Tag: M.W=200-300

Related Products of 87-48-9,Some common heterocyclic compound, 87-48-9, name is 5-Bromoindoline-2,3-dione, molecular formula is C8H4BrNO2, 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: Step 1: To a 250 mL flask equipped with a silicone oil bubbler was added commercially available isatin (7.7 g, 50 mmol) and anhydrous DMF (80 mL). the mixture was cooled down to 0 oC. To this solution was added NaH (1.32 g, 55 mmol), followed by the addition of CH3I in 15 min. Upon completion of the reaction (monitored by TLC), the mixture was diluted with saturated NH4Cl solution and extracted with ethyl acetate. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated to yield the crude N-methylindoline-2, 3-dione, which was used directly in the next step. Step 2: The N-methylindoline-2, 3-dione (7.58 g, 47 mmol) was refluxed in NH2¡¤NH2-H2O ( 35 %) for 1h. Then the mixture was cooled to rt. The crude product was extracted with ethyl acetate. The combined organic layer was then dried over Na2SO4, purified by flash chromatography on silica gel (petroleum ether/ethyl acetate = 10:1). 1-Methylindolin-2-one was obtained as a pink solid.

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

Reference:
Article; Zhao, Jian-bo; Ren, Xinfeng; Zheng, Bu-quan; Ji, Jian; Qiu, Zi-bin; Li, Ya; Journal of Fluorine Chemistry; vol. 215; (2018); p. 44 – 51;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

201940-08-1, name is tert-Butyl 5-bromoisoindoline-2-carboxylate, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of tert-Butyl 5-bromoisoindoline-2-carboxylate

5-Bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (2.97 g, 10 mmol) was azeotropically dried by evaporation from toluene. Tris(dibenzylideneacetone)dipalladium (0) (228 mg, 0.25 mmol), 2-(di-tert-butylphosphino)biphenyl (149 mg, 0.50 mmol) and sodium tert-butoxide (1.34 g, 13.9 mmol) were added and the flask was purged with nitrogen. Toluene (25 mL) then N-methylpiperazine (1.33 mL, 12 mmol) were added and the mixture was heated to 80 C. for 2 hours. After allowing to cool to r.t. the mixture was diluted with ether, filtered through Celite and concentrated to give a residue that was purified by flash chromatography on silica (2M methanolic ammonia/dichloromethane, 1% to 3% gradient). This afforded the title compound as a brown solid (1.45 g, 46%). 1H NMR (MeOH-d4) 7.15 (1H, m), 6.94-6.88 (2H, m), 4.60-4.54 (4H, m), 3.20-3.17 (4H, m), 2.63-2.60 (4H, m), 2.34 (3H, s), 1.52 (9H, s). MS: [M+H]+ 318.

The synthetic route of 201940-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; US2010/152184; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 954-81-4, 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. 954-81-4, name is N-(5-Bromopentyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of N-(5-bromopentyl)phthalimide (5 g, 16.9 mmol) in ACN (50 mL) was added N-benzylmethylamine (2.04 g, 16.9 mmol), followed by DIPEA (2.93 mL, 16.9 mmol). The reaction mixture was stirred at 50 C. for 3 hours and then the solvent was removed in vacuo. The residue was dissolved in DCM (100 mL), washed with brine (100 mL), dried over magnesium sulfate, filtered and concentrated. The residue was dissolved in MeOH (100 mL) and hydrogenated to remove the benzyl group using palladium on activated carbon (1 g, 10 wt. % (dry basis)) as a catalyst under a hydrogen gas balloon at room temperature overnight. The mixture was filtered through Celite and the solvent was removed in vacuo to yield 4.2 g of the title intermediate as a solid.

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, N-(5-Bromopentyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Theravance, Inc.; US2005/203083; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 181140-34-1,Some common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, molecular formula is C11H9NO3, 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 22.6 g (111.21 mmol) of S – (+) – N- (2,3-ethoxypropyl) phthalimide (SM1)5.34 g (27.80 mmol) of 4- (4-aminophenyl) morpholin-3-one (SM2) was added to 250 ml of a three-necked flask, followed by addition of 110 ml of absolute ethanol and the reaction was refluxed for 24 h.With tap water to 50 ~ 55 C , filter, remove the insoluble matter, collecting the filtrate, continue to cool to 10 ~ 15 C crystallization, filtration, a yellow solid. The yellow solid was dissolved in 80 ml of absolute ethanol and cooled to 5 to 10 The filter cake was dried at 50 to 60 C for 5 hours under reduced pressure. The product was obtained in a yield of 60.0% and a purity of 96.2%.

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

Reference:
Patent; Chongqing Zhien Pharmaceutical Co., Ltd.; Deng Xianglin; Li Daming; Huang Chaoming; Huang Minghui; Feng Yongmei; Wang Fei; Liao Xingting; (29 pag.)CN106432218; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 5332-26-3, 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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The vacuum dried intermediate 3 (0.002 mol) was then reacted with mono- and di-substituted benzoic acids (0.003 mol) separately in presence of anhydrous potassium carbonate (0.003 mol) in DMF (10 mL). The reaction mixture was stirred at room temperature for about 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water and allowed stir for 10 min. The solid obtained was filtered and washed successively with distilled water and recrystallized from ethanol to obtain4(a-n).

The synthetic route of 2-(Bromomethyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, C.S. Chidan; Loh, Wan-Sin; Chandraju, Siddegowda; Win, Yip-Foo; Tan, Weng Kang; Quah, Ching Kheng; Fun, Hoong-Kun; PLoS ONE; vol. 10; 3; (2015);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 5332-26-3, 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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Bromomethylphtalimide (85 mg, 0.35 mmol), sodium iodide (53 mg, 0.56 mmol) and cesium carbonate (177 mg, 0.54 mmol) were added to a solution of DO3AtBu under argon atmosphere (172 mg, 0.33 mmol) in freshly distilled acetonitrile (5 mL). The suspension was heated to reflux for 24 h, before being filtered at room temperature. The yellow filtrate was evaporated under reduced pressure and 10 mL chloroform was added in order to precipitate residual inorganic impurities. Evaporation of the solvent and addition of 20 mL of ether led to precipitation of a yellow powder corresponding to the sodium adduct C35H55N5O8.NaI.H2O (191 mg, 67% yield). 1H NMR (CDCl3) d: 7.82-7.71 (m, 4H), 4.66 (s, 2H), 3.27-2,34 (broad signals overlapping, 22H), 1.48-1,40 (two signals overlapping, 27H); 13C NMR (CDCl3) d: 173.91, 173.30, 169.70, 134.58, 131.69, 123.59, 83.03, 82.73, 57.62, 56.48, 55.69, 53.55, 51.77, 51.15, 48.34, 28.06, 27.88. Anal. Calcd for C35H55N5O8.NaI.H2O: C, 49.94; H, 6.83; N, 8.32. Found: C, 50.13; H, 6.67; N, 8.49.

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

Reference:
Article; De La Reberdiere, Arnaud; Lachaud, Fabien; Chuburu, Francoise; Cadiou, Cyril; Lemercier, Gilles; Tetrahedron Letters; vol. 53; 45; (2012); p. 6115 – 6118,4;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 2058-72-2,Some common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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: A oven dried flask containing an appropriate dicarbonyl compound 15 (isatin or acenaphthoquinone or ninhydrin, 0.5 mmol), an appropriate alpha-amino acid 16 (sarcosine or l-proline, 0.6 mmol) and an appropriate dipolarophile 6 (0.5 or 1 mmol) in an appropriate dry solvent (3-4 mL) was heated to the temperature and time as shown in the respective Tables/Schemes. Then, the reaction mixture was cooled to rt and the solvent was evaporated in vacuo, which afforded a crude reaction mixture. Then, the crude mixture was subjected to the silica gel column chromatography purification (EtOAc/hexane), which gave the corresponding spiro-pyrrolidine/pyrrolizidines containing heteroaryl moieties 17/18/19 (see the corresponding Tables/Schemes for specific entries).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Article; Rajkumar, Vadla; Babu, Srinivasarao Arulananda; Padmavathi, Rayavarapu; Tetrahedron; vol. 72; 36; (2016); p. 5578 – 5594;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, 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 868066-91-5, Recommanded Product: 5-Bromo-2-methylisoindolin-1-one

General procedure: Bromo-2-methylisoindolin-1-one (520 mg, 2.30 mmol) and thiophene-2-boronic acid (442mg, 3.45 mmol) were dissolved in a mixure of toluene (12 mL) and EtOH (6 mL). A solution of 2 M Na2CO3 (3 mL) and Pd(dppf)C12 (94 mg, 0.12 mmol) were added and the entire mixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30 mmol) was added and reflux continued under N2 overnight. Upon cooling, themixture was diluted with water (100 mL) and extracted with CH2C12 (6×50 mL). The combined organic fractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure to give a crude solid which was purified by flash column chromatography on silica gel (EtOAc as eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent). ?H NMR [400 MHz, (CD3)2S0] 8 7.87 (s, 1 H), 7.77 (dd, J? 7.9, 1.6 Hz,1 H), 7.67 (dd, J 7.9, 0.3 Hz, 1 H), 7.61-7.66 (m, 2 H), 7.18 (dd, J 5.0, 1.4 Hz, 1 H),4.49 (s, 2 H), 3.08 (s, 3 H). LRMS (APCI) calcd for C13H,2NOS 230 (MH), found 230.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PETER MACCALLUM CANCER INSTITUTE; SPICER, Julie Ann; DENNY, William Alexander; MILLER, Christian Karl; O’CONNOR, Patrick David; HUTTUNEN, Kristiina; TRAPANI, Joseph A.; HILL, Geoff; ALEXANDER, Kylie; WO2014/28968; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. , HPLC of Formula: C8H4BrNO2, 87-48-9, Name is 5-Bromoindoline-2,3-dione, molecular formula is C8H4BrNO2, belongs to indolines-derivatives compound. In a document, author is Kumari, Sabita, introduce the new discover.

Design, Synthesis, and Evaluation of Anticancer Activity of Some New Spiro Indoline-2-one Derivatives

The indoline-2-one derivatives (SSSK 16-20) were designed by docking, in silico absorption, distribution, metabolism, and excretion (ADME) and predicted toxicity studies. These designed compounds were then synthesized by a three-component coupling reaction. These compounds were characterized by ‘H nuclear magnetic resonance (H-1 NMR), C-13 NMR, Fourier transform infrared, and mass spectral data. Then, all synthesized compounds were tested for anticancer activity on MDA-MB-231 and MCF-7 cell lines. The compounds having halogen at isatin ring displayed good binding scores. In silico, ADME and toxicity studies were also found significant for most of the compounds. Three compounds SSSK16, SSSK17, and SSSK19 showed significant anticancer potential against MCF-7 with GI(50) value of 0.44, 0.04, and 21.6 molar.

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 87-48-9. HPLC of Formula: C8H4BrNO2.

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 161596-47-0, Name is (S)-2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione, molecular formula is C11H9NO3. In an article, author is Yang, Wu-Lin,once mentioned of 161596-47-0, Name: (S)-2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione.

Highly Regio-, Diastereo-, and Enantioselective Assembly of Azepino[2,3-b]indoles via Palladium-Catalyzed [4+3] Cycloaddition

A Summary of main observation and conclusion A palladium-catalyzed asymmetric [4 + 3] cycloaddition of trimethylenemethanes and indoline-derived aza-dienes has been developed. The potential [3 + 2] side pathway was completely suppressed in the process. This protocol provides an efficient access to azepino[2,3-b]indoles bearing two vicinal stereocenters in generally excellent diastereo- and enantioselectivities (up to > 20 : 1 dr, 99% ee).

Interested yet? Keep reading other articles of 161596-47-0, you can contact me at any time and look forward to more communication. Name: (S)-2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione.