Category: indolines-derivatives

Application of 88150-75-8, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 88150-75-8, Name is Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate, SMILES is O=C(OCC)CC(COCCN(C(C1=C2C=CC=C1)=O)C2=O)=O, belongs to indolines-derivatives compound. In a article, author is Yamaguchi, Ayuta, introduce new discover of the category.

Heterocycle-fused indoles or indolines are distributed widely in a variety of natural products, bioactive agents, and pharmaceuticals. Herein, we describe the development of gold catalyzed cascade reactions of anilines with diynes to form eight-membered ring-fused indoles and propellane-type indolines, both of which proceed through an intramolecular 5-endo-dig hydroamination followed by an 8-endo-dig cycloisomerization. Controllable formation of eight-membered ring-fused indoles and propellane-type indolines was achieved through selection of the ligands and/or solvents. Protic solvents such as alcohols or IPr ligand favored the formation of eight-membered ring-fused indoles, whereas the use of Buchwald’s type ligands and/or nonpolar solvents gave propellane-type indoline predominantly. This reaction provides rapid access to two types of fused nitrogen heterocycles from simple aniline derivatives.

Application of 88150-75-8, Consequently, the presence of a catalyst will permit a system to reach equilibrium more quickly, but it has no effect on the position of the equilibrium as reflected in the value of its equilibrium constant.I hope my blog about 88150-75-8 is helpful to your research.

Reference:
Indoline – Wikipedia,
,Indoline | C8H9N – PubChem

Reference of 161596-47-0, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 161596-47-0, Name is (S)-2-(Oxiran-2-ylmethyl)isoindoline-1,3-dione, SMILES is O=C1N(C[C@@H]2OC2)C(C3=C1C=CC=C3)=O, belongs to indolines-derivatives compound. In a article, author is Huang, Jiann-Jyh, introduce new discover of the category.

In this study, we reported the inhibition profiles of 4 ‘-acylpyrrole-5-fluoroindolin-2-one 3 with a C-3 ‘ side chain for VEGFR2, PDGFR-beta, and FGFR-1 protein kinases. The pyrrole-fused cyclohexanone moiety provided 3 with the best potency to inhibit the three kinases, and the C-3 ‘ side chains contributed to the different inhibition profiles of 3. Compound 3b with a C-3 ‘ 2-carboxylethyl side chain showed good potency for the three kinase (IC50: 25-260 nM), and compound 3g with a N,N-dialkyl-2-carbamoylethyl side chain was more active for VEGFR2 (IC50: 59 nM) and PDGFR-beta (IC50: 16 nM) than FGFR-1 (IC50: 1.7 mu M). The C-3 ‘ 3-(dialkylamino)propyl side chain accomplished 3h-j as selective PDGFR-beta inhibitors (IC50: 7.8-13 nM). Compound 3b was further investigated and found potent to inhibit VEGF- and FGF-dependent cell proliferation with moderate in vivo anticancer activity. Results from docking simulations revealed that the interactions of 3b with VEGFR2 and FGFR-1 which could account for the different inhibition profiles of 3.

Reference of 161596-47-0, One of the oldest and most widely used commercial enzyme inhibitors is aspirin, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 161596-47-0.

Reference:
Indoline – Wikipedia,
,Indoline | C8H9N – PubChem

Synthetic Route of 32372-82-0,Some common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, molecular formula is C8H10ClN, 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 mixture of N1,N1-dimethyl-1-(thiophen-3-yl)ethane-1,2-diamine (150 mg, 0.88 mmol) and N,N-diisopropylethylamine (180 muL, 1.05 mmol) in CH2Cl2 (10 mL) was purged with argon and cooled to 0 C. A solution of 4-nitrophenylchloroformate (213 mg, 1.05 mmol) in CH2Cl2 (5 mL) was added and resulting solution was stirred at 0 C for 1 h. After this time, isoindoline hydrochloride (137 mg, 0.88 mmol) was added followed by N,N- diisopropylethylamine (300 muL, 1.77 mmol), and the resulting mixture was stirred for 16 h at room temperature. A saturated NaHCO3 solution (10 mL) was added and the resulting suspension was extracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were washed with water (30 mL) and then dried over solid anhydrous MgSO4. After filtration, the volatiles were removed, and the residue was was purified by flash chromatography using eluent from CH2Cl2 to CH2Cl2/MeOH (10:1) to give N-(2-(dimethylamino)-2-(thiophen-3- yl)ethyl) isoindoline-2-carboxamide (1) as an oil (170 mg, 61% yield). 300 MHz 1H-NMR (CDCl3, ppm): 7.31 (dd, J=5.0, 3.0 Hz, 1H) 7.28-7.23 (m, 4H) 7.10 (dd, J=3.0, 1.3 Hz, 1H) 7.01 (dd, J=5.0, 1.3 Hz, 1H) 5.01-4.89 (m, 1H) 4.73-4.56 (m, 4H) 3.74-3.63 (m, 2H) 3.61- 3.49 (m, 1H) 2.21 (s, 6H). ESI-MS (m/z): 316 [M+H]+.

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

Synthetic Route of 5428-09-1,Some common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, molecular formula is C11H9NO2, 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: To an oven-dried pressure tube were sequentially added aryl carboxylic acid 1 (0.2 mmol), olefin 2 (0.24 mmol), Pd(TFA)2 (3.33 mg, 5.0 molpercent), Ag2CO3 (55.2 mg, 0.2 mmol), THF (2.0 mL) and DMSO (0.10 mL) under nitrogen at room temperature. After degassing three times, the reaction mixture was heated at 100 °C for 8 h, and then was cooled to room temperature. Water (20.0 mL)was added, and the mixture was extracted with ethyl acetate (3 5.0 mL). The combined organic layer was washed with brine, dried over anhydrious Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluant: hexane/ethyl acetate) to give the pure target product.

