Tag: 132244-31-6

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

To a solution of 5-bromobenzo[d]oxazole (1.2 g, 6.06 mmol, 1 eq.) in DMF (10 mL) was added 5-(4,4,5,5-Bis(pinacolato)diboron (1.68 g, 1.66 mmol, 1.1 eq.), KOAc (1.7 g, 18.09 mmol, 3 eq.), and PdCl2(dppf)?DCM complex (247 mg, 0.23 mmol, 0.05 eq.). The reaction mixture was deoxygenated with N2 and the reaction mixture was stirred at 80 C. for 18 h. The progress of the reaction was monitored by LCMS The reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with ethyl acetate (2*50 mL). Combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. Removal of solvent under reduced pressure gave crude which was purified by flash chromatography(0-100% Hexane-EtOAc) to afford 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (0.900 g, 60%) as off white solid. LCMS: 245, 247 [M+1]+

With the rapid development of chemical substances, we look forward to future research findings about 132244-31-6

Reference£º
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (120 pag.)US2019/23666; (2019); 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

General procedure: An oven-dried 10 mL reaction vial equipped with a stir bar was charged with azole heterocycles (1, 0.2 mmol, 1.0 equiv) and alkenyl bromides (2, 0.30 mmol, 1.5 equiv) in a glove box under a nitrogen atmosphere. A solution of catalytic Pd2(dba)3 (9.15 mg, 0.01 mmol, 5 mol%) and NiXantphos (11.03 mg, 0.02 mmol, 10 mol%) was stirred in 1 mL of dry tetrahydrofuran (THF) for