCM:petroleum ether = 60:40) affording benzyl 2-(5-nitroindolin-1 -yl)acetate (0.782 g, 2.504 mmol, 41 % yield). MS/ESI+ 312.9 [MH] +.

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 32692-19-6, 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. 32692-19-6, name is 5-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows.

A. Synthesis of tert-butyl 5-nitro-2,3-dihvdro-1H-indole-1-carboxylate. To a stirred solution of 5-nitroindoline (0.50 g, 3.0 mmol) and di-tert-butyl dicarbonate (0.97 g, 4.4 mmol) in anhydrous tetrahydrofuran (10 mL) was added 4- dimethylaminopyridine (0.054 g, 0.44 mmol) at ambient temperature. The reaction mixture was stirred at 60 0C for three hours. Water was added slowly to quench the reaction. The reaction mixture was poured into saturated sodium bicarbonate solution (100 mL). The mixture was extracted with ethyl acetate (3 x 30 mL). The combined organic layers was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give tert-butyl 5-nitro-2,3-dihydro-1H-indole-1 -carboxylate (0.77 g, 98%) as a brown solid: 1H NMR (300 MHz, CDCI3) delta 8.07 (dd, J = 9.0, 2.4 Hz, 1 H), 7.97 (d, J = 1.2 Hz, 1 H), 7.94-7.50 (br, 1 H), 4.06 (t, J = 8.8 Hz, 2H), 3.14 (t, J = 8.8 Hz, 2H), 1.55 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 5-Nitroindoline. I believe this compound will play a more active role in future production and life.

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. 32692-19-6, name is 5-Nitroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

General procedure: We described the synthesis of the compound 1 (Table 2) to illustrate the general procedure for TFA accelerated Petasis three-component reaction. The descriptions of the preparations of all reported compounds are in the Supporting information section. To a magnetically stirred mixture of 5-nitroindoline (0.164 g, 1.0 mmol), 4-tolyboronic acid (0.135 g, 1.0 mmol), and glyoxylic acid monohydrate (0.092 g, 1.0 mmol) in CH2Cl2 (5 ml) was added TFA (20 mul). The mixture was stirred at room temperature for 4 h. After the completion of the reaction (TLC monitoring), half of the solvent was evaporated by means of a rotovap. The resulting solid was filtered through a sintered glass funnel. The collected solid was thoroughly washed with petroleum ether and a small amount of ice water (5 ml), and then dried in vacuo at room temperature for 24 h to afford 0.26 g (83.3 %) of 2-(5-nitroindolin-1-yl)-2-(p-tolyl) acetic acid as a light yellow solid.

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.