Tag: M.W=200-300

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. 675109-26-9, name is 6-Bromoisoindolin-1-one, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Bromoisoindolin-1-one

To a mixture of 6-bromo-2,3-dihydro-isoindol-1-one (10.0 g), DMAP (11.5 g) and THE (100 mL), (Boc)20 (15.4 g) was added and the mixture was stirred at room temperature for 12 hours. The resulting yellow mixture was partitioned between water and ethyl acetate, and the phases were separated. The organic phase was washed with brine anddried over Na2504. After filtration and evaporation of the solvent, the resulting residue was purified by column chromatography (silica gel, PE/EA = 15:1)to provide the subtitle compound. MS ESl: mlz = 256 [Mi-H-tBu].

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; SANOFI; SCHWINK, Lothar; BUNING, Christian; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; HALLAND, Nis; LOHMANN, Matthias; POeVERLEIN, Christoph; RITTER, Kurt; WO2015/150565; (2015); 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. 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. Recommanded Product: 2-(Bromomethyl)isoindoline-1,3-dione

Example 14: 6-((R)-5-{2-[((R5)-8-methoxy-l,2-dihydro-3-oxa-5,9-diaza- cyclopenta[fl]naphthalen-l-ylmethyl)-amino]-ethyl}-2-oxo-oxazolidin-3-yl)- 4H-benzo [ 1 ,4] thiazin-3-one:; 14.L rac-3-( 1 ,3-dioxo- 1 ,3-dihydro-isoindol-2-yl)-2-(3-fluoro-6-methoxy- [ 1 ,5] naphthyridin-4-yl)-propionic acid ethyl ester:; A solution of (3-fluoro-6-methoxy-[l,5]naphthyridin-4-yl)-acetic acid ethyl ester (6.78 g; prepared in analogy to the corresponding methyl ester described in WO 2007/122258) in TEtaF (30 niL) was added dropwise at -78C to a solution of LiEtaMDS (31 mL; IM in TEtaF) diluted in TEtaF (2O mL). After stirring for I h at -78C a solution of Lambda/-(bromomethyl)phthalimide (7.40 g) in TEtaF (30 mL) was added dropwise and the mixture was stirred for an additional 1 h at -78C and then overnight at rt. The yellow solution was quenched with N HCl (280 mL) and extracted with DCM. The combined org. layers were washed with H2O, dried over MgSO4, concentrated and purified by CC (Hept/EA 1 : 1), affording a light yellow foam (5.49 g; 51% yield). MS (ESI, m/z): 424.2 [M+H+].

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

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HUBSCHWERLEN, Christian; RUEEDI, Georg; SURIVET, Jean-Philippe; ZUMBRUNN ACKLIN, Cornelia; WO2010/15985; (2010); A1;,
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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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, A new synthetic method of this compound is introduced below., name: 5-(Trifluoromethoxy)indoline-2,3-dione

General procedure: The mixture of isatin 1 (58.9 mg, 0.4 mmol), antipyrine 2 (37.6 mg, 0.2 mmol) andimidazole (20 mol %, 0.04 mmol) in 1 mL H2O were stirred at 80 . Once thereaction completed, the solid mixture was filtered, washed by water and dried undervacuum to afford the analytically pure products 3. In some cases, the desired pureproducts were obtained by silica gel chromatography using ethyl acetate as eluent.

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:
Article; Zhang, Yong; Nie, Long-Jun; Luo, Liang; Mao, Jia-Xin; Liu, Jin-Xiang; Xu, Guo-Hai; Chen, Deliang; Luo, Hai-Qing; Tetrahedron; vol. 76; 7; (2020);,
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Electric Literature of 6326-79-0, These common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, 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.

Step 2 Compound 1251 B (1.219g, 5.32 mmol) was dissolved in CCI4 (30 mL). NBS (947 mg, 5.32 mmol) and benzoyl peroxide (66 mg, 0.27 mmol) was added. The solution was stirred at 850C for 2 hours. After cooling down, the solid was filtered and the organic layer was washed with water (10 mL). The organic layer was dried over Na2SO4, concentrated by rotary evaporator, dried under vacuum. The residue was then dissolved in NH3-MeOH (7N, 10 mL) and transferred into a 75 mL pressure bottle. The solution was stirred at 90 0C for over night. The product was purified by C18 chromatography (CH3CN/water: 5% to 90%, with addition of 0.1% HCO2H) to give compound 1251C (800mg, 71%).

Statistics shows that 6-Bromoisatin is playing an increasingly important role. we look forward to future research findings about 6326-79-0.

Reference:
Patent; SCHERING CORPORATION; WO2007/84451; (2007); A1;,
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Related Products of 6326-79-0, These common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, 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.

The conversion of the substituted isatins to the corresponding indazole-3-carboxylic acids is essentially the same method as described for indazole-3-carboxylic acid: Snyder, H. R., et. al. J. Am. Chem. Soc. 1952, 74, 2009. The substituted isatin (22.1 mmol) was diluted with 1 N sodium hydroxide (24 mL) and was heated at 50 C. for 30 min. The burgundy solution was allowed to cool to rt and was maintained for 1 h. The reaction mixture was cooled to 0 C. and was treated with a 0 C. solution of sodium nitrite (22.0 mmol) in water (5.5 mL). This solution was added through a pipet submerged below the surface of a vigorously stirred solution of sulfuric acid (2.3 mL) in water (45 mL) at 0 C. The addition took 15 min and the reaction was maintained for an additional 30 min. A cold (0 C.) solution of tin (II) chloride dihydrate (52.7 mmol) in concentrated hydrochloric acid (20 mL) was added to the reaction mixture over 10 min and the reaction mixture was maintained for 60 min. The precipitated solids were isolated by filtration, washed with water, and dried to give a quantitative mass balance. This material was of sufficient purity (1H NMR and LC/MS) to use in the next step without further purification. Alternatively, the acid was recrystallized from acetic acid to provide pure material. The following acids were prepared using this method: 6-Bromo-1H-indazole-3-acid. 5-Methoxy-1H-indazole-3-acid. 6-Methoxy-1H-indazole-3-acid.

The synthetic route of 6326-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schumacher, Richard; Danca, Mihaela Diana; Ma, Jianguo; Herbert, Brian; Nguyen, True Minh; Xie, Wenge; Tehim, Ashok; US2007/78147; (2007); A1;,
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Related Products of 957204-30-7, A common heterocyclic compound, 957204-30-7, name is tert-Butyl 6-hydroxyindoline-1-carboxylate, molecular formula is C13H17NO3, 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.

1-(tert-Butoxycarbonyl)-6-hydroxyindoline (400 mg), 2-bromo-4′-phenylacetophenone (515 mg), potassium carbonate (470 mg), and DMF (10 mL) were mixed, and the mixture was stirred at 70C for 12 hours. The reaction mixture was diluted with ethyl acetate (200 mL), and the organic layer was washed with saturated brine. The washed layer was dried over sodium sulfate anhydrate, and solvent was removed by evaporation. The residue was purified by silica gel flash column chromatography (Yamazen Hi-Flash L), to thereby yield the title compound (487 mg). NMR (CDCl3) delta: 1.54(9H,s),3.01(2H,t,J=8.7Hz),3.98(2H,t,J=8.7Hz),5.27(2H,s),6 .56(2H,br s),7.02(1H,d,J=8.3Hz), 7.38-7.43(1H,m), 7.45-7.51(2H,m),7.61-7.65(2H,m), 7.71(2H,d,J=8.5Hz), 8.08(2H,d,J=8.3Hz). MS (ESI) m/z :430 (M+H)+.

The synthetic route of 957204-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); 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. 423116-18-1, name is 2-(4-Oxocyclohexylmethyl)isoindole-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(4-Oxocyclohexylmethyl)isoindole-1,3-dione

Sodium cyanoborohydride (48.5 g, 772 mmol) was added portionwise to a solution of 2-((4-oxocyclohexyl)methyl)isoindoline-1,3-dione (100 g, 389 mmol, Intermediate 50) in AcOH (1.0 L), and the resulting mixture was stirred at rt for 16 h. After this time, the mixture was concentrated, and the concentrate was dissolved in EtOAc. The resulting solution washed twice with a saturated aqueous NaHCO3 solution, dried with anhydrous Na2SO4, filtered, and concentrated to afford the title compound as a colorless solid, which was used in the next step without further purification.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 423116-18-1.

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; Martin, Connor L.; Fennema, Elizabeth G.; Kummer, David A.; Nishimura, Rachel T.; Woods, Craig R.; Wolin, Ronald L.; Jones, William M.; Fourie, Anne M.; Xue, Xiaohua; (180 pag.)US2019/382349; (2019); A1;,
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Electric Literature of 118289-55-7, These common heterocyclic compound, 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-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.

Refluxed the reaction mixture of 5-(2-Chloro ethyl)-6-chloro oxindole (100 gm), 3-(1-piperazinyl)-1,2-benzisothiazole (104.7 gm), sodium carbonate (92.2 gm), sodium iodide (6.4 gm), tetra butyl ammonium bromide (28 gm) and cyclohexane (1000 ml) till the reaction completes. The reaction mass was cooled to a temperature of 30 C. and filtered the solid. To the wet compound added was water (1000 ml) and continued stirring for 45 minutes. The solid was filtered and washed with water (100 ml). To the water wet compound added acetone (500 ml) and stirred for 2 hours at room temperature. Filtered the compound and washed with acetone (200 ml) and dried at a temperature of 70-75 C. to afford the Crude Ziprasidone base (156.9 gm)

Statistics shows that 6-Chloro-5-(2-chloroethyl)indolin-2-one is playing an increasingly important role. we look forward to future research findings about 118289-55-7.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; US2005/49295; (2005); A1;,
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Reference of 20780-72-7, The chemical industry reduces the impact on the environment during synthesis 20780-72-7, name is 4-Bromoisatin, I believe this compound will play a more active role in future production and life.

1H-4-Bromoindole-2,3-dione (452.06 mg, 2 mmol), (trimethylsilyl)diazomethane (2 mL of 2M in toluene, 4 mmol), and triethylamine (0.56 mL, 4 mmol) were dissolved in ethanol (10 mL) and placed under argon. It was stirred at room temperature for 18 hours. The resulting suspension was filtered and the solid was collected and dried under vacuum to reveal 5-bromo-3-methoxyquinolin- 2(111)-one as a white solid (267 mg, 53percent); m.p. 286 – 288 ¡ãC; ?H NMR (400MHz, DMSO-d6) 611.97 (s, 1H), 7.31 (dd,J 8Hz, ,J2 Hz, 1H), 7.15-7.09 (m, 2H), 7.02 (s, 1H), 3.73 (s, 3H); ?3C NMR (100 MHz, DMSO-d6) 6 156.9, 150.0, 135.0, 128.0, 125.8, 119.7, 118.6, 114.6, 109.0, 55.7

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, 4-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; SAGONG, Hye Yeon; ARNOLD, Eddy; PARHI, Ajit; DAS, Kalyan; VIJAYAN, Suyambu Kesava; PATEL, Disha; WO2014/74926; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 552330-86-6, name is 5-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 552330-86-6, Quality Control of 5-Bromoisoindolin-1-one

Step 3 5-(4,4,5 ,5-Tetramethyl-[ 1 ,3 ,2]diotaoxaborolan 2-yl) 2,3-diotahydro-iotasoiotandol-l-one[00356] 5-Bromo-2,3-dihydro-isoindol-l-one (230mg, 1 08mmol), bis(pmacolato)diboron(300mg, 1 18mmol), PdCl2dppf (25mg, 31 mol) and KOAc (320mg, 3 26mmol) are suspended in dioxane (4mL), purged with nitrogen for 5 minutes and then heated at 850C overnight The solvent is removed in vacuo and the residue partitioned between ethyl acetate and water The aqueous layer is extracted with ethyl acetate (3x) and the combined organic phases are washed once with brine, filtered through MgStheta4 and evaporated The solid residue is triturated with hexane and dried in vacuo to yield the title compound (185mg, 66 %) as a grey solid 1H-NMR (400MHz, CDCl3) delta ( pp)pl 37 (12H, s), 4 45 (2H, s), 6 38 (IH, br s), 7 87 (IH, d), 7 93 (2H, m)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromoisoindolin-1-one, and friends who are interested can also refer to it.

Reference:
Patent; GALAPAGOS N.V.; WO2007/131991; (2007); A1;,
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