Category: 19727-83-4

Related Products of 19727-83-4, 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. 19727-83-4, name is 6-Nitroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step A-Preparation of 1-(6-nitroindolinyl)-2-piperidylethan-1-one 6-Nitroindoline (2.5 g) was dissolved in 200 mL of CH2Cl2, followed by DIEA (2.5 g).The mixture was cooled down to 0 C. in ice bath.chloroacetyl chloride (1.7 g) in 20 mL CH2Cl2 was added dropwise to the mixture over 10 min and the mixture was stirred at RT overnight.The mixture was extracted once with saturated NaHCO3 solution and once with brine, the resulting organic layer was dried over MgSO4, filtered and concentrated in vacuo.The crude material was purified by flash chromatography on silica gel with 3:2 hexane:EtOAc to afford a yellow oil (1.4 g) which was added to piperidine (5 mL), followed by NaI (100 mg).The mixture was heated at 70 C. overnight then concentrated in vacuo and extracted between EtOAc and saturated NaHCO3 solution, the organic layer was washed with brine, the resulting organic layer was dried over MgSO4, filtered and concentrated in vacuo.The crude material was purified by flash chromatography on silica gel with 9:1 EtOAc:MeOH to afford a yellow oil. MS: 290 (M+1). Calc’d. for C15H19N3O3-289.33.

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, 6-Nitroindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amgen Inc.; US2003/225106; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 19727-83-4, 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 19727-83-4 as follows.

General procedure: The suitable amine (1 equiv), pyridine (4 equiv) were dissolved in dichloromethane and 1,3,4-oxdiazole-sulfonyl chloride derivative (1.2 equiv) was added in drop wise at -2 oC to -7 oC. The organic reaction mixture was stirred at the room temperature for 2-4 h. After completion of the reaction, the reaction mixture was poured into ice water and was diluted with ethyl acetate, and washed with water, 2 M hydrochloric acid, 10% sodium bicarbonate, brine water and dried with sodium sulfate. It was concentrated under reduced pressure to afforded sulfonamide as product [32].

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kavitha, Selvaraj; Nasarullah, Zulfareen; Kannan, Kulanthai; Bulletin of the Chemical Society of Ethiopia; vol. 33; 2; (2019); p. 307 – 319;,
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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8N2O2

1. 1-Cyano-6-nitroindoline To a cooled (4 C.) and stirred solution of 6-nitroindoline (3.04 g) in a mixture of glacial acetic acid (22 ml), water (11 ml) and absolute ethanol (23 ml) was added solid cyanogen bromide (2.93 g) followed by 1N aqueous sodium hydroxide solution (25 ml) over 3 minutes. The mixture was then allowed to warm to room temperature, stirred for a further 21 hours and the solid formed was collected by filtration, washed with water and dried over phosphorous pentoxide to give the title compound (2.94 g) as a solid; deltaH (250 MHz, DMSO-d6) 7.90 (1H, dd, J=8.1 and 2.2 Hz), 7.55-7.50 (2H, m), 4.23 (2H, t, J=8.4 Hz), 3.30 (2H, t, J=8.4 Hz); m/z (CI) 189 (M-).

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck, Sharp & Dohme Ltd.; US5681833; (1997); A;,
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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2O2

To a solution of 6-nitroindoline (13) (590 mg, 3.6 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (860 mg, 4.3 mmol) in acetic acid (10.0 mL) was added sodium triacetoxyborohydride (1.14 g, 5.4 mmol) at 0C and the reaction mixture was stirred for 1 hr at this temperature and then heated to room temperature overnight. After the reaction completed, water was added to the the mixture and the mixture was extracted with CH2Cl2. The organic phase was washed with water and saturated NaHCO3, dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to afford the crude product, which was purified by column chromatography to give the tert-butyl 4-(6-nitroindolin-1-yl) piperidine-1-carboxylate (14) 0.92 g, yield: 73.6%. 1H NMR (400 MHz, DMSO-d6) delta 8.77 (s, 1H), 7.89 (d, J = 8.1 Hz, 1H), 7.47 (d, J = 8.1 Hz, 1H), 4.20 (t, J = 8.5 Hz, 2H), 3.29(m, 4H), 3.26 (t, J = 8.5 Hz, 2H), 2.93(m, 1H), 2.20(m, 3H), 1.67(m, 1H), 1.38(m, 9H). MS (ESI) m/z: 348 [M+H]+.

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Jinlong; Sun, Nannan; Yu, Mingcheng; Gu, Xianfeng; Xie, Qiong; Shao, Liming; Liu, Jin; Liu, Li; Wang, Yonghui; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 37 – 48;,
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. 19727-83-4, name is 6-Nitroindoline, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8N2O2

Step A-Preparation of 1-(1-methyl(4-piperidyl))-6-nitroindoline 6-Nitroindoline (5 g) was dissolved in 200 mL of dichloroethane, N-methyl-4-piperidone (5 g) was added to the mixture, followed by 12 g NaBH(OAc)3 and 1 mL of glacial AcOH. The mixture was stirred at RT overnight. Saturated NaHCO3 solution (200 mL) was added to the reaction mixture and stirred for 1 h. The resulting mixture was separated by separation funnel, the organic layer was extracted once with saturated NaHCO3 solution and once with brine. The resulting organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel with 2:1 EtOAc:MeOH to afford an orange oil. MS: 262 (M+1). Calc’d. for C14H19N3O2-261.32.

The synthetic route of 19727-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US6878714; (2005); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

The chemical industry reduces the impact on the environment during synthesis 19727-83-4, name is 6-Nitroindoline, I believe this compound will play a more active role in future production and life. 19727-83-4

Step A 1-Methyl-6-nitroindoline Potassium bis(trimethylsilyl)amide (67 ml of a 0.5M toluene solution) was added slowly to a stirred solution of 6-nitroindoline (5.0 g) in anhydrous tetrahydrofuran (200 ml) at -78 C. under a nitrogen atmosphere. Iodomethane (2.09 ml) was added then the reaction mixture was allowed to warm to room temperature then stirred overnight. Methanol (5 ml) was added then the solution was evaporated to dryness. The residue was dissolved in diethyl ether (300 ml), washed with water, saturated brine then dried (magnesium sulphate) and evaporated to dryness. The crude product was purified by column chromatography on silica using 10% ethyl acetate/petroleum ether (60-80)?30% ethyl acetate/petroleum ether (60-80) and the product crystallized from diethyl ether/petroleum ether (60-80) to afford 0.9 g.

The chemical industry reduces the impact on the environment during synthesis 19727-83-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck, Sharp & Dohme, Ltd.; US5696110; (1997); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

19727-83-4, A common compound: 19727-83-4, name is 6-Nitroindoline, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a solution of nitroindoline(0.54g, 3.29mmol) in THF (7mL) was added di-tert-butyl dicarbonate (0.72g, 3.29mmol) and DMAP (0.44g, 3.62mmol) . The resulting mixture was stirred overnight at rt. The reaction was then diluted with EtOAc and washed with IN HCl. The organic layer was neutralized with sat. NaHCO3, washed with sat. NaCl (2x), dried over Na2SO4, filtered, and concentrated in vacuo to yield tert-butyl 6-nitroindoline-l-carboxylate as a yellow solid. MS (ES+): m/z EPO 265 [M+l]. 1H NMR (d6-DMSO, 400MHz): delta 1.49 (s, 9H), 3.16 (t, J= 8.8 Hz, 2H), 3.98 (t, J= 8.8 Hz, 2H), 7.42 (d, J= 8.4 Hz, IH), 7.81 (dd, J= 8.4 Hz, 2.0 Hz, IH), 8.41 (s, IH).

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, 6-Nitroindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2006/34111; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem