Heterocyclic Building Blocks-Benzisoxazole

239097-74-6, Benzo[d]isoxazol-5-amine is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of N-benzofdlisoxazol-5-vl-2, 5-dichloro-benzenesulfonamide, STX 920 (KRB01048):; To a solution of 2, 5-dichlorobenzenesulphonyl chloride (192 mg, 0.783 mmol) in dichloromethane (4 mL) was added pyridine (150 uL, 1.86 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-1, 2-benzisoxazole (100 mg, 0.746 mmol) was added. The resulting mixture was stirred for 2 h at room temperature, then saturated NaHCO3 solution (10 mL) was added and the mixture was extracted into ethyl acetate (20 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 (174 mg, 68%), single spot at Rf 0.68 (1: 1 hexane: ethyl acetate). mp 172.9- 173. 6C, HPLC purity 99+% (tR 2.41 min in 10% water-acetonitrile).’H NMR (CDCI3) : 5 8.64 (1H, s), 7.89 (1H, d, J=2.2 Hz), 7.56-7. 28 (5H, m). LCMS: 341.07 (M-). FAB-MS (MH+, C13H8Cl2N2O3S) : calcd 342.9711, found 342.9710.

239097-74-6 Benzo[d]isoxazol-5-amine 18373421, aBenzisoxazole compound, is more and more widely used in various.

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

16263-54-0, 3,6-Dichlorobenzo[d]isoxazole is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzimidazole-2-one (Aldrich, 1.1 g, 7.5 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (1.5 g, 7.5 mmol) and Cs2CO3 (4.8 g, 15 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 stirred in a ice bath for 2 hours. The mixture was then filtered. The solid was washed with water and dried under high vacuum to obtain 2.0 g (93%) of a yellow solid as l-(6-chlorobenzisoxazol-3-yl)benzimidazole-2-one. To a solution of the above product (1.0 g, 3.5 mmol) in DMF (15 ml) was added NaOMe solution in methanol (30% wt/wt, 10 ml). The mixture was heated to 8O0C under vacuum to remove residual methanol and then stirred at 11O0C under nitrogen overnight. The mixture was then cooled to room temperature, diluted with water (50 ml), adjusted to pH 6 with 10% aqueous HCl. The resulting suspension was stirred in an ice bath for 2 hours and filtered. The solid was washed with water and dried in an oven (900C) for 2 hours and then under high vacuum at room temperature for 3 hours to obtain a slightly yellow solid. LC-MS m/e: (M+ 1) = 282

The synthetic route of 16263-54-0 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.828300-70-5,Benzo[d]isoxazol-6-amine,as a common compound, the synthetic route is as follows.

A quantity of 0.13 g (1 mmole) OF BENZO [d] isoxazol-6-ylamine is treated with 0.27 g (1 mmole) of 6, 8-Dibromo-imidazo [1, 2-a] pyrazine in acetonitrile with 3 eq. OF K2C03 AT REFLUX for 16 hrs. The reaction mixture is cooled partitioned between ethyl acetate and water, the organic extracts are dried over anhydrous MGSO4 and evaporated in vacuo to afford Benzo [d] ISOXAZOL-6-YL- (6-BROMO- imidazo [1, 2-A] PYRAZIN-8-YL)-AMINE

As the paragraph descriping shows that 828300-70-5 is playing an increasingly important role.

Reference£º
Patent; CELLULAR GENOMICS, INC.; WO2005/5429; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.

(b) Sodium hydride (50% in mineral oil, 3.4 g, 0.071 mole) is washed free of mineral oil with hexane (3*30 mL) and suspended in dimethylformamide (100 mL). This suspension is well stirred and maintained near room temperature (water bath) during the dropwise addition of a solution of imidazole (4.8 g, 0.071 mole) in dimethylformamide (25 mL). The reaction mixture is stirred at room temperature for 1 hour when 3-bromomethyl-1,2-benzisoxazole (15.0 g, 0.071 mole) is added all at once. The mixture is then heated at 85 C. for 8 hours. The solvent is evaporated in vacuo and the residue is taken up in methylene chloride (200 mL) and washed with water (3*50 mL). The organic solution is dried over anhydrous sodium sulfate, filtered and evaporated to give 3-[(1H-imidazol-1-yl)methyl]-1,2-benzisoxazole, which is purified by recrystallisation from isopropanol, m.p. 52-55 C.

37924-85-9 3-(Bromomethyl)benzo[d]isoxazole 3499189, aBenzisoxazole compound, is more and more widely used in various.

Reference£º
Patent; Ciba-Geigy Corporation; US4859691; (1989); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36216-80-5,Benzo[d]isoxazol-3-amine,as a common compound, the synthetic route is as follows.

Example 149: N-(benzo[d]isoxazol-3-yl)-2,6-dimethoxybenzenesulfonamide 149 A solution of 2,6-dimethoxybenzene-1-sulfonyl chloride I111 (0.088 g, 0.37 mmol) and benzo[d]isoxazol-3-amine (0.050 g, 0.37 mmol) in pyridine (1 ml.) was irradiated in the microwave at 1 10 C for 2 hours, then at 120 C for 2 hours. The reaction mixture was loaded onto silica and purified by column chromatography (12g Si02 cartridge, 0-35 % EtOAc in petroleum benzine 40-60 C) to give the title compound (3.9 mg, 3.1 % yield) as a white solid. NMR (400 MHz, CDCIs) d 8.30 (s, 1H), 8.17 (dt, J = 1.04, 8.15 Hz, 1H), 7.55 – 7.47 (m, 1H), 7.47 – 7.34 (m, 2H), 7.34 – 7.28 (m,1H), 6.60 (d, J = 8.52 Hz, 2H), 3.91 (s, 6H). LCMS-B: rt 3.13 min, m/z = 334.8[M+H]+.

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36216-80-5,Benzo[d]isoxazol-3-amine,as a common compound, the synthetic route is as follows.

Example 4: (R)-l-(Benzo[rf]isoxazol-3-yIcarbamoylmethyl)-3-(l-phenyl- cycloheptanecarbonyloxy)-l-azonia-bicyclo[2.2.2]octane bromide To a mixture of benzo[Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36216-80-5,Benzo[d]isoxazol-3-amine,as a common compound, the synthetic route is as follows.

Under nitrogen benzo [d] isoxazol-3-amine (3.6g, 26.8mmol) was dissolved in chlorosulfonic acid (15.0mL), heated to 60 stirred overnight.Cooled to room temperature, ice water (20 mL), suction filtered, the filter cake was dried at 60 deg.] C under vacuum to give a white solid (5.0g, 87%).

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

Reference£º
Patent; Guangdong East sunshine Pharmaceutical Co; Zuo, Yinglin; Zheng, Jinfu; Wen, Liang; Zhang, Min; Wu, Shoutao; Yuan, Xiaofeng; Lin, Runfeng; Wang, Xiaojun; Zhang, Yingjun; (27 pag.)CN104530046; (2016); B;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.

(2) Take 10.0g of intermediate (II) into a three-necked bottle.50ml ethanol, 4.8g iron powder,After refluxing for 0.5 h, 1 ml of sulfuric acid (6 mol/L) was added dropwise.After the completion of the dropwise addition, the reaction was refluxed for 1 h.After the reaction is completed, a NaOH solution is added to adjust the pH to 8,Cool down to 50 C, add 0.2g activated carbon,Reflux for 0.5h,Thermal filtration into the crystallization bottle, cooling and crystallization,Ethanol washing, drying to obtain intermediate (III) 9.60g, The yield is 95.1%.The melting point is 96.3-98.2 C.

The synthetic route of 719-64-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Qilu Tianhe Huishi Pharmaceutical Co., Ltd.; Yuwen Li; Guan Qinghua; Zhao Xudong; Li Baoyong; (6 pag.)CN108250091; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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

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