Category: 21857-45-4

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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Methoxyindoline

12 g of compound obtained in the preceding step are heated at 140 C. for 3 h in HBr (48%, 200 ml). After cooling to AT, filtering, the filtrate is concentrated dry. The residue is washed with acetone and dried. 14.8 g of desired product are obtained and used as such.

The synthetic route of 21857-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CEREP; US2009/233910; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 21857-45-4, 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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-methoxyindoline (202 mg, 1.35 mmol) and N,N-diisopropylethylamine (0.34 mL, 2.0 mmol) in 4.0 mL of dry dichloromethane was added benzoyl chloride (0.23 mL, 2.0 mmol) at 0 C. After the reaction mixture was stirred at room temperature for 1 h, the reaction mixture was diluted with ethyl acetate. The solution was washed with saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 70/30) to obtain 5-methoxy-1-benzoylindoline (224 mg, 65%).

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

Reference:
Patent; TOKYO INSTITUTE OF TECHNOLOGY; KYOTO UNIVERSITY; US2011/294850; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 21857-45-4, name is 5-Methoxyindoline, molecular formula is C9H11NO, 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. HPLC of Formula: C9H11NO

Example 44 6,7-Dimethoxy-4-(5-methoxy-2,3-dihydro-indol-1-yl)-quinazoline methanesulfonate salt Utilizing a procedure analogous to that described in Example 1, this product was prepared in 95% yield from 5-methoxy-indoline (1.1 eq.), and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. The free-base obtained following column chromatography on silica (45% acetone/hexanes) was dissolved in minimal CH2 Cl2 and treated with 1 eq. of methanesulfonic acid in CH2 Cl2 followed by dilution with several volumes of ether to precipitate the mesylate salt which was filtered and added in vacuo. (M.P. 285-292 C. (dec); LC-MS: 338 (MH+); anal. RP18-HPLC RT: 3.82 min.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21857-45-4, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5736534; (1998); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

21857-45-4, name is 5-Methoxyindoline, 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: 21857-45-4

General procedure: Method I: 4-chloro-2-substituted quinazoline (1.0 mmol), 5-methoxyindoline or 6-substituted-1,2,3,4-tetrahydroquinoline or 7-methoxy-2,3,4,5-tetrahydro-1H-benzo[b or c]azepine (1.2 mmol) and sodium bicarbonate (3.0 mmol) were added to anhydrous ethanol (5 ml), reacted at room temperature or under refluxing condition for 1-10 h. After the end of reaction, the reactants were poured into ice-water, adjusted pH with 2N hydrochloric acid to 3, extracted with ethyl acetate, dried with anhydrous sodium sulfate. The solvent was removed under vacuum, and the resultant crude product was separated by silica gel column chromatography (eluent: ethyl acetate and petroleum ether for gradient elution, ethyl acetate 5%-80%). Example 7 2-Methyl-4-[N1-(5-methoxy)indolinyl]quinazoline (Method I, Compound 8) [0165] 8 was obtained after reaction at room temperature for 1 h, which was yellow solid, 242 mg, yield 77%, melting point 116-117 C. 1H NMR (CDCl3): delta ppm 2.70 (3H, s, CH3), 3.19 (2H, t, J=8.0 Hz, 3?-CH2), 3.81 (3H, s, OCH3), 4.45 (2H, t, J=8.0 Hz, 2?-CH2), 6.69 (1H, dd, J=8.8 Hz and 2.4 Hz, ArH-6?), 6.86 (1H, d, J=2.4 Hz, ArH-4?), 7.37 (2H, m, ArH-7? and ArH-6), 7.73 (1H, t, J=7.6 Hz, ArH-7), 7.84 (1H, d, J=8.4 Hz, ArH-5), 8.03 (1H, d, J=8.4 Hz, ArH-8). MS m/z (%) 292 (M+H+, 100).

The synthetic route of 21857-45-4 has been constantly updated, and we look forward to future research findings.

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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H11NO

12 g of compound obtained in the preceding step are heated at 140 C. for 3 h in HBr (48%, 200 ml). After cooling to AT, filtering, the filtrate is concentrated dry. The residue is washed with acetone and dried. 14.8 g of desired product are obtained and used as such.

