Research on new synthetic routes about Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 651780-27-7.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a downstream synthesis route of the compound 651780-27-7,651780-27-7

651780-27-7, Toluene (40 mL) was added to a flask containing ethyl [6-BROM-1,] 2-benzisoxazole-3-carboxylate (3.15 g, 11.7 mmol), tetrakis (triphenylphosphine) palladium [(0)] (835 mg, 0.723 mmol, Strem), cesium carbonate (4.12 g, 12.6 mmol, Aldrich), and 2- (trifluoromethyl) phenylboronic acid (2. [38] g, 12.5 mmol, Aldrich) under argon. This mixture was heated in a 100 C oil bath for 35 hours. The mixture was diluted with EtOAc (250 mL) and washed with 4: 1 water: brine (250 [ML)] followed by brine (250 mL). The organics were filtered through a [1″PLUG] of silica gel and evaporated. Product was split in two, adsorbed onto silica gel, and purified on Biotage Flash 40 M+ silica cartridges using 20% EtOAc in heptane. Yield was 2.08 g of orange solid. [‘H] NMR (400 MHz, DMSO-d6) [5] ppm 1.42 (t, [J=7.] 15 Hz, 3 H) 4.51 (q, [J=7.] 05 Hz, 2 H) 7.52 (d, J=7. 46 Hz, [1] H) 7.51 (d, [J=8.] 09 Hz, 1 H) 7.71 (t, J=7. 57 Hz, [1] H) 7.79 (t, [J=7.] 36 Hz, 1 H) 7.91 (d, [J=7.] 67 Hz, [1] [H)] 7.93 (s, 1 H) 8.14 (d, J=8. 09 Hz, 1 H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 651780-27-7.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18428; (2004); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Sources of common compounds: 851768-35-9

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. 851768-35-9, other downstream synthetic routes, hurry up and to see.

851768-35-9, 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.851768-35-9,5-Amino-3-methylbenzo[d]isoxazole, it is a common compound, a new synthetic route is introduced below.

Synthesis of 3-chloro-2-methyl-N-(3-methyl-benzo[d]isoxazol-5-yl)- benzenesulfonamide, STX 874 (KRB01027):; To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (128 mg, 0.567 mmol) in dichloromethane (3 mL) was added pyridine (110 muL, 1.35 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-3-methyl-1, 2-benzisoxazole [26] (80 mg, 0.54 mmol) was added. The resulting mixture was stirred for 4 h at room temperature, then saturated NaHCO3 solution (8 mL) was added and the mixture was extracted into ethyl acetate (15 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a white solid (88 mg, 48%), single spot at Rf 0.58 (1: 1 hexane: ethyl acetate). mp 162.8-163. 2C, HPLC purity 99+% (tR 2.26 min in 10% water- acetonitrile).’H NMR (CDC13) : 6 7.80 (1H, dd, J=7.9, 1.3 Hz), 7.55 (1H, dd, J=8. 1, 1.1 Hz), 7.38 (2H, m), 7.17 (1 H, t, J=8.1 Hz), 7.10 (1H, dd, J=8.8, 2.2 Hz), 6.72 (1H, s, N-lez 2.72 (3H, s), 2.50 (3H, s). LCMS: 320.00 (M-CH3). FAB-MS (MH+, C15H13ClN2O3S) : calcd 337.0413, found 337.0422.

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. 851768-35-9, other downstream synthetic routes, hurry up and to see.

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The origin of a common compound about Benzo[d]isoxazol-3-amine

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36216-80-5,Benzo[d]isoxazol-3-amine,its application will become more common.

A common heterocyclic compound, 36216-80-5,Benzo[d]isoxazol-3-amine, 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. 36216-80-5

A mixture of intermediate 3 (0.0025 mol) and triethylamine (0.0025 mol) in CH2C12 (10 ml) was stirred at RT. Phenylacetylchloride (0.0025 mol) was added drop wise and the reaction mixture stirred overnight at RT. The reaction mixture was washed 2 times with H20. The organic layer was separated, dried (MgS04), filtered off and the solvent was evaporated. The residue was crystallized in isopropanol. Yielding 0.210 g compound 5 (yield of 84%), melting point 164C., 36216-80-5

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36216-80-5,Benzo[d]isoxazol-3-amine,its application will become more common.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/89753; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of 651780-27-7

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, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate.

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.651780-27-7,A new synthetic method of this compound is introduced below.651780-27-7

(21). Iris{dibenzylideneacetoae)dipailadiuffi (123.6 mg, 0.14 mmol, 9.0 MO1%), XantPhos ( 104 mg, 0. 8 mmo’l. 12 moi%), ethyl 6-bromobenzo|d]isoxazole-3-carboxylate (608 mg, 2.25 mmol, 1.5 eq.),l- jX4 raemoxypheny1)me&yI}pyjrazofo^^(381 mg, 1.5 mmol, 1.0 eq.) and cesium carbonate (731 rag, 2.25 mmol. 1 ,5 eq.) were charged in a microwave vial. The vial was evacuated and purged with nitrogen (3X) and 1,4-dioxane (7.5 mL) was added. The reaction mixture was subjected to a microwave reactor tor 140 “C. After 2 h, the reaction mixture was cooled and filtered through a pad of Celite which was washed with EtOAc. Solvents were removed. Purification using reverse phase (Giison HPLC, acidic method (ACN water/0.1% TFA), gradient; 61-91%). Giison fractions were neutralized with sat solo. NaHC:::1.8, 8.8 H IH), 7.48 (dd, ./ – 4.3, 8.6 Hz, l H), 730 (d, J:::8.7 Hz, 2H), 6.88 (ddd, J – 2.9, 4.9, 8.7 Hz, 2H), 5.56 (s, 2H), 4.87 (q, 7.0 Hz, 2H), 3.70 (s, 3H), 1.41 (t, J = 3.2 Hz, 3H). ES-MS GammaMu+l f : 443.3.

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, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate.

Reference£º
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; (157 pag.)WO2016/115282; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Sources of common compounds: 36216-80-5

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 Benzo[d]isoxazol-3-amine reaction routes.

36216-80-5, 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.36216-80-5,Benzo[d]isoxazol-3-amine, it is a common compound, a new synthetic route is introduced below.

To a solution of benzo[d]isoxazol-3-amine (1 eq.) and quinuclidin-3-one (1.1 eq.) in toluene (7 mL/mmol benzo[d]isoxazol-3-amine) at 25 C was added portion-wise titanium(IV) isopropoxide (9 eq.). The resulting solution was stirred at 100 C for 12 hours. On completion, the mixture was cooled to 0 C, and ethanol (1 mL/mmol benzo[d]isoxazol-3-amine) was added via syringe, followed by sodium borohydride (3.7 eq.) in portions. The reaction was stirred at 25 C for 3 hours, then quenched with saturated aqueous potassium carbonate solution, resulting in the formation of a solid. The mixture was filtered, and the filtrate was extracted with dichloromethane (5 chi 50 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The filter cake from the original filtration was slurried with methanol, and the mixture was filtered. The filtrate was directly evaporated to dryness. The combined residue from both batches was dissolved in 4N hydrochloric acid (20 mL) and stirred at room temperature for 4 hours. The mixture was made basic by addition of saturated potassium carbonate solution and extracted with dichloromethane (5 x 50 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by prep-HPLC to give the racemic aminobenzoisoxazole product. [00408] Chiral Separation: A solution of racemic aminobenzoisoxazole product in 3-5 mL of methanol was separated by cSFC (Waters SFC Prep 80, Column temperature: 25 C, back pressure: 100 bar, and wavelength: 220 nm). Each set of collected fractions was concentrated at room temperature. The residue was dissolved in 0.2 M hydrochloric acid and lyophilized to give each enantiomer of the aminobenzoisoxazole product; Following general procedure Bl, rac-1 was prepared from benzo[d]isoxazol-3 -amine (0.40 g, 3.0 mmol). The product was purified by prep-HPLC [Instrument: GX-A; Column: Phenomenex Gemini C18 150×25 mm, particle size: 10 mupiiota; Mobile phase: 44-74% acetonitrile in H20 (add 0.5% NH3 H20, v/v)] to give rac-1 (70 mg, 9% yield) as a yellow solid. LCMS (B): tPv=1.179 min., (ES+) m/z (M+H)+ = 244.2.

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 Benzo[d]isoxazol-3-amine reaction routes.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (127 pag.)WO2016/201096; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

New downstream synthetic route of 651780-27-7

The chemical industry reduces the impact on the environment during synthesis, 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,I believe this compound will play a more active role in future production and life.

651780-27-7,A common heterocyclic compound, 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, 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.

10% Palladium on carbon (1.5g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20g, 0. 081mol) in ethanol (300ml) at 0 C under an atmosphere of nitrogen. The nitrogen atmosphere was removed by evacuation and replaced with hydrogen gas, and the reaction mixture was maintained for 1 hour. The hydrogen atmosphere was removed by evacuation and replaced with nitrogen gas, and the palladium removed by filtration through Celite. The filter cake was washed with ethanol (3 x 50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4 x 50 mL), dried (sodium sulfate) and evaporated to provide 13.0 g of the product as a yellow solid (96%). The ester was saponified using sodium hydroxide to provide the acid. The acid was coupled with the bicyclobase according to procedure A. Literature reference: Angell, R. M.; Baldwin, I. R.; Bamborough, P.; Deboeck, N. M.; Longstaff, T.; Swanson, S. W004010995A1 The following acid was prepared using this method: 1,2-Benzisoxazole-3-carboxylic acid.

