Month: March 2021

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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Product Details of 3783-77-5

Using general procedure B, the piperidine (62.3 mg, 0.19 mmol) and 2-(3-oxo-butyl)- isoindole-l,3-dione (108 mg, 0.50 mmol) gave the desired tertiary amine as a white foam (47.5 mg, 0.090 mmol, 47%).; General procedure B: Reductive Animation with NaCNBH3[0096] To a stirred solution of the amine (1 equivalent) in MeOH (concentration -0.1M) at room temperature were added the carbonyl compound (1-3 equivalents), glacial AcOH (0-1 equivalents) and sodium cyanoborohydride (NaCNBH3) (~1.5-3 equivalents) and the resultant solution was heated to reflux, hi a standard workup, the reaction mixture was concentrated under reduced pressure and diluted with saturated aqueous NaHCO3. The aqueous was extracted with CH2Cl2 and the combined organic extracts were dried (Na2SO4 or mgSO4), filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography on silica gel or by recrystallization.

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; ANORMED INC.; WO2006/138350; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 118289-55-7, A common heterocyclic compound, 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, molecular formula is C10H9Cl2NO, 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 37 5-(2-(4-(benzo[b]thiophen-4-yl)piperidin-1-yl)ethyl)-6-chloroindolin-2-one The product of Reference Example 31 (120 mg, 0.553 mmol), 6-chloro-5-(2-chloroethyl)indolin-2-one (150 mg, 0.663 mmol), potassium carbonate (230 mg, 1.66 mmol), potassium iodide (90 mg, 0.553 mmol) and water (5 ml) were added to the flask. The mixture was stirred at 105 C. for 12 hours, cooled, filtered. The filter cake was slurried in acetonitrile and filtered to give the product (155 mg, yield: 58%). 1H-NMR (400 Hz, DMSO-d6): delta ppm 10.43 (s, 1H), 7.84 (d, 1H), 7.76 (d, 1H), 7.62 (d, 1H), 7.33 (t, 1H), 7.26 (d, 1H), 7.23 (s, 1H), 6.81 (s, 1H), 3.47 (s, 2H), 3.08 (d, 3H), 2.84 (t, 2H), 2.51 (m, 2H), 2.23 (t, 2H), 1.79 (m, 4H). ESI-MS (m/z): 411.3 [M+H]+.

The synthetic route of 118289-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; SUZHOU VIGONVITA LIFE SCIENCES CO., LTD.; TOPHARMAN SHANDONG CO., LTD.; JIANG, Hualiang; WANG, Zhen; LI, Jianfeng; ZHANG, Rongxia; HE, Yang; LIU, Yongjian; BI, Minghao; LIU, Zheng; TIAN, Guanghui; CHEN, Weiming; YANG, Feipu; WU, Chunhui; WANG, Yu; JIANG, Xiangrui; YIN, Jingjing; WANG, Guan; SHEN, Jingshan; (70 pag.)US2017/158680; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 100510-64-3, name is 3,3-Dimethyl-6-nitroindolin-2-one, 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. Recommanded Product: 3,3-Dimethyl-6-nitroindolin-2-one

(e) 6-Amino-3,3-dimethylindolin-2-one A suspension of 146 g. (0.71 mol) 6-nitro-3,3-dimethylindolin-2-one in 3.5 liters methanol and 300 ml. glacial acetic acid are hydrogenated in the presence of 16 g. of 10% Pd/C at 40 C., while being well stirred. The clear solution obtained is filtered off with suction from the catalyst and the filtrate is evaporated. Yield: 125 g. (100% of theory); m.p. 185-190 C. The following compound is obtained in a manner analogous to that described in (e):

The synthetic route of 3,3-Dimethyl-6-nitroindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Mannheim GmbH; US4666923; (1987); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 5332-26-3, These common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, 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.

Weigh Intermediate LNa-3 (0.1g, 0.4984mmol) in 50mL round-bottom flask was added dimethyl formamide (15mL) was dissolved with stirring at room temperature, was added sodium bicarbonate (0.0460g, 0.5482mmol) was stirred heated to 40 after 1.5h, then slowly added dropwise bromomethyl-N- phthalimide (0.2393g, 0.9968mmol) in dimethyl formamide dropwise completed (2h), TLC monitoring, the reaction is complete, the reaction is stopped, most of the solvent was distilled off, ethyl acetate (6mL) reconstituted added washed three times (3 ¡Á 5mL), saturated brine (5mL) wash, dried over anhydrous sodium sulfate, filtered, and the filtrate evaporated to dryness to give the crude product, and then with the volume fraction of 95% ethanol recrystallization, in pure LN-S-5.In various intermediate and LN-3-bromomethyl-N- phthalimide were prepared by the above process the compound LN-S-5 ~ target product LN-S-8, the results are as follows:

The synthetic route of 5332-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong University; Liu, Xinyong; Liu, Na; Zhan, Peng; Jia, Haiyong; (24 pag.)CN106008506; (2016); 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. 16800-68-3, name is 1-Acetylindolin-3-one, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

The N- acetyl-3-indolyl-one 1.75g (10mmol), N- benzyl-indole 2.07g (10mmol) and ferric chloride 1.62 g (10mmol) was dissolved in ethylene glycol and heated to 140 Celsius, 10 hours after the reaction, and extracted with methylene chloride, the organic layers combined, dried over anhydrous sodium sulfate, methylene chloride / methanol to give a white solid product N- acetyl -3- (indol-3-benzyl-N- ) – indole 3.1g, yield 85%

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sun Yat-sen University; Weng, Jiang; Lu, Gui; Guo, Jing; (7 pag.)CN105669516; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 169037-23-4,Some common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, molecular formula is C9H4F3NO3, 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-TRIFLUOROMETHOXY-1H-INDOLE-2, 3-dione (3.48g, 15.0 MMOL) was dissolved in 2N aqueous sodium hydroxide (90MI) and cooled to 17 C before adding 30% aqueous hydrogen peroxide solution (2. 75ml, 27 MMOL) dropwise over 20 minutes. The mixture was stirred at room temperature for 1 hour before adding concentrated hydrochloric acid (7ml). The resulting brown precipitate was filtered off and DRIED IN VACUO at 50 C for 66 hours to give the title compound (1.83g) as a brown solid. APCI MS M/Z 220 [M-H] + 1H NMR (400MHZ, DMSO): 8 6.80 (d, 1H) 7.24 (dd, 1H), 7.53 (d, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Trifluoromethoxy)indoline-2,3-dione, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/74291; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 104618-31-7, 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. 104618-31-7, name is 2-(4-Hydroxycyclohexyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-phthalimido cyclohexanol (7.1 g, 0.029 mole) in dichloromethane (250 ml) was treated with pyridinium chlorochromate (8.6 g, 0.04 mole) and the resulting dark mixture was stirred at room temperature overnight. Diethyl ether (50 ml) was added and the mixture filtered through keiselguhr. The filtrate was concentrated in vacuo and the residue purified by column chromatography (SiO2; CHCl3 /EtOAc) to give 4-phthalimido cyclohexanone as a white solid (6.4 g).

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, 2-(4-Hydroxycyclohexyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Smithkline Beecham plc; US5827871; (1998); A;; ; Patent; SmithKline Beecham P.L.C.; US5464864; (1995); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 99365-40-9, 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. 99365-40-9, name is 6-Bromoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6-bromo-2-oxindole (1 equiv) in NMP (0.05 M) were added bispinacolato diboron (2.4 equiv), potassium acetate (1.5 equiv), dppf (0.05 equiv) and PdCl2(dppf) (0.05 equiv). The reaction mixture was stirred at 130C for 3 hours and then concentrated in vacuo. The residue was partitioned between water and ethyl acetate. The organic phase was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The crude residue was purified by flash column chromatography on silica gel eluting with EtOAc/hexane (9 / 1), yielding the desired product as a red solid. 6-(4,4,5,5-Tetramethyl-[l,3,2]dioxaborolan-2-yl)-l,3-dihydro-indol-2-one: (22 % yield, 51 % purity main impurity being the boronic acid 28 %) m/z (LC-MS, ESP): 260 [M+H]+ R/T = 3.51 min

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-Bromoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/23161; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 99365-40-9, name is 6-Bromoindolin-2-one, 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. HPLC of Formula: C8H6BrNO

bl .l) 2-Oxoindoline-6-carbonitrile A mixture of palladium-tetrakis(triphenylphosphine) (10.90 g, 9.43 mmol), 6- bromoindolin-2-one (10 g, 47.2 mmol) and dicyanozinc (7.75 g, 66.0 mmol) in DMF (80 mL) was heated to 80 C for 16 h. The reaction mixture was cooled to rt and water was added. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography (silica gel column and elution with 5% MeOH/CfLC^) to give 2-oxoindoline-6-carbonitrile (5.97 g, 37.7 mmol, 80 % yield) as a brown solid. RT=1.15 min (3 min).

The synthetic route of 6-Bromoindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; GENESTE, Herve; HORNBERGER, Wilfried; JANTOS, Katja; KLING, Andreas; VAN GAALEN, Marcel; (122 pag.)WO2015/173393; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 350797-56-7, 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. 350797-56-7, name is 3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate, This compound has unique chemical properties. The synthetic route is as follows.

To the solution of 394g of 3-(7-cyano-5-(2-nitropropyl)indolin-l-yl)propyl benzoate in 2000ml of methanol and 800ml of ethyl acetate was added 39.4g of palladium hydroxide in an autoclave. Heated the reaction mass under hydrogen pressure of lOkg/cm3 at 50-55C till completion of reaction. Filtered the catalyst and concentrated the filtrate to get 346g of desired amino compound.

The chemical industry reduces the impact on the environment during synthesis 3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MANKIND RESEARCH CENTRE; SINGH, Gurpreet; GANGWAR, Kuldeep Singh; BHASHKAR, Bhuwan; KUMAR, Anil; WO2014/167507; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem