Day: May 24, 2021

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Chloro-6-fluorobenzo[d]oxazole, and cas is 153403-53-3, its synthesis route is as follows.

Example 66: N-[(/5,25)-2-[(6-Fluoro-l<3-benzoxazol-2-vl)amino1cvclopentyl1-2<6- dimethoxybenzamide To a solution of N-((iS,2S)-2-aminocyclopentyl)-2,6-dimethoxybenzamide hydrochloride (Intermediate 11, 100 mg, 0.332 mmol) in dry DMSO (1 ml) was added 2-chloro-6- fluoro-l,3-benzoxazole (57 mg, 0.332 mmol) and DIPEA (0.17 ml, 0.997 mmol). The reaction was irradiated under microwave conditions at 150 C for 8 hours and, upon cooling, was partitioned between ethyl acetate and water. The organic portion was washed with water and brine, dried (magnesium sulfate), filtered and concentrated in vacuo. The crude product was purified by reverse phase preparative HPLC (acetonitrile / water containing 0.1% ammonia) to afford the title compound.1H NMR (DMSO-i/6) delta ppm 1.47 - 1.75 (m, 4 H), 1.95 - 2.12 (m, 2 H), 3.57 (s, 6 H), 4.01 - 4.07 (m, 1 H), 4.23 - 4.30 ( m, 1 H), 6.57 - 6.66 (m, 2 H), 6.87 - 7.02 (m, 1 H), 7.13 - 7.26 (m, 2 H), 7.33 - 7.44 (m, 1 H), 7.92 - 8.20 (m, 2 H)MS ES+: 400 153403-53-3, 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.,153403-53-3 ,2-Chloro-6-fluorobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2382-96-9, 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. Benzo[d]oxazole-2-thiol, cas is 2382-96-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 16 Preparation of 2-[5-(N-(1H-benzoxazol-2-yl)-N-heptylamino)pentyl]thio-4,5-diphenyl-1H-imidazole Method A, Part A. A solution of 2-mercapto-1H-benzoxazole (5.85 g, 38.7 mmol), methyl iodide (2.70 mL, 43.4 mmol), and potassium carbonate (7.39 g, 53.5 mmol) in tetrahydrofuran (100 mL) was heated to reflux for 18 hours. After stirring at room temperature for an additional 24 hours, the solution was poured into (2*150 mL). The extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated to afford sufficiently pure 2-methylthio-1-H-benzoxazole (6.27 g, 37.9 mmol, 98%) as a pale yellow oil.

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]oxazole-2-thiol, 2382-96-9

Reference：
Patent; The Du Pont Merck Pharmaceutical Company; US5364875; (1994); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 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. 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

[Reference Example 20] (0470) (0471) To the solution of 100 mg of 6-bromobenzo[d]oxazol-2(3H)-one in 1.0 mL of tetrahydrofuran, 57.7 mg of potassium tert-butoxide was added under ice-cooling, and the resultant was stirred under ice-cooling for 10 minutes, followed by addition of 61.1 muL of benzyl bromide. The reaction mixture was stirred at room temperature for 20 minutes and at an external temperature of 50C for two hours, then cooled to room temperature and allowed to stand overnight. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 133 mg of 3-benzyl-6-bromobenzo[d]oxazol-2(3H)-one as a white solid. 1H-NMR (CDCl3) delta: 4.99 (2H, s), 6.55-6.92 (1H, m), 6.98-7.98 (7H, m).

The chemical industry reduces the impact on the environment during synthesis,19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 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-Bromobenzo[d]oxazole, cas is 132244-31-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromobenzo[Patent; IRM LLC; CHE, Jianwei; DING, Qiang; HE, Xiaohui; LIU, Hong; LIU, Yahua; MICHELLYS, Pierre-Yves; OKRAM, Barun; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14795; (2011); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2,5-Dichlorobenzooxazole, and cas is 3621-81-6, its synthesis route is as follows.

Preparation 28/Example 36 Benzyl (2S)-1-(5-chloro-1,3-benzoxazol-2-yl)-2-piperidinecarboxylate STR73 The title compound was prepared by a similar method to Preparation 2 from (2S)-2-[(benzyloxy)carbonyl]piperidinium chloride [see EP 530167 A1 930303] and 2,5-dichloro-1,3-benzoxazole [see J.O.C. (1996), 61(10), 3289-3297].

3621-81-6, 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.,3621-81-6 ,2,5-Dichlorobenzooxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Pfizer Inc; US6166011; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-Benzoxazolinone, cas is 59-49-4 its synthesis route is as follows.

General procedure: Intermediates 10-17 were prepared following literature methods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4mmol), appropriate 1-omega-dibromoalkane (8mmol), potassium carbonate (8mmol) and acetone (10mL) were refluxed for 4h and then allowed to stand at room temperature. The mixture was filtered to eliminate inorganic material and then evaporated under reduced pressure to obtain a residue, which was taken up in water. The solution was extracted with dichloromethane (3×50 mL) and the combined extracts were washed with water, dried, and evaporated. The residue was triturated twice with light petroleum ether 40-60C to give intermediates 10-17 that were used without further purification in the subsequent steps. Analytical and spectral data are reported only for unknown compounds 13 and 17.

59-49-4, 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.,59-49-4 ,2-Benzoxazolinone, other downstream synthetic routes, hurry up and to see

Reference：
Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-2-amine, and cas is 4570-41-6, its synthesis route is as follows.

2-Bromopyridine (1) (lOg, 6.3mmol), benzo[d]oxazol-2-amine (2) (0.871g,6.4mmol), Xantphos (0.366g, 0.63mmol), and Cs2003 (3.09g, 9.4mmol) were combined in dry 1,4-dioxane (l5mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10mm. Pd2(dba)3 (0.289g, 0.31 mmol) was then added and the resulting reaction mixture was heated at 90°C for 30h. It wasthen poured onto demineralized water (200mL), and extracted with EtOAc (3 x lOOmL). The organic phases were combined, dried over Na2SO4, filtered and subsequently evaporated under vacuum. The resulting residue was purified by flash chromatography, eluting with EtOAc/Hexane (1:1) to provide N-(pyridin-2- yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.8g, 60percent).LCMS (ES): Found 212.1 [MH]+.

4570-41-6, 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.,4570-41-6 ,Benzo[d]oxazol-2-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/72714; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-6-amine, and cas is 177492-52-3, its synthesis route is as follows.

Example 208: Preparation of N2-(benzo[d]oxazol-6-yl)-N4-cyclopropyl-5-(trifluoromethyl) pyrimidine-2,4-diamine and 6-((4-(cyclopropylamino)-5-(trifluoromethyl)pyrimidin-2-yl) amino -2,3-dihydrobenzo[d]oxazol-2-ol2-Chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (0.065 g, 0.274 mmol) and benzo[d]oxazol-6-amine (0.037 g, 0.274 mmol) were mixed in Acetic Acid (1 ml). The mixture was microwaved at 130 C for 20 minutes and then concentrated. Added acetone and fdtered the solid. 4 mg of N2-(benzo[d]oxazol-6-yl)-N4-cyclopropyl-5- (trifluoromethyl)pyrimidine-2,4-diamine and 14 mg of 6-((4-(cyclopropylamino)-5- (trifluoromethyl)pyrimidin-2-yl)amino)-2,3-dihydrobenzo[d]oxazol-2-ol were recovered after automated reverse phase chromatography (water-MeCN eluent) on the Filtrate. MS calcd for [C15H12F3N50+H]+: 336.1 1 , found 335.95. MS calcd for [Ci5Hi4F3N502+H]+: 354.12, found 353.90.

177492-52-3, 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.,177492-52-3 ,Benzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 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. 2-Benzoxazolinone, cas is 59-49-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Nitric acid (68%, 5.30 cm3, 80 mmol) cooled to 0-5Cwas added dropwise to a solution of benzoxazolinone (10 mmol) in 20 cm3 of acetic anhydride. The mixture was stirred at 0-5C for 3 h. The precipitate was filtered, washed with cold H2O, dried, and recrystallized from suitable solvent to afford the corresponding nitrobenzoxazolones compounds 3a (67.77%) and 3b (91%).

The chemical industry reduces the impact on the environment during synthesis,59-49-4,2-Benzoxazolinone,I believe this compound will play a more active role in future production and life.

Reference：
Article; Yahia, Wassila; Nacereddine, Abdelmalek Khorief; Seddiki, Khemissi; Liacha, Messaoud; Nippert; Revue Roumaine de Chimie; vol. 60; 9; (2015); p. 853 – 859;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Fluoro-2-methylbenzo[d]oxazole, and cas is 701-16-6, its synthesis route is as follows.

General procedure: The SBOs were prepared by the base-catalysed condensation of the appropriate 5-halogeno-2-methylbenzoxazole with the requisite aromatic aldehyde under phase transfer conditions. In a typical experiment, equimolar quantities (5 mmol) of the starting materials were dissolved in dichloromethane (20-50 ml) in the presence of benzyltriethylammonium chloride (3 mmol) and stirred magnetically under a nitrogen atmosphere as an aqueous solution of sodium hydroxide (50%, w/v, 5 ml) was added dropwise over a period of 10 min. After being stirred for 2-36 h until analytical thin layer chromatography indicated that the reaction was complete, the mixture was diluted with water (50 ml) and the SBO was extracted with dichloromethane (3×20 ml), dried (MgSO4), filtered, evaporated under reduced pressure and recrystallized from aqueous methanol or ethanol.

701-16-6, 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.,701-16-6 ,5-Fluoro-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Article; Ayrton, Stephen T.; Panova, Jekaterina; Michalik, Adam R.; Martin, William H.C.; Gallagher, Richard T.; Bowen, Richard D.; International Journal of Mass Spectrometry; vol. 345-347; (2013); p. 120 – 131;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem