Simple exploration of 719-64-2

719-64-2 5-Chloro-3-phenylbenzo[c]isoxazole 347291, aBenzisoxazole compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-64-2,5-Chloro-3-phenylbenzo[c]isoxazole,as a common compound, the synthetic route is as follows.

(3) 5-Chloro-3-phenyl-2,1 benzisoxazole,Iron powder,The concentration of 95% ethanol,Heat reflux at 35C for 30 minutes,Then, ethanol was added dropwise to the system.among them,The volume ratio of hydrochloric acid to ethanol is 1:5.After refluxing, reflux at 35C for 2 hours.Sodium hydroxide solution was added dropwise to adjust the pH of the system to 7,Add activated carbon to the systemContinue refluxing for 20 minutes,filter,The filter residue is vacuum dried at 50C for 4 hours.among them,5-chloro-3-phenyl-2,1benzoxazole,Iron powder,95% ethanol,Ethanol solution of hydrochloric acid,The mass ratio of activated carbon is 2:1.2:15:2:0.2,That is, 2-amino-5-chlorobenzophenone is obtained.

719-64-2 5-Chloro-3-phenylbenzo[c]isoxazole 347291, aBenzisoxazole compound, is more and more widely used in various.

Reference£º
Patent; Shanxi Jujiehan Chemical Co., Ltd.; Li Changying; (5 pag.)CN107698454; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Analyzing the synthesis route of 36216-80-5

The synthetic route of 36216-80-5 has been constantly updated, and we look forward to future research findings.

36216-80-5, Benzo[d]isoxazol-3-amine is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

The synthetic route of 36216-80-5 has been constantly updated, and we look forward to future research findings.

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

Brief introduction of 28691-49-8

The synthetic route of 28691-49-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28691-49-8,6-Chlorobenzo[d]isoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 54 (6-Chlorobenzo[d]isoxazol-3-yl)(2-methyl-3-phenyl-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)methanone To a solution of 6-chlorobenzo[d]isoxazole-3-carboxylic acid (52 mg, 0.263 mmol) in dichloromethane (600 muL) was added N,N-dimethylformamide (10 muL, 0.13 mmol, 0.948 g/mL) and oxalyl chloride (25 muL, 0.287 mmol, 1.45 g/mL) at 0 C. The reaction mixture was stirred at 0 C. for 5 min. To the reaction mixture was added 2-methyl-3-phenyl-4,5,6,7-tetrahydropyrazolo[3,4-c]pyridine, Intermediate 1 (55 mg, 0.258 mmol) at 0 C. The reaction mixture was allowed to warm to room temperature and stirred for 18 h. The reaction mixture was diluted with water (2 mL) and extracted with ethyl acetate (2*5 mL). The combined organic layers were washed with 10% potassium bisulfate (1*5 mL), 1 M sodium carbonate (1*5 mL) and brine (1*5 mL), dried over magnesium sulfate, filtered and evaporated. The residue was purified by reverse phase HPLC to afford the title compound (14 mg, 0.036 mmol, 13%) as an off-white powder. MS (ESI): mass calcd. for C21H17ClN4O2, 392.1; m/z found, 393.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.15-8.12 (m, 1H), 7.96 (d, J=8.5 Hz, 1H), 7.58-7.42 (m, 6H), 4.86 (s, 2H), 3.88-3.83 (m, 2H), 3.79 (s, 3H), 2.67-2.60 (m, 2H).

The synthetic route of 28691-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Chen, Gang; Huang, Chaofeng; Laforteza, Brian Ngo; Ravula, Suchitra; Southgate, Emma Helen; Zhang, Wei; US2020/102303; (2020); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

New learning discoveries about 851768-35-9

As the paragraph descriping shows that 851768-35-9 is playing an increasingly important role.

851768-35-9, 5-Amino-3-methylbenzo[d]isoxazole is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 851768-35-9 is playing an increasingly important role.

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

Brief introduction of 37924-85-9

The synthetic route of 37924-85-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37924-85-9,3-(Bromomethyl)benzo[d]isoxazole,as a common compound, the synthetic route is as follows.

EXAMPLE 18A mixture of 18a (20 mg, 0.060 mmol), 18b (12.7 mg, 0.060 mmol), and potassium carbonate (24.8 mg, 0.18 mmol) in DMF (1 ml) was heated at 50 C for 2h. The reaction solution was purified on RP-HPLC using 10-100% acetonitrile (0.05%TFA) to give 18 as the TFA salt.’HNMR (acetonitrile-d3, 500 MHz) delta = 8.047-8.031 (dd, J = 8.1Hz, IH), 7.738-7.723 (m, 2H), 7.503-7.452 (m, IH), 7.448 (s, IH), 7.399-7.321 (m, 5H), 7.067-7.052 (dd, J – 7.5Hz, IH), 6.173 (s, IH), 4.755 (s, 2H), 3.736-3.701(m, 2H), 3.550-3.450 (m, 2H), 2.800-2.745 (m5 IH), 2.4Gamma3- 2.404 (m, IH), 2.141-2.1 10 (m, IH), 2.036-2.001 (m IH); m z: calcd. for C26H22Cl2N202:465.37; found [M+H+]: 465.00; 466.94.

The synthetic route of 37924-85-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DING, FA-Xiang; JIANG, Jinlong; SHEN, Dong-Ming; SHEN, Hong; SHI, Zhi-Cai; WO2011/137024; (2011); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Downstream synthetic route of 16263-54-0

As the paragraph descriping shows that 16263-54-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16263-54-0,3,6-Dichlorobenzo[d]isoxazole,as a common compound, the synthetic route is as follows.

To a solution of l-Boc-5-trifluoromethoxybenzimidazole-2-one (5 g, 15.7 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (3.0 g, 15.7 mmol) and Cs2CO3 (11 g, 31.4 mmol). The suspension was heated to 15O0C in an oil bath and stirred overnight. The mixture was then cooled to room temperature, diluted with water (30 ml) and extracted with ethyl acetate (2×20 ml). The organic extracts were combined, dried over anhydrous Mg2SO4, and concentrated to dryness. The residue was purified by silica gel column chromatography using hexane/ethyl acetate (4:1) as solvent system. Fractions containing earlier eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-5- trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.54 (d, J=8.5, IH), 7.14 (d, J=8.5, IH), 7.13 (s, IH). Fractions containing later eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-6-trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.66 (brs, IH), 7.54 (d, J=8.5, IH), 7.13 (brs, IH).

As the paragraph descriping shows that 16263-54-0 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

New learning discoveries about 36216-80-5

As the paragraph descriping shows that 36216-80-5 is playing an increasingly important role.

36216-80-5, Benzo[d]isoxazol-3-amine is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzisoxazole-3-amine 2 (2.68 g, 20 mmol) was dissolved in water (25 ml) and concentrated HCl (12.5 ml) under vigorous stirring in an ice/water bath. A freshly prepared, ice-cold solution of NaNO2 (1.4 g, 20 mmol) in water (10 ml) was added drop wise to the reaction mixture by keeping the internal temperature between 0 to 5 C. After the completion of addition, the reaction mixture was stirred for an additional 10 min. A freshly prepared solution of sodium azide (1.3 g, 20 mmol) in water (10 ml) was added drop wise to the reaction mixture via an additional funnel while keeping the internal temperature of the reaction mixture below 5 C. Upon complete addition of the sodium azide solution, the reaction mixture was stirred for an additional 20-30 min at 0 C, followed by stirring at room temperature for another 3 h. The reaction mixture was extracted with ethyl acetate EtOAc (25 ml) three times. The combined organic layer was washed with water (25 ml) and brine (25 ml), dried over anhydrous sodium sulphate and concentrated under reduced pressure to get crude benzisoxazole-3-azide 3, which was purified by column chromatography over silica gel (60-120 mesh) using hexane/EtOAc (8:2) as eluent. The pure benzisoxazole-3-azide 3 was stored at 2-5 C in the refrigerator.

As the paragraph descriping shows that 36216-80-5 is playing an increasingly important role.

Reference£º
Article; Ashwini, Nanjundaswamy; Garg, Manoj; Mohan, Chakrabhavi Dhananjaya; Fuchs, Julian E.; Rangappa, Shobith; Anusha, Sebastian; Swaroop, Toreshettahally Ramesh; Rakesh, Kodagahalli S.; Kanojia, Deepika; Madan, Vikas; Bender, Andreas; Koeffler, H. Phillip; Basappa; Rangappa, Kanchugarakoppal S.; Bioorganic and Medicinal Chemistry; vol. 23; 18; (2015); p. 6157 – 6165;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Analyzing the synthesis route of 36216-80-5

The synthetic route of 36216-80-5 has been constantly updated, and we look forward to future research findings.

36216-80-5, Benzo[d]isoxazol-3-amine is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

The synthetic route of 36216-80-5 has been constantly updated, and we look forward to future research findings.

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

Downstream synthetic route of 651780-27-7

As the paragraph descriping shows that 651780-27-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

20a) Ethyl 6-(4-hydroxyphenyl)-l,2-benzisoxazole-3-carboxylateEthyl 6-bromo-l,2-benzisoxazole-3-carboxylate (0.34 g, 1.26 mmol), (4- hydroxyphenyl)boronic acid (0.21, 1.51 mmol), tetrakis(triphenylphosphine)palladium (0) (0.06 g, 0.05 mmol) and 2 M sodium carbonate (5 mL) in 1 ,2-dimethoxyethane (6 mL) were stirred at 80 0C for 1 hour. The reaction mixture was diluted with water, followed by ethyl acetate. The layers were separated and the ethyl acetate layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford the crude material. The crude material was purified using hexanes: ethyl acetate (0 to 40% ethyl acetate) to afford a mixture of desired product, plus the free acid of the desired product, 6-(4-hydroxyphenyl)-l,2- benzisoxazole-3-carboxylic acid. All the fractions were combined and concentrated.

As the paragraph descriping shows that 651780-27-7 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157270; (2008); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Downstream synthetic route of 89976-56-7

As the paragraph descriping shows that 89976-56-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89976-56-7,5-Methylbenzo[d]isoxazol-3-amine,as a common compound, the synthetic route is as follows.

To a solution of 5-methyl-benzo[d]isoxazol-3-ylamine (4.6 g) in anhydrous DCM (50 mL) was slowly added a solution of (Boc)2O in anhydrous DCM (50 mL) and 50 mg of DMAP. After refluxing overnight, TLC showed complete reaction. LCMS/ELSD showed formation of the desired product (M+H: 349.2). The reaction was quenched with aqueous sodium carbonate (1 M, 50 mL) and stirred for 1 hr at room temperature. The organic layer was dried over anhydrous sodium sulfate. After rotary evaporation of most solvent, the concentrated solution was loaded onto a 50 g ISOLUTE silica cartridge and eluted with EtOAc/Hexane (from 1:10 to 1:2). Rotary evaporation of solvent provided a light yellow solid. Trituration with EtOAc/Hexane (1:9) provided a white solid (4.56 g). 1H-NMR (300 MHz, CDCl3) delta 7.47 (d, 1H), 7.40 (d, 1H), 7.37 (s, 1H), 2.48 (s, 3H), 1.41 (s, 18H). LC/MS (ESI): M+H+ 349.2.

As the paragraph descriping shows that 89976-56-7 is playing an increasingly important role.

Reference£º
Patent; Player, Mark R.; Lu, Tianbao; Hu, Huaping; Zhu, Xizhen; Teleha, Christopher; Kreutter, Kevin; US2007/225282; (2007); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics