Category: 132244-31-6

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

Name is 5-Bromobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 132244-31-6, its synthesis route is as follows.

5-bromobenzoxazole (1 g, 5.05 mmol),Boronic acid pinacol ester (1.54g, 6.06mmol),Potassium acetate (1.49 g, 15.15 mmol)And Pd(dppf)Cl2 (184.76 mg, 0.25 mmol)Add the flasks one by one,Under the protection of nitrogen,Dioxane was used as a solvent and stirred at 100 C for 8 h.After cooling to room temperature,Evaporate the solvent under reduced pressure.Column-chromatography separated 1.03 g of a white powder.The yield was 83.4%.

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Sichuan University; Li Linli; Sun Qizheng; Lin Guifeng; Jin Qianting; (94 pag.)CN108503634; (2018); A;,
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 mixture of 5-bromobenzo[Patent; BRISTOL-MYERS SQUIBB COMPANY; DZIERBA, Carolyn Diane; BRONSON, Joanne J.; MACOR, John E.; DASGUPTA, Bireshwar; NARA, Susheel Jethanand; VRUDHULA, Vivekananda M.; PAN, Senliang; HARTZ, Richard A.; RAJAMANI, Ramkumar; (199 pag.)WO2016/22312; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 5-Bromobenzo[d]oxazole, cas is 132244-31-6 its synthesis route is as follows.

General procedure: A 10 mL pressure tube was charged with a mixture of oxazoles or thiazoles 1a-f (1.0 mmol),boronic acids 2a-o (1.0 mmol), FeCl3 (0.05 mmol), 1,10-Phenanthroline (0.1 mmol), DCIB(1.3 mmol), Cs2CO3 (1.5 mmol) and DMF (2 mL). The pressure tube was then sealed andheated at 100 C for 16 h. After completion of the reaction (progress was monitored by TLC;SiO2, Hexane/EtOAc = 9:1), the mixture was diluted with hot ethyl acetate (20 mL) andwater (40 mL) and extracted with ethyl acetate (3 ¡Á 10 mL). The combined organic layer waswashed with brine (2 ¡Á 10 mL) and dried over anhydrous Na2SO4. Solvent was removedunder reduced pressure and the remaining residue was purified by column chromatography over silica gel using hexane / ethyl acetate = 9:1 as an eluent to obtain the desired products3a-v in high yields.

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Vodnala, Nagaraju; Gujjarappa, Raghuram; Kabi, Arup K.; Kumar, Mohan; Beifuss, Uwe; Malakar, Chandi C.; Synlett; vol. 29; 11; (2018); p. 1469 – 1478;,
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.

In the reaction flask, Under argon, a catalyst (9.9 mg, 0.025 mmol, 5 mol%), potassium tert-butoxide (0.0672 g, 0.6 mmol) DMF (3.0 ml), 5-bromobenzoxazole (99.01 mg, 0.5 mmol) was added to the carbon dioxide gas, and the reaction was stirred at 80 C for 18 hours under normal pressure. Cooled to 65 C, methyl iodide (93 mul, 1.5 mmol) was added, The reaction was stirred at 65 C for 1 hour. Cooled to room temperature, the reaction was terminated with deionized water, The reaction product was extracted with ethyl acetate and purified by column chromatography (Using a mixed solvent of ethyl acetate / petroleum ether in a volume ratio of 1:10 as a developing solvent) The yield was 85%.

The chemical industry reduces the impact on the environment during synthesis,132244-31-6,5-Bromobenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Soochow University (Suzhou); Sun Hongmei; Liu Ling; Zhu Fan; Zhou Qiaoyun; (10 pag.)CN106565623; (2017); A;,
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 RBF was added at 0 C, under nitrogen, 4-(methoxycarbonyl) cyclohexanecarboxylic acid (0.484 g, 2.60 mmol), dry DCM (10 mL), dry DMF (0.040 mL, 0.520 mmol), and dropwise oxalyl chloride (0.854 mL, 5.72 mmol). The ice-bath was removed and the mixture was stirred for 45 minutes under nitrogen. The volatiles were removed on the rotovap, the crude oil diluted with dry DCM and evaporation repeated to give crude methyl 4-(chlorocarbonyl)cyclohexanecarboxylate. To a vial was added freshly synthesized methyl 4-(chlorocarbonyl)cyclohexane- carboxylate (2.60 mmol assummed), PhCl (2mL), 5-bromobenzoxazole (257 mg, 1.3 mmol) and potassium carbonate (27.6 mg, 0.200 mmol) in water (0.667 mL). The vial was sealed and the mixture stirred overnight at 140C. The mixture was cooled and volatiles were removed. The crude product was taken up in 1 : 1 ethylacetate/DCM, washed with minimal water, brine, dried over soudium sulfate, filtered, and evaporated. The crude reaction mixture was then taken up in 6 mL of acetonitrile/DMF and purified using a Shimadzu preparative HPLC employing acetonitrile/water/ammonium acetate where solvent A was 5% acetonitrile / 95% water / 10 mM ammonium acetate and solvent B was 5% water / 95% acetonitrile / 10 mM ammonium acetate with a Waters Sunfire 5mupiiota CI 8 30x100mm column at a gradient of 25-100% B and a flow rate of 40 mL/min. over 15 minutes with a 5 minute hold. Methyl 4-(5-bromobenzo[d]oxazol-2-yl)cyclohexanecarboxylate was obtained as a ~1 : 1 mixture of cis and trans isomers by NMR analysis and as a peach colored solid (100.8mgs, 23% yield). The LC/MS data was obtained on a Shimadzu analytical LCMS (ESI+) at 220nm using the following set of conditions: Waters Aquity BEH 1.7muiotaeta C18, 2.1 x 50mm column, with a gradient of 2-98%B (B = 100% HPLC grade acetonitrile/ 0.05% trifluoroacetic acid), (A = 100% HPLC grade water / 0.05% trifiuoroacetic acid), in 2 minutes with a gradient time of 1.5 minute at a flow rate of 0.8 mL/minute. LCMS Rt = 1.334 mia, m/z 337.9 & 339.9 (M + H).

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 5-Bromobenzo[d]oxazole, 132244-31-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; SUN, Li-Qiang; LANGLEY, David R.; ST. LAURENT, Denis R.; SCOLA, Paul Michael; (126 pag.)WO2018/118848; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.

A solution of [5-FORMYL-2-METHOXYBENZENEBORONIC] acid (1 g, 5.6 mmol), 2- methyl-5-bromobenzoxazole (1 g, 4.72 mmol) and [K2CO3] (1.63 g, 11.8 mmol) in ethanol (20 mL) and toluene (40 mL) was degassed prior to addition of Pd [(PH3)] 4 (55 mg, 0.047 mmol). The mixture was refluxed for 20 hours then cooled and filtered through diatomaceous earth. The filtrate was concentrated in vacuo, extracted with ethyl acetate, washed with water and the organic layer dried over sodium sulphate. The crude was purified by column chromatography (heptane/ethyl acetate 7/3 to [6/4)] to give 1.13 g of title compound. [CL5HLLNO3] Mass (calculated): [253]; (found): [[M+H+]] : 254,295. [NMR (400 MHZ, CDC13) : 2.6 (3H, S, CH3) ; 3.95 (3H, S, CH30) ; 7.15 (1H, D, , J = 8 HZ, ARYL-H); 7.55 (1H, D, , J = 8 HZ, ARYL-H); 7.65 (1H, D, , J = 8 HZ, ARYL-H);] 7.85-7. 95 (2H, aryl-H); 8 [(1H,] s, aryl-H); 8.15 [(1H,] s, aryl-H); 10.0 [(1H,] s, CHO).

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; AMGEN INC.; WO2003/99776; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Bromobenzo[d]oxazole, cas is 132244-31-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,132244-31-6

5-bromobenzoxazole (1 g, 5.05 mmol),Boronic acid pinacol ester (1.54g, 6.06mmol),Potassium acetate (1.49 g, 15.15 mmol)And Pd(dppf)Cl2 (184.76 mg, 0.25 mmol)Add the flasks one by one,Under the protection of nitrogen,Dioxane was used as a solvent and stirred at 100 C for 8 h.After cooling to room temperature,Evaporate the solvent under reduced pressure.Column-chromatography separated 1.03 g of a white powder.The yield was 83.4%.

With the rapid development of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]oxazole

Reference£º
Patent; Sichuan University; Li Linli; Sun Qizheng; Lin Guifeng; Jin Qianting; (94 pag.)CN108503634; (2018); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

132244-31-6, 10.0 grams (g) (50.5 millimoles, mmol) of 5-bromobenzo[d]oxazole, 15.4 g (60.6 mmol) of bis(pinacolato)diboron, 2.06 g (2.52 mmol) of PdCl2(dppf)¡¤CH2Cl2, and 14.9 g (152 mmol) of potassium acetate were dissolved in 168 milliliters (mL) of dimethylformamide (DMF), and stirred at a temperature of 100 C. for 20 hours. After the reaction was completed, the reaction product was cooled to room temperature and filtered through silica gel under reduced pressure, and a filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography. The product was recrystallized with dichloromethane (DCM)/n-hexane as an eluent to obtain 8.91 g (yield: 72%) of Intermediate (A). (0346) LC-Mass (calc: 245.12 g/mol, found: M+1=246 g/mol).

The synthetic route of 132244-31-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JUNG, Yongsik; KWON, Eunsuk; MIN, Minsik; BAE, Hyejin; RAI, Virendra Kumar; SON, Jhunmo; Lee, Hasup; KIM, Jongsoo; KIM, Joonghyuk; (340 pag.)US2019/36039; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.,132244-31-6

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), cesium carbonate (325 mg, 1 mmol), silver(I) oxide (229 mg, 1 mmol) and azole substrate (0.5 mmol) in 2 mL DMF, under air, were added. Phenyl acetylene substrate (1 mmol) in DMF (2 mL) was added to the reaction vessel slowly by dropping funnel over 2 h while stirring the reaction mixture on preheated oil bath at 85 C. The reaction was allowed to stir for 6 h at the same temperature. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice coldwater and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

132244-31-6 is used more and more widely, we look forward to future research findings about 5-Bromobenzo[d]oxazole

Reference£º
Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem