Tag: M.W=200-300

Synthetic Route 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.

Chloroacetyl chloride (0.65 mL, 8.2 mmol) was added to a cooled (0 C) suspension of 6- bromooxindol (0.825 g, 3.9 mmol) and aluminium chloride (1.82 g, 13.6 mmol) in 1,2- dichloroethane (8 ML). The resulting mixture was stirred at 0 C for 20 min and at 50 C for 17 h. The mixture was cooled to room temperature and was then poured on ice. The formed solid was filtered off, washed with water, and dried in vacuo to give 1.10 g (99% yield) of the title compound : 1H NMR (DMSO-D6, 400 MHz) 8 7.69 (s, 1 H), 7.09 (s, 1 H), 4.97 (s, 2H), 3.52 (s, 2H).

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; ASTRAZENECA AB; WO2005/27823; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 99365-40-9, name is 6-Bromoindolin-2-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 99365-40-9, COA of Formula: C8H6BrNO

To a suspension of potassium tert-butylate (12.8 g) in dry THF (80 ml) was added portion wise at 0 C 6-bromoindolin-2-one (5.0 g,) followed by copper (I) bromide-dimethylsulfide complex (470 mg). Mel (6.82 g) was added drop wise within 45 min keeping the internal temperature below 8 C, the mixture was warmed to 22 C and stirring was continued for 16 h. hours. The mixture was quenched at 0 C with saturated aqueous ammonium chloride solution and diluted with TBME and water. The organic layer was dried, evaporated and the residue purified by flash chromatography (silica gel, EtOAc/ n-heptane, 1: 1) to give the title compound (5.17 g) as a brown solid (5.17 g, 91%). MS ESI (m/z): 240.4/ 242.4 [(M+H)+].

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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; STOLL, Theodor; WO2015/177110; (2015); A1;,
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Reference of 100510-64-3, The chemical industry reduces the impact on the environment during synthesis 100510-64-3, name is 3,3-Dimethyl-6-nitroindolin-2-one, I believe this compound will play a more active role in future production and life.

a) 6-Amino-3,3-dimethylindolin-2-one Palladium on activated carbon (10%, 129 mg, 121 muiotaetaomicron) was added to a solution of 3,3- dimethyl-6-nitroindolin-2-one (J.-P. Hoick et al., 1987, US4666923 Al; 500 mg, 2.42 mmol) in ethyl acetate (100 ml). The mixture was stirred at 70C under an hydrogen atmosphere (balloon) for 48 hours. The catalyst was filtered off, washed with ethyl acetate and the solvent was evaporated. The title compound was obtained as orange powder (427 mg). 1H NMR (DMSO-D6, 400 MHz): (ppm) = 10.75 (s, 1H), 7.92-7.89 (m, 1H), 7.62-7.58 (m, 2H), 1.30 (s, 6H).

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, 3,3-Dimethyl-6-nitroindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; MALBERG, Jessica; SHANKAR, Bavani G.; KOLCZEWSKI, Sabine; LIMBERG, Anja; PRINSSEN, Eric; RIEMER, Claus; STOLL, Theodor; WO2014/40969; (2014); A1;,
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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. 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride

General procedure: A solution of acyl chloride (1.2-5 mmol) in anhydrous benzene (5 mL) was added dropwise to a solution of diimine (1 mmol) and triethylamine (0.152-0.606 g, 1.5-6 mmol) in toluene (10 mL). The resulting mixture was stirred at 80 C under nitrogen for 4-16 h, which was determined by TLC monitoring. The reaction mixture was then diluted with CH2C12 (20 mL) and subsequently washed with saturated aqueous NaHCO3 solution (20 mL) and brine (2¡Á10 mL). After dried over anhydrous Na2SO4 and removal of solvent, the residue was purified via recrystallization with EtOAc or a mixture of EtOAc and hexanes or via flash column chromatography (silica gel, a mixture of hexanes and EtOAc as eluent) to afford the product.

The synthetic route of 6780-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zhixin; Chen, Ning; Xu, Jiaxi; Tetrahedron; vol. 67; 50; (2011); p. 9690 – 9699;,
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Related Products of 132898-96-5, 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. 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 4: 5-({(2S)-2-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]pyrrolidin-1-yl}sulfonyl)-1H-indole-2,3-dione At 0 C., to a stirred suspension containing 5-chlorosulfonylisatin (1.76 g, 7.15 mmol) (J. Med. Chem, 44, 2014, 2001) and 2-[(2S)-pyrrolidin-2-ylmethyl]-1H-isoindole-1,3(2H)-dione hydrochloride (2.10 g, 7.83 mmol) in CH2Cl2 (36 mL) was added dropwise diisopropylethylamine (3.74 mL, 21.4 mmol). After the addition was complete, the reaction was stirred for 16 hours. The reaction was quenched with H2O (100 mL) and extracted with CH2Cl2. The combined organic extracts were dried (MgSO4) and concentrated. The crude product was purified on Biotage KP-Sil eluding with 15% acetone/CH2Cl2 to give 2.81 g, (90%) of the title compound. 1H NMR (DMSO-d6) yielded spectra consistent with the assigned structure.

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, 2,3-Dioxoindoline-5-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth; US2007/65898; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 675109-26-9, name is 6-Bromoisoindolin-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 675109-26-9, Recommanded Product: 675109-26-9

A mixture of 6-bromoisoindolin-1-one (287 mg, 1.35 mmol), 1-methyl-5-(tributylstannyl)-1H-imidazole (500 mg, 1.35 mmol), Pd(dppf)Cl2 (33 mg, 0.041 mmol) and Cs2CO3 (1.32 g, 4.05 mmol) in dioxane (50 mL) and water (8 mL) was heated to 100 C. overnight. After cooling, the mixture was concentrated under vacuum and purified by column chromatography on silica gel ((1%-3% MeOH in DCM) to afford 9A (220 mg, 76% yield) as a brown solid: 1H NMR (400 MHz, DMSO-d6) delta 8.66 (s, 1H), 7.76-7.15 (m, 4H), 7.15 (s, 1H), 4.43 (s, 2H), 3.72 (s, 3H); ESI m/z 214.1 [M+1]+.

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; Seal Rock Therapeutics, Inc.; BROWN, Samuel David; US2018/291002; (2018); A1;,
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Related Products of 337536-15-9, A common heterocyclic compound, 337536-15-9, name is 4-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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.

To a solution of 4-bromoisoindolin-1-one (1.0 g, 4.72 mmol) and benzophenone hydrazone (2.78 g, 14.15 mmol) in 1,4-dioxane (25 mL) at room temperature under nitrogen, BINAP (587 mg, 0.94 mmol), palladium (II) acetate (212 mg, 0.94 mmol) and sodium t-butoxide (1.36 g, 11.15 mmol) were added and the mixture was heated at 100 C. for 16 h. The resultant mixture was cooled to room temperature, filtered, and the filtrate concentrated under reduced pressure to give the crude product, which was purified by flash chromatography (SiO2, heptane-ethyl acetate gradient). Pure fractions were combined and concentrated. The product was dried under reduced pressure to afford 4-(2-(diphenylmethylene)hydrazinyl)isoindolin-1-one, cpd 133a (1.544 g, 90.7% yield). MS m/z 328.0 (M+H)+

The synthetic route of 337536-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
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Electric Literature of 552330-86-6,Some common heterocyclic compound, 552330-86-6, name is 5-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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.

Bis(diphenylphosphino)ferrocene-palladium(II) dichloride (50 mg, 0.06 mmol) is mixed with potassium acetate (600 mg, 6.14 mmol) and bis(pinacolato)diboron (572 mg, 2.25 mmol) in a 5 mL microwave tube. The tube is purged 3 times with vacuum and nitrogen before adding a nitrogen degassed solution of 4-bromo-2,3-dihydro-isoindol-l-one (434 mg, 2.05 mmol) in 1,4-dioxane. Nitrogen is bubbled for 5 minutes through the mixture, and then the tube is sealed and heated to 85C for 16 hours. The reaction mixture is cooled to room temperature and filtered through a celite pad. The filtrate is evaporated to yield the title compound, which is used as such for the next step

The synthetic route of 552330-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS N.V.; WO2008/65199; (2008); A1;,
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Electric Literature of 70478-63-6,Some common heterocyclic compound, 70478-63-6, name is 4-Bromoisoindoline-1,3-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.

Example 32B tert-butyl (1S)-2-{[5-(1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl)pyridin-3-yl]oxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate A solution of Example 32A (0.2 g, 0.31 mmol) and 6-bromophthalimide (0.084 g, 0.4 mmol) in DMF (2 mL) was treated with Pd2 dba3 (0.04 g, 0.02 mmol), tri-o-tolylphosphine (0.02 g, 0.01 mmol), and triethylamine (0.06 mL, 0.4 mmol). The reaction was heated to 75¡ã C. for 6 hours in a sealed tube and concentrated. The residue was purified by flash column chromatography on silica gel with 1:1 hexanes/ethyl acetate to provide the desired product (0.116 g, 55percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromoisoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/199511; (2003); A1;,
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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. 959235-95-1, name is 6-(Trifluoromethoxy)indoline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H8F3NO

A mixture of 6-(trifluoromethoxy)indoline [CAS 959235-95-1] (2 g, 9.84 mmol), 2- (4-fluoro-2-methoxyphenyl)acetic acid [CAS 886498-61 -9] (2.17 g, 10.8 mmol), HATU (5.62 g, 14.8 mmol) and diisopropylethylamine (4.9 mL, 29.5 mmol) in DMF (20 mL) was stirred at room temperature for 3 h. Water and ice were added and the precipitate was filtered off and dried to give 2-(4-fluoro-2-methoxyphenyl)-1 -(6- (trifluoromethoxy)indolin-1 -yl)ethanone 6a (3.44 g).

According to the analysis of related databases, 959235-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BONFANTI, Jean-Francois; KESTELEYN, Bart, Rudolf, Romanie; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; COESEMANS, Erwin; DE BOECK, Benoit, Christian, Albert, Ghislain; RABOISSON, Pierre, Jean-Marie, Bernard; (79 pag.)WO2018/215316; (2018); A1;,
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