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

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. 320734-35-8, name is 7-Bromooxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 320734-35-8

2-[4-(4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2yl)-phenyl]propyl-2-propanesulfonamide (0.174 g, 0.47 mmol), 7-bromo-1,3-dihydro-indol-2-one (0.110 g, 0.52 mmol), PdCl2(dppf).CH2Cl2(0.039 g, 0.048 mmol), and 2 M Na2CO3 (2.5 mL, 5.0 mmol) were combined in dry DMF (5.0 ml) and heated at 80 C. under nitrogen for 8 h. The reaction mixture turned a dark red violet after 1 h. It was then stirred at ambient temperature for 23 h. The reaction mixture was poured into H2O (20 mL) and acidified with aq. HCl. A black sludge formed immediately. The mixture was decanted from the sludge and the sludge was extracted with Et2O (4×20 mL). The combined organic layers were washed with H2O 2×20 mL), dried (Na2SO4), filtered, and evaporated in vacuo. Chromatography of the resulting oil on the Chromatotron using a 1 mm plate and eluting with EtOAc-hexane (1:1) gave the final title compound (0.068 g, 39%) as an orange red glass. MS(ES) 373 (M+1)

The synthetic route of 320734-35-8 has been constantly updated, and we look forward to future research findings.

Reference of 104618-32-8, 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. 104618-32-8, name is 2-(4-Oxocyclohexyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

Example 14 3-Amino-6-n-butyloxy-1,2,3,4-tetrahydrocarbazole oxalate Reaction of 4-phthalimidocyclohexanone (1.12 g) with 4-n-butyloxyphenyl hydrazine hydrochloride (1.00 g) and subsequent deprotection by the method described in example 3, gave the title compound free base. This was treated with oxalic acid to give the oxalate salt (0.47 g), mp 227 – 229C.

The chemical industry reduces the impact on the environment during synthesis 2-(4-Oxocyclohexyl)isoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

13220-46-7, name is 4-Methylindolin-2-one, 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. Recommanded Product: 4-Methylindolin-2-one

4-Methyl-oxindole was condensed with 3-(3-hydroxy-propyl)-1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrole-2-carbaldehyde and piperidine in ethanol to give the title compound. MS (m/z) 351 [M+1].

The synthetic route of 13220-46-7 has been constantly updated, and we look forward to future research findings.

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. 141452-01-9, name is Methyl indoline-5-carboxylate, A new synthetic method of this compound is introduced below., Formula: C10H11NO2

To a solution of methyl indoline-5-carboxylate (200 mg, 1.13 mmol) and acetone (0.17 mL, 2.2 6mmol) in dichloromethane (10 mL) was added acetic acid (0.39 mL, 6.77 mmol). The reaction mixture was stirred at room temperature for 30 minutes before cooling to 0 C in an ice-water bath. Sodium cyanoborohydride (213 mg, 3.39 mmol) was added in 3 portions. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane (30 mL), washed with saturated solution of NaHCCh (3 x 30 mL) followed by brine (30 mL) and then dried over anhydrous MgS04. Purification by column chromatography (0-70% ethyl acetate in cyclohexane) gave methyl 1 -isopropylindoline-5-carboxylate (45 mg, 0.21 mmol, 18% yield) as a colourless oil. LCMS: MS m/z 220.1 [M+H]+; 1H NMR (400 MHz, DMSO) d 7.64 (dd, J = 8.4, 1.8 Hz, 1H), 7.52 (d, J = 1.5 Hz, 1H), 6.44 (d, J = 8.4 Hz, 1H), 3.96-3.84 (m, 1H), 3.45 (t, J = 8.7 Hz, 2H), 2.93 (t, J = 8.6 Hz, 2H), 1.1 1 (d, J = 6.6 Hz, 6H).

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 of 7477-63-6, 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 7477-63-6 as follows.

General procedure: A magnetically stirred mixture of naphthalene-1-amine (1.0mmol), isatin (1.0 mmol), dialkyl acetylenedicarboxylate (1.2 mmol) andanhydrous antimony trichloride (0.10 mmol) in dry acetonitrile (3 mL) taken ina 25 mL round bottom flask fitted with a reflux condenser and argon atmosphereand was refluxed for 5h and followed by usual work up and column chromatographyof the crude residue over silica gel (25 percent ethyl acetate in petroleum ether) toafford the pure products (5).

According to the analysis of related databases, 7477-63-6, the application of this compound in the production field has become more and more popular.

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. Recommanded Product: 6-Bromoindolin-2-one

n-Butyl lithium (2.5 M in hexanes, 3.8 mL, 9.5 mmol) was added dropwise over 30 minutes to a stirred suspension of 6-bromoindolin-2-one (preparation 1, 1.00 g, 4.7 mmol) and N,N,N’,N’-tetramethylethylenediamine (1.42 mL, 9.4 mmol) in tetrahydrofuran (20 mL) at – 78 C. The mixture was stirred for 1 hour, then 1,4-diiodobutane (3.11 mL, 23.6 mmol) was added dropwise over 5 minutes. The mixture was warmed to -20 C over a 1 hour period, was stirred for a further hour at this temperature and was then warmed to room temperature. After 3 hours stirring at room temperature, saturated aqueous ammonium chloride solution was added to the reaction and the mixture was extracted with ethyl acetate. The organic layer was washed with water, brine, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (10:1 hexanes/ethyl acetate) gave the title compound (0.57 g, 45%) as a pale pink solid. LRMS (m/z): 266/268 (M+1)+. 1H-NMR delta (CDCl3): 1.81-2.20 (m, 8H), 7.02-7.06 (m, 2H), 7.14-7.18 (m, 1H), 7.83 (br s, 1H).

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