The chemical industry reduces the impact on the environment during synthesis, 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/63767; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Continuously updated synthesis method about 5-Chloro-3-phenylbenzo[c]isoxazole

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-3-phenylbenzo[c]isoxazole, and friends who are interested can also refer to it.

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 719-64-2,5-Chloro-3-phenylbenzo[c]isoxazole, as follows.719-64-2

That is, using the above conditions, Aldimine 1a (54.7mg, 0.2mmol, 100mol%),[RhCp * Cl2] 2 (3.1mg, 0.005mmol, 2.5mol%), AgSbF6 (6.9mg, 0.02mmol, 10mol%),Then in an oven dried and sealed tube filled with PivOH (10.2mg, 0.1mmol, 50mol%),Under room temperature and air, anthranyl 2a (68.9 mg, 0.3 mmol, 200 mol%) and DMF (1 mL) were added.The reaction mixture was stirred at 120 C. for 6 hours and cooled to room temperature.The reaction mixture was diluted with EtOAc (3 mL) and concentrated in vacuo.The residue was purified by flash column chromatography (n-hexane / EtOAc = 7: 1) to give 3a (48.2 mg) in 73% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-3-phenylbenzo[c]isoxazole, and friends who are interested can also refer to it.

Reference£º
Patent; SUNGKYUNKWAN University Research & Business Foundation; Kim In-su; Kim Hyeong-sik; (41 pag.)KR2020/25255; (2020); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of 36216-80-5

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, Benzo[d]isoxazol-3-amine.

36216-80-5,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.36216-80-5,A new synthetic method of this compound is introduced below.

36216-80-5, EXAMPLE 7 N-[2-(4-Morpholinyl)ethyl]-1,2-benzisoxazol-3-amine To a solution of 3-amino-1,2-benzisoxazole (3.5 g) in N,N-dimethylformamide (DMF) (100 ml) was added sodium hydride (0.8 g) under nitrogen. The reaction was stirred one hour at ambient temperature. A solution of 4-(2-chloroethyl)morpholine (4.0 g) in DMF (50 ml) was added followed by heating to 120 C. for one hour. TLC (5% MeOH/DCM) analysis revealed the absence of starting material. The reaction was quenched with water and extracted with EtOAc. The organic layer was washed with water, dried (MgSO4), and concentrated in vacuo. Flash column chromatography (silica gel) eluding with 1.5-2.5% MeOH/DCM afforded the product (2.5 g), m.p. 79-80 C. ANALYSIS: Calculated for C13 H17 N3 O2: 63.14%C 6.93%H 16.99%N Found: 63.47%C 6.87%H 16.95%N

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, Benzo[d]isoxazol-3-amine.

Reference£º
Patent; Hoechst-Roussel Pharmaceutical Incorporated; US5494908; (1996); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of Benzo[d]isoxazol-3-amine

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, 36216-80-5.

36216-80-5,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. Benzo[d]isoxazol-3-amine,36216-80-5, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of benzo[d]isoxazol-3-amine and a sulfonyl chloride in pyridine (0.5 ml.) was stirred at room temperature for 16 hours. The reaction was concentrated and diluted with 5% aqueous HCI (1 ml.) and sonicated for a minimum of 30 minutes. The resulting precipitate was collected by filtration and a portion of the crude material (50 mg or less) was purified by mass directed preparative HPLC to give the desired product. See Table B for reaction components and amounts used.

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, 36216-80-5.

Reference£º
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Some scientific research about Benzo[d]isoxazol-3-amine

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 36216-80-5 reaction routes.

36216-80-5 A common heterocyclic compound, 36216-80-5,Benzo[d]isoxazol-3-amine, 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.

A mixture of intermediate 3 (0.0025 mol) and triethylamine (0.0025 mol) in CH2C12 (10 ml) was stirred at RT. Phenylacetylchloride (0.0025 mol) was added drop wise and the reaction mixture stirred overnight at RT. The reaction mixture was washed 2 times with H20. The organic layer was separated, dried (MgS04), filtered off and the solvent was evaporated. The residue was crystallized in isopropanol. Yielding 0.210 g compound 5 (yield of 84%), melting point 164C.

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 36216-80-5 reaction routes.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/89753; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics