Month: May 2021

It is a common heterocyclic compound, the benzisoxazole compound, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7 its synthesis route is as follows.

(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.

651780-27-7, 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.,651780-27-7 ,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
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

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is Benzo[d]isoxazol-3-amine, and cas is 36216-80-5, its synthesis route is as follows.

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, 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.,36216-80-5 ,Benzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

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

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is Benzo[d]isoxazol-3-amine, and cas is 36216-80-5, its synthesis 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%).

36216-80-5, 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.,36216-80-5 ,Benzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

Reference：
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

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

To a stirred solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidine- 4-carboxylic acid (289 mg, 1.00 mmol) and DMF (0.010 mL) in THF (5.0 mL) was added oxalyl chloride (0.174 mL, 2.00 mmol) dropwise at 0 C. After stirring at room temperature for 1 h, the solvent was concentrated in vacuo. To the residue were added THF (5.0 mL), benzo[d]isoxazol-3-amine (134 mg, 1.00 mmol), and pyridine (0.404 mL, 5.00 mmol) at 0 C. The mixture was stirred at room temperature for 1.0 h, and the solvent was concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc), and recrystallized from EtOAc- hexane to give 65a (60.3 mg, 15%) as colorless crystals, mp 204- 205 C. 1H NMR (300 MHz, CDCl3) d: 2.05-2.22 (4H, m), 2.88 (1H, bs), 3.36-3.45 (2H, m), 4.11-4.18 (2H, m), 7.32-7.63 (6H, m), 8.19-8.27 (3H, m), 9.46 (1H, br s). Analytical HPLC showed 97.4% purity.

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 reaction routes of Benzo[d]isoxazol-3-amine, 36216-80-5

Reference：
Article; Kono, Mitsunori; Matsumoto, Takahiro; Kawamura, Toru; Nishimura, Atsushi; Kiyota, Yoshihiro; Oki, Hideyuki; Miyazaki, Junichi; Igaki, Shigeru; Behnke, Craig A.; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 21; 1; (2013); p. 28 – 41;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is 5-Chloro-3-phenylbenzo[c]isoxazole, and cas is 719-64-2, its synthesis 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, 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.,719-64-2 ,5-Chloro-3-phenylbenzo[c]isoxazole, other downstream synthetic routes, hurry up and to see

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

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is 5-Methylbenzo[d]isoxazol-3-amine, and cas is 89976-56-7, its synthesis route is as follows.

A mixture of 5-methylbenzo[d]isoxazol-3-amine (1.48 g, 10 mmol, 1.0 eq.), B0C2O (6.54 g, 30 mmol, 3.0 eq.), DMAP (122 mg, 1.0 mmol, 0.1 eq.), TEA (4.2 mL, 30 mmol, 3.0eq.) in DCM (30 mL) was refluxed for 18 h. The mixture was washed with water (30 mL X 2), dried over anhydrous Na2SC>4 and concentrated. The residue was purified via flash chromatography (PE/EA/DCM = 1/20/1-1/7/1, v/v/v) to afford tert-butyl [(tert- butoxy)-N-(5-methylbenz (3.2 g, 92%).

89976-56-7, 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.,89976-56-7 ,5-Methylbenzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Name is Benzo[d]isoxazol-5-amine, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 239097-74-6, its synthesis route is as follows.

To a suspension of intermediate ester (105 mg, 0.340 mmol) in DMF (0.5 mL) was added a solution of 1,2-benoxazol-5-amine (46 mg, 0.340 mmol) in DMF (0.5 mL). The reaction mixture was stirred at room temperature for 2 hours until the reaction was complete, and quenched with the addition of TFA (5 drops). The precipitated solid was collected by filtration, suspended in DCM, basified with saturated NaHCO3 to pH ~8. The aqueous layer was extracted with DCM, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by trituration in DCM/Et2O, collected by filtration, and dried in vacuo to give the title compound (50 mg, 48%) as a yellow solid.1H NMR (400 MHz, CDCl3): delta 10.05 (s, 1H), 8.72 (s, 1H), 8.55 (s, 1H), 8.07 (s, 1H), 7.68 (dd, J = 6.8 Hz, 1.6 Hz, 1H), 7.59 (d, J = 6.8 Hz, 1H), 6.59 (s, 1H), 2.71 (s, 3H), 2.70 (s, 3H). LC-MS m/z: 308.1 [M+H+]. HPLC Purity (214 nm): 98%; tR = 8.38 min.

239097-74-6, 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.,239097-74-6 ,Benzo[d]isoxazol-5-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (134 pag.)WO2016/73889; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

37924-85-9, 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. 3-(Bromomethyl)benzo[d]isoxazole, cas is 37924-85-9,the Benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : A mixture of tert-butyl methyl((25′)-l-oxo-l-(4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)propan-2-yl)carbamate (156 mg, 360 muetaiotaomicron), 3-(bromomethyl)benzo[d]isoxazole (83.9 mg, 396 muetaiotaomicron), Cs2C03 (141 mg, 432 muetaiotaomicron) and Nal (64.7 mg, 432 muiotaetaomicron) in DMF (900 mu) was stirred at RT for 18 h, diluted with EtOAc, washed with H20, brine, dried over Na2S04, filtered, and the filtrate concentrated to give a residue that was purified by silica gel chromatography. The resulting material was purified by supercritical fluid chromatography (SFC) to provide tert-butyl (5)-l-((5)-5-(benzo[ ]isoxazol-3-ylmethyl)-4- oxo-2′,3^4,5,5^6′-hexahydro-3H-spiro|enzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)-l- oxopropan-2-yl(methyl)carbamate (54.5 mg, 27 %) as a white foam.

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 reaction routes of 3-(Bromomethyl)benzo[d]isoxazole, 37924-85-9

Referenceï¼?br>Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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

Synthesis of N-(3-methyl-benzo[d]isozazol-5-yl)-4-propyl- benzenesulfonamide, STX875 (KRB01028) :; To a solution of 4n-propylbenzenesulphonyl chloride (124 mg, 0.567 mmol) in dichloromethane (3 rnL) was added pyridine (110 pL, 1.35 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-3-methyl-1, 2-benzisoxazole (80 mg, 0.54 mmol) was added. The resulting mixture was stirred for 3 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 pale pink solid (150 mg, 84%), single spot at Rf 0.62 (1: 1 hexane: ethyl acetate). mp 119.5-120. 0C, HPLC purity 99+% (tR 2.29 min in 10% water-acetonitrile). 1H NMR (CDCI3) : No. 7.57 (2H, d, J=8.4 Hz), 7.40 (1H, d, J=2.2 Hz), 7.37 (1H, d, J=8.8 Hz), 7.20 (2H, d, J=8.4 Hz), 7.10 (1H, dd, J=8.8, 2.2 Hz), 6.71 (1H, s, N-/d), 2.59 (2H, t, J=7.5 Hz), 2.51 (3H, s), 1.59 (2H, sextet, J= 7.5 Hz), 0.88 (3H, t, J=7.5 Hz). LCMS: 314.07 (M- CH3). FAB-MS (MH+, Ci7HisN203S) : calcd 331.1116, found 331.1117

The chemical industry reduces the impact on the environment during synthesis,851768-35-9,5-Amino-3-methylbenzo[d]isoxazole,I believe this compound will play a more active role in future production and life.

Referenceï¼?br>Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7, 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. Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7,the Benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

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.

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 reaction routes of Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, 651780-27-7

Referenceï¼?br>Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/63767; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics