Tag: M.W=200-300

Related Products of 6780-38-7, 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 6780-38-7 as follows.

Take phthalylglycyl chloride (6.46g, 28.9mmol) a solution in dichloromethane (80 mL), add beta-phenylethylamine (3.55 mL, 28.2 mmol) and triethylamine (7.61 mL, 56.4 mmol). After stirring at room temperature for 1.5 h, add water (30 mL) and extract with dichloromethane (2¡Á40 mL). The organic layer was dried over magnesium sulfate and evaporated. The crude product was purified by crystallization from methanol (50 mL). Yielding a white solid indoleamine (8.20 g, 94%).

According to the analysis of related databases, 6780-38-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATIONAL HEALTH RESEARCH INSTITUTES; UENG,, SHAU HUA; YEH,, SHIU HWA; CHAO,, PO KUAN; SHIH,, CHUAN; (117 pag.)TW2019/12628; (2019); A;,
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Related Products of 99365-40-9, A common heterocyclic compound, 99365-40-9, name is 6-Bromoindolin-2-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.

6-bromoindolin-2-one (25.2 mg, 0.119 mmol), N-(6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)naphthalen-2-yl)thiophene-3-carboxamide (72.1 mg, 0.190 mmol), Fibercat palladium catalyst (Johnson-Matthey, 35.4 mg), and K2CO3 (2 M in water, 0.25 ml, 0.5 mmol) were combined in a microwave reaction vessel and 1 ,4-dioxane (1.1 ml) was added. The reaction tube was sealed and heated in the microwave (CEM microwave) at 60 Watts and 80 C, first for 10 minutes, and then for 20 minutes. The reaction was cooled to room temperature, diluted with water (5 ml), and extracted with dichloromethane (3 x 10 ml) and EtOAc (6 x 10 ml). The organic extracts were combined, dried over sodium sulfate, filtered, concentrated, and purified on HPLC (10% -> 95% MeCN / water with 0.1% EPO L <.) to arroralpha tiue compounalpha (7.1 mg, 16%). MS (ESI pos. ion) m/z: 385 (M+H). Calc'd Exact Mass for C23H16N2O2S: 384. The synthetic route of 99365-40-9 has been constantly updated, and we look forward to future research findings. Reference:
Patent; AMGEN INC.; WO2007/5668; (2007); A2;,
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Reference of 667463-64-1, These common heterocyclic compound, 667463-64-1, name is 6-Bromo-1-methylindoline-2,3-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.

To a solution of 6-bromorsatin (CASNo. 6326-79-0, 4 52 g, 20 0 mmol) in acetonrtrile (150 mL) was added potassium carbonate (11 1 g, 80 mmol) followed by iodomethane (2 75 mL, 44 0 mmol) The reactron was then placed at 60 C and stirred for 40 minutes The reaction was then cooled to room temperature, tittered and concentrated to 10% of the original volume The reaction was then diluted with dichloromethane, water and brine The layers were separated and the aqueous layer was extracted two additional times with dichloromethane. The organic extracts were combined, dried over anhydrous sodium sulfate filtered and concentrated to provide 6-bromo-1-methyl-1 H-iotandole-2,3- dione as an orange solid without the need for further punfication The beta-bromo-1-methyl- 1 H-iotandole-2,3-diotaone (1 0 g, 4 2 mmol) was then treated with hydrazine hydrate (7 0 mL, 225 mmol) The reaction was heated to 130 C and stirred for 80 minutes, at which time the reaction was placed at room temperature and cooled by the addition of ice Once the reaction was cooled to room temperature it was diluted with dichloromethane and water and the layers were separated The aqueous layer was extracted an additional two times with dichloromethane, and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated The resulting residue was purified by silica gel flash chromatography (ethanol-dichloromethane 0 to 2%) to afford 6-bromo- 1-methyl-1 ,3-diotahydro-mdol-2-one, MS (ES+) m/z 225 9 (IvH-H)*

Statistics shows that 6-Bromo-1-methylindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 667463-64-1.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher Michael; CHAMOIN, Sylvie; HU, Qi-Ying; ZHANG, Chun; WO2010/130794; (2010); A1;,
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Synthetic Route of 18711-13-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 18711-13-2 name is 4,7-Dichloroindoline-2,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of isatin (1a) (0.3 gm, 2.0 mmol) and enaminone (2a) (0.333 gm,2.4 mmol) in 10 mL of water was heated in an oil bath at 80C for 9 hours. Initially,orange-colored reaction mixture appeared to be homogeneous but with the progress ofthe reaction, yellow color solid precipitated out. After the TLC indicated the completeconsumption of starting materials, the precipitated solid was filtered off. The solid wasthen dried under vacuum and purified by silica gel column chromatography by using EA: hexane (8:2) as an eluent to provide the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,7-Dichloroindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Tiwari, Keshri Nath; Thakar, Snehal Rajendra; Kumar, Vaneet; Prabhakaran; Synthetic Communications; vol. 48; 23; (2018); p. 2965 – 2972;,
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Some common heterocyclic compound, 337536-15-9, name is 4-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. Product Details of 337536-15-9

General procedure: Step 1: A glass vial was charged with corresponding bromo-heteroaryl compound (0.20mmol, 1eq), potassium metabisulfite (88mg, 0.40mmol, 2eq), tetrabutylammonium bromide (70mg, 0.22mmol, 1.1eq), sodium formate (15mg, 0.22mmol, 1.1eq), palladium(II) acetate (5mg, 0.02mmol, 0.1eq), triphenylphosphine (16mg, 0.06mmol, 0.3eq), 1,10-phenanthroline (11mg, 0.06mmol, 0.3eq). After sealing, the vial was flushed with argon for 30min and the reagents were suspended in dry, degassed DMSO (1mL) and the reaction mixture was stirred for 4h at 70C. After cooling to RT N,N-Diisopropylethylamine (70muL, 0.40mmol, 2eq) and a solution of tert-butyl (E)-(2-aminoethyl)(3-(4-(pyridin-3-yl)phenyl)allyl)carbamate (63) (106mg, 0.30mmol, 1.5eq) in dry THF (1mL) were added and the reaction mixture was cooled to 0C. Subsequently a solution of N-bromosuccinimide (62mg, 0.40mmol, 2eq) in dry THF (1mL) was added and the reaction mixture was allowed to come to RT. After stirring for 1h the reaction was quenched by adding H2O (1mL) and brine (2mL). The resulting mixture was extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered and the solvent removed under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 0% to 5% MeOH in DCM) to yield the desired Boc-protected product, which was used directly in step 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 337536-15-9, its application will become more common.

Reference:
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
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Related Products of 2436-29-5, 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. 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

< 1 - 12> 2- { 3-[4-(4-bromo-2-fluoro-pheny lamino)-7-( 1 -methyl-piperidin-4- ylmethoxy)-quinazolin-6-ylamino]-propyl}-isoindol-l,3-dione; The compound of (2.0 g, 0.0043 mol) was dissolved in 40 ml of ethanol, the compound of <1-11> (1.3 g, 0.0064 mol) and sodium cyanoborohydride (500 mg, 0.0086 mol) were added thereto, and stirred at room temperature for 6 hours after adding a catalytic amount (1 m-C) of acetic acid thereto. When the reaction was terminated, the reacted solution was distilled under a reduced pressure, and saturated sodium bicarbonate solution was added thereto. The resulting solution was extracted with dichloromethane, dried over magnesium sulfate, and distilled under a reduced pressure. The resulting residue was subjected to column chromatography to obtain the title compound 1.3 g (yield: 46%). 1H NMR (CDCl3) delta: 8.56 (s, IH), 8.41 (t, IH), 7.81-7.68 (m, 4H), 7.34-7.30 (m, 2H), 7.06 (s, IH), 6.63 (s, IH), 5.03 (br, NH), 4.00 (d, 2H), 3.85 (t, 2H), 3.36 (d, 2H), 2.96 (d, 2H), 2.3 (s, 3H), 2.14-2.02 (m, 3H), 2.00-1.88 (m, 2H), 1.59-1.53 (m, 2H).

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

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2007/55513; (2007); A1;,
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Related Products of 868066-91-5, 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 868066-91-5 as follows.

5-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 solutionof 2 M Na2CO3 (3 mL) and Pd(dppf)Cl2 (94 mg, 0.12 mmol) were added and the entiremixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30mmol) was added and reflux continued under N2 overnight. Upon cooling, the mixture wasdiluted with water (100 mL) and extracted with CH2Cl2 (6×50 mL). The combined organicfractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure togive a crude solid which was purified by flash column chromatography on silica gel (EtOAcas eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent). 1H NMR[400 MHz, (CD3)2SO] delta 7.87 (s, 1 H), 7.77 (dd, J = 7.9, 1.6 Hz, 1 H), 7.67 (dd, J = 7.9, 0.3Hz, 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 C13H12NOS 230 (MH+), found 230.

According to the analysis of related databases, 868066-91-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Spicer, Julie A.; Miller, Christian K.; O’Connor, Patrick D.; Jose, Jiney; Huttunen, Kristiina M.; Jaiswal, Jagdish K.; Denny, William A.; Akhlaghi, Hedieh; Browne, Kylie A.; Trapani, Joseph A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1050 – 1054;,
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Application of 5332-26-3,Some common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-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: Benzimidazole (1 mmol) and potassium hydroxide (1 mmol) were dissolved in ethyl alcohol (60 mL). The alkyl halide (1 mmol) was slowly added after the obtained reaction mixture was stirred at room temperature for 1 h. The solution was refluxed for 6 h, cooled to roomtemperature and the precipitated potassium chloride was removed by filtration. The solvent was removed by distillation. The product was then crystallized, washed several times with diethyl ether and then dried in vacuo. To a solution of 1-alkylbenzimidazole (1 mmol) in dried DMF (4 mL), alkyl halide (1 mmol) was added slowly and the reaction mixture was stirred at 80 C for 24 h under argon. After completion of the reaction, the DMF was removed by vacuum and diethyl ether (15 mL) was added to the mixture. The solid was washed with diethyl ether (2 ¡Á 15 mL) and dried under vacuum. The product was crystallized in an ethanol/diethyl ether mixture (3:1) at room temperature. The purified compounds were obtained as white or cream solids. Their structures were characterized by NMR (1H and 13C), FTIR, ESI-FTICR-MS (for 2 and 4) spectroscopic methods and elemental analysis

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

Reference:
Article; Akkoc, Senem; Goek, Yetkin; Ilhan, Ilhan Oezer; Kayser, Veysel; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 81 – 88;,
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Synthetic Route of 169037-23-4, 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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of indoline-2,3-dione 1 (1mmol), l-tryptophan (2a) or l-histidine 2b (1mmol) and (E)-(2-nitrovinyl)benzene 3 (1.1mmol) was heated while stirred in [bmim]Br as the reaction medium (3mL) for 1hat 100C. After completion of the reaction (TLC), EtOAc (5mL) was added and the reaction mixture was stirred for 10min. This treatment was repeated and the combined ethyl acetate layers were removed in vacuo. The crude product was purified by recrystallization of the residue from EtOH (compounds 4) or by column chromatography (compounds 5). After extraction of the product, the ionic liquid was dried under vacuum at 80C for 2h to eliminate any water and could be reused for subsequent runs of the reaction.

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, 5-(Trifluoromethoxy)indoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Periasamy, Vaiyapuri Subbarayan; Athinarayanan, Jegan; Alshatwi, Ali A.; Govindasami, Periyasami; Altaf, Mohammad; Menendez, J. Carlos; Tetrahedron; vol. 74; 38; (2018); p. 5358 – 5366;,
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Reference of 132898-96-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 132898-96-5 name is 2,3-Dioxoindoline-5-sulfonyl chloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Morpholine (1.1 mL, 12.2 mmol) was added to a solution of 2,3-diupsilonxoLndoline-5-sulfonyl chloride (3.0 g, 12.2 mmol) and diibopropylethyl amine (7,0 mL, 40 mmol) m 1 :1 CH2CWTHF ( 120 mL at -50 C. The solution was warmed to room temperature and stirred at that temperature for 12 hours. The reaction mixture was concentrated, then dissolved m CHjCl2. and washed with saturated NaHCO3 and brine. The organic layer was dried (MgSO4), filtered, then concentrated, and purified by flash chromatography on silica gel (5% MeOH in CH:CU) to provide 2.4 g of the product

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dioxoindoline-5-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; WYETH LLC (FORMERLY KNOWN AS WYETH); DOLLINGS, Paul, Jeffrey; DONNELL, Andrew, Forrest; GILBERT, Adam, Matthew; ZHANG, Minsheng; HARRISON, Boyd, Lynn; STANTON III, Charles, John; O’NEIL, Steven, Victor; HAVRAN, Lisa, Marie; CHONG, Dan, Chaekoo; WO2010/77839; (2010); A1;,
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