The synthetic route of 21857-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CEREP; US2009/233910; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 21857-45-4, 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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 4-chloro-2-subsituted quinazoline (1.0 mmol), 5-methoxyindoline or 6-substituted-1,2,3,4-tetrahydroquinoline or 7-methoxy-2,3,4,5-tetrahydro-1H-benzo[b or c]azepine (1.2 mmol) and sodium bicarbonate (3.0 mmol) were added to anhydrous ethanol (5 ml), reacted at room temperature or under refluxing condition for 1-10 h. After the end of reaction, the reactants were poured into ice-water, adjusted pH with 2N hydrochloric acid to 3, extracted with ethyl acetate, dried with anhydrous sodium sulfate. The solvent was removed under vacuum, and the resultant crude product was separated by silica gel column chromatography (eluent: ethyl acetate and petroleum ether for gradient elution, ethyl acetate 5%-80%).; Compound 8 was obtained after reaction at room temperature for 1 h, which was yellow solid, 242 mg, yield 77%, melting point 116-117C. 1H NMR (CDCl3): 6 ppm 2.70 (3H, s, CH3), 3.19 (2H, t, J = 8.0 Hz, 3′-CH2), 3.81 (3H, s, OCH3), 4.45 (2H, t, J = 8.0 Hz, 2′-CH2), 6.69 (1 H, dd, J = 8.8 Hz and 2.4 Hz, ArH-6′), 6.86 (1 H, d, J = 2.4 Hz, ArH-4′), 7.37 (2H, m, ArH-7′ and ArH-6), 7.73 (1 H, t, J = 7.6 Hz, ArH-7), 7.84 (1 H, d, J = 8.4 Hz, ArH-5), 8.03 (1 H, d, J = 8.4 Hz, ArH-8). MS m/z (%) 292 (M+H+, 100).

The synthetic route of 5-Methoxyindoline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute Of Pharmacology And Toxicology Academy Of Militaty Medical Sciences P.L.A.; XIE, Lan; WANG, Xiaofeng; LEE, Kuo-Hsiung; EP2857393; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 21857-45-4, name is 5-Methoxyindoline, A new synthetic method of this compound is introduced below., Safety of 5-Methoxyindoline

Part B 5-Methoxyindoline and di-tert-butyl dicarbonate (8.95 g, 1.2 eq.) were stirred in THF overnight at room temperature. The solution was concentrated in vacuo and recrystallized from Et2O/hexane to give 1-(tert-Butoxycarbonyl)-5-methoxyindoline (6.25 g, 74% yield for two steps).

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; DuPont Pharmaceuticals Company; US6245769; (2001); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 21857-45-4, name is 5-Methoxyindoline, A new synthetic method of this compound is introduced below., Computed Properties of C9H11NO

A solution of the product Step A (0.32 g; 2.14 mmol) in 48% HBr/ AcOH 1 :1 (10 ml) was refluxed overnight, then evaporated to dryness under reduced pressure. The residue was dissolved in EtOH (10 ml) and the solvent was removed under reduced pressure. This process was repeated three times and the residue was suspended in acetonitrile. The greyish solid formed was filtered off, washed with fresh CH3CN and dried to give a hydrobromide salt of the title compound (0.28 g; 60%). . 1 H-NMR (D2O ) 3.18 (tr, 2H, J = 7.8 Hz); 3.78 (tr, 2H, J = 7.8 Hz); 4.66 (HDO); 6.78 (d, 1 H, J = 8.6 Hz); 6.87 (s, 1 H); 7.23 (d, 1 H, J = 8.6 Hz).

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; AKAAL PHARMA PTY LTD; GILL, Gurmit, S.; GROBELNY, Damian, W.; WO2010/42998; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 21857-45-4, 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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 23 alpha-(5-Methoxy-1-indolinyl)-m-tolunitrile An ice cold slurry of 5.89 g (42.6 mmole) of K2 CO3 and 5.3 g (35.5 mmole) of 5-methoxyindoline in 55 ml of DMF was treated dropwise with a solution of 7.28 g (37.3 mmole) of alpha-bromo-m-tolunitrile in 50 ml of DMF. After stirring for 1 hour at room temperature, the reaction mixture was concentrated under high vacuum. The residue was partitioned between methylene chloride (250 ml) and water (250 ml). The organic layer was separated, washed with 5% NaOH (300 ml), brine (300 ml), dried over Na2 SO4 and concentrated under vacuum to yield 9.28 g (98.9% yield) of alpha-(5-methoxy-1-indolinyl)-m-tolunitrile.

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

Reference:
Patent; Hoechst-Roussel Pharmaceuticals, Inc.; US4448784; (1984); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 21857-45-4, 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 21857-45-4 as follows.

To a solution of 5-methoxyindoline (180 mg, 1.21 mmol) in 3.6 mL of acetic acid was added 3,3-dimethylbutylaldehyde (0.18 mL, 1.4 mmol) and sodium cyanoborohydride (190 mg, 3.0 mmol) at room temperature, successively. After the reaction mixture was stirred for 2 h, the reaction mixture was basified by saturated NaHCO3 aqueous solution and the solution was extracted with ethyl acetate (20 mL). The extract was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 90/10) to obtain 5-methoxy-1-(3,3-dimethylbutyl)indoline (74.6 mg, 26%).

According to the analysis of related databases, 21857-45-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOKYO INSTITUTE OF TECHNOLOGY; KYOTO UNIVERSITY; US2011/294850; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem