Tag: M.W:200-300

Name is 6-Bromobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 19932-85-5, its synthesis route is as follows.,19932-85-5

6-Bromo-3H-benzooxazol-2-one (428 mg, 2.0 mmol), bis(pinacolato)diboron (508 mg, 2.0 mmol), tris(dibenzylideneacetone)dipalladium (55 mg, 0.06 mmol), butyldi-1- adamantylphosphine (65 mg, 0.18 mmol), potassium acetate (588 mg, 6.0 mmol) were added into a 10 mL microwave vial containing a magnetic stirrer bar, followed by isopropyl acetate (1.5 mL). The vessel was sealed with a cap under an argon atmosphere, then the resulting mixture was heated to 83 C for 1 hour. After the reaction was completed as monitored by TLC and LC-MS, (i?)-2-(5-bromo-pyridin-3-ylamino)-2-phenyl-acetamide (467 mg, 1.6 mmol), potassium carbonate (662 mg, 4.8 mmol), isopropyl acetate (2 mL) and H20 (0.5 mL) were added into the above mixture. The vessel was sealed with a cap under an argon atmosphere, and then the reaction mixture was heated to 90 C for 40 mins under microwave. The mixture was cooled to room temperature and diluted with water (25 mL), extracted with ethyl acetate (50 mL x 3). The combined organic layers were washed with brine (30 mL), and then dried over anhydrous sodium sulfate, concentrated to give crude title compound. The crude title compound was purified by Prep-HPLC to give 6-[5-((i?)-2-hydroxy-l-phenyl-ethylamino)-pyridin-3-yl]- 3H-benzooxazol-2-one (15 mg).

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/90692; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151230-42-1,6-Bromo-2-methylbenzo[d]oxazole,as a common compound, the synthetic route is as follows.

j00660j To a solution of 6-bromo-2-methylbenzo[djoxazole (0.12 g, 0.55 mmol), compound (R)A-2 (0.10 g, 0.55 mmol), tris(dibenzylideneacetone)dipalladium(0) (51 mg, 0.05 5 mmol) and 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (64 mg, 0.11 mmol) in dioxane (2 mL) under nitrogen at room temperature was added cesium carbonate (0.36 g, 1.1 mmol). The reaction mixture was stirred at 100 C for 2 hours, then filtered and concentrated in vacuo. The residue was purified by prepHPLC [Instrument: GX-A; Column: Phenomenex Gemini C18 250×50 mm, particle size: 10 tm; Mobile phase: 23-53% acetonitrile in H20 (add 0.05% NH3 H20, v/v)j and lyophilized to give:Compound (R)-51 (27 mg, 16% yield) as a yellow solid: cSFC analytical (R) tR=6.239 mm., purity: 97.35%; LCMS (GG): tRl.664 mm., (ES) m/z (M+H)=3 13.2; ?H-NMR(CD3OD, 400 MHz): 7.89 (d, J=1.6 Hz, 1H), 7.45 (d, J=8.8 Hz, 1H), 7.16 (dd, J18.4 Hz, J22.0 Hz, 1H), 3.34 (s, 1H), 3.16-3.06 (m, 3H), 2.91-2.76 (m, 4H), 2.59 (s, 3H), 2.19-2. 14 (m, 1H), 2.04 (s, 1H), 1.79-1.70 (m, 2H), 1.57-1.53 (m, 1H)., 151230-42-1

As the paragraph descriping shows that 151230-42-1 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,19932-85-5

EXAMPLE 121 6-Bromo-3-trityl-3 H-benzooxazol-2-one 6-Bromo-3H-benzooxazol-2-one (0.165 g, 0.77 mmol) was added portionwise into a 0 C. suspension of NaH (44.8 mg, 1 mmol, 55%) in dry DMF (4 ml). After 1 hour stirring at room temperature, a solution of triphenylmethylchloride (0.24 g, 0.85 mmol) in DMF (0.5 ml) was added. The reaction mixture was stirred 1 hour at room temperature then quenched with H2O (15 ml). The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with H2O and brine, dried over Na2SO4 and concentrated to provide 6-bromo-3-trityl-3H-benzooxazol-2-one (0.27 g, 77%) as a beige solid, MS: Mm/e=457.1 (M+H+).

With the rapid development of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Patent; Alanine, Alexander; Buettelmann, Bernd; Neidhart, Marie-Paule H.; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2001/47031; (2001); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.,19932-85-5

The bromo compound R (1.0 g, 4.67 mmol) was taken in an oven-dried RB equipped with magnetic stir-bar and dissolved in anhydrous THF (9 mL). The solution was cooled to -78 C. and MeMgBr (1.8 mL) was added slowly. The mixture was stirred for 45 min and anhydrous THF (37.5 mL) was added slowly to maintain the internal temperature at -50 C. After the solution was cooled back to -78 C., t-BuLi (10.6 mL, 9.8 mmol, 1.6 M in pentane) was added dropwise. Next, DMF (2.2 mL, 28.1 mmol) was added slowly to the yellow solution and the dry-ice bath was removed after 15 min. After 2 h, the reaction was quenched with water and the THF was removed under vacuo on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with 1N HCl (5 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3¡Á5 mL). The organic layers were combined, dried over Na2SO4 and concentrated under vacuo on a rotary evaporator. The crude was first recrystallized from hexanes/ethyl acetate and then purified via gradient silica gel column chromatography using a mixture of hexanes and ethyl acetate (10:1 to 1:1) to obtain the desired aldehyde S as a white solid (500 mg, 66%). 1H NMR (500 MHz, CDCl3): delta 9.85 (s, 1H), 7.66 (dd, J=7.9 Hz, 1.2 Hz, 1H), 7.63 (s, 1H), 7.11 (d, J=7.9 Hz, 1H). 13C NMR (125 MHz, CDCl3): delta 190.9, 155.2, 144.1, 135.9, 131.4, 128.2, 109.6, 109.5

As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Patent; DUTTA, Aloke K.; US2014/309427; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

To a solution of 6-bromo-1,3-benzoxazol-2(3H)-one (250 mg, 1.17 mmol) in anhydrous DMF (2 mL) at 0 C was added NaH (60% dispersion in mineral oil, 51.4 mg, 1.29 mmol) under nitrogen. The reaction mixture was stirred for 20 min. Then the reaction mixture was treated with (2-(chloromethoxy)ethyl)trimethylsilane (0.269 mL, 1.52 mmol) drop wise at 0 C and the resulting mixture was stirred for 1 h. The reaction mixture was warmed to 23 C, diluted with water (5 mL) and extracted with EtOAc. The combined organics were dried (Na2SO4), filtered, concentrated under reduced pressure. Purification (FCC, SiO2, 0 to 30% EtOAc/Hexane) afforded the title compound (383 mg, 95.3%).

19932-85-5, 19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; AMERIKS, Michael K.; (320 pag.)WO2016/176457; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed., 19932-85-5

As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151230-42-1,6-Bromo-2-methylbenzo[d]oxazole,as a common compound, the synthetic route is as follows.

[001255] Part 2: A mixture of 6-bromo-2-methylbenzo[d]oxazole (1.06 g, 5.0 mmol), 4,4,4?,4?,5 ,5 ,5?,5?-octamethyl-2,2?-bi( 1,3 ,2-dioxaborolane) (1.40 g, 5.5 mmol), KOAc (1.47 g, 15 mmol) and Pd(dppf)C12.CH2C12 (122 mg, 0.15 mmol) in dioxane ( 8 mL) was degassed and heated under N2 at 85 C. After 15 hours, the mixture was diluted with EtOAc, filtered through celite and concentrated. The residue was chromatographed to give 2-methyl-6-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzo [d]oxazole as a light orange solid (1 .30 g, 100%), MS m/z 260.4 [M+H].

151230-42-1, As the paragraph descriping shows that 151230-42-1 is playing an increasingly important role.

Reference£º
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; QI, Hongyan; CHOI, Soongyu; DAKKA, Amal; KARP, Gary, Mitchell; NARASIMHAN, Jana; NARYSHKIN, Nikolai; TURPOFF, Anthony, A.; WEETALL, Maria, L.; WELCH, Ellen; WOLL, Matthew, G.; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WO2013/119916; (2013); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 121 6-Bromo-3-trityl-3 H-benzooxazol-2-one 6-Bromo-3H-benzooxazol-2-one (0.165 g, 0.77 mmol) was added portionwise into a 0 C. suspension of NaH (44.8 mg, 1 mmol, 55%) in dry DMF (4 ml). After 1 hour stirring at room temperature, a solution of triphenylmethylchloride (0.24 g, 0.85 mmol) in DMF (0.5 ml) was added. The reaction mixture was stirred 1 hour at room temperature then quenched with H2O (15 ml). The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with H2O and brine, dried over Na2SO4 and concentrated to provide 6-bromo-3-trityl-3H-benzooxazol-2-one (0.27 g, 77%) as a beige solid, MS: Mm/e=457.1 (M+H+).

19932-85-5, The synthetic route of 19932-85-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alanine, Alexander; Buettelmann, Bernd; Neidhart, Marie-Paule H.; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2001/47031; (2001); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one,cas is 19932-85-5, mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

To a solution of 6-bromo-1,3-benzoxazol-2(3H)-one (250 mg, 1.17 mmol) in anhydrous DMF (2 mL) at 0 C was added NaH (60% dispersion in mineral oil, 51.4 mg, 1.29 mmol) under nitrogen. The reaction mixture was stirred for 20 min. Then the reaction mixture was treated with (2-(chloromethoxy)ethyl)trimethylsilane (0.269 mL, 1.52 mmol) drop wise at 0 C and the resulting mixture was stirred for 1 h. The reaction mixture was warmed to 23 C, diluted with water (5 mL) and extracted with EtOAc. The combined organics were dried (Na2SO4), filtered, concentrated under reduced pressure. Purification (FCC, SiO2, 0 to 30% EtOAc/Hexane) afforded the title compound (383 mg, 95.3%).

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; AMERIKS, Michael K.; (320 pag.)WO2016/176457; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of tert-butyl 6-nitro-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1carboxylate (CAS: 438200-95-4) (630 mg, 2.26 mmol), 2-(4-(methylsulfonyl)piperazin-1-ylethanol (CAS: 72388-13-7) (940 mg, 4.52 mmol) and PPh; (11186 mg, 4.52 mmol) in THF (30 mL) under Ar atmosphere at 0 C was added DEAD (984 mg, 5.65 mmol). The reaction mixture was stirred under Ar atmosphere at 50 C overnight. The reaction mixture was diluted with H2,O (50 mL) and extracted with EtOAc (3 X 50 mL). The combined organic extracts were washed with brine (SO mL), dried over anhydrous Na2SOuq,filtered and the filtrate was concentrated. The residue was purified bysilica gel chromatography (PE: EA = 1:1, v/v). The fractions were concentrated. The residue was dissolved in PE/EA(3/1, v/v, 20 mL), stirred at room temperature for 16 h, during which time white precipitate was formed. The mixture was filtered and the filter cake was collected to give intermediate 139 (1.36 g, 59% yield) as a white solid. Intermediates 212, 213, and 214 CHCI salt) were prepared respectively via an analogous reaction protocol as described for the preparation offollowing intermediates in the column ?Method used?, 19932-85-5

19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; DAI, Xuedong; QUEROLLE, Olivier Alexis Georges; KROSKY, Daniel Jason; CAI, Wei; FU, Liqiang; KONG, Linglong; LIU, Yingtao; WAN, Zhao-Kui; HERKERT, Barbara; PANDE, Vineet; EDWARDS, James Patrick; PATRICK, Aaron Nathaniel; ANGIBAUD, Patrick Rene; PONCELET, Virginie Sophie; (488 pag.)WO2019/120209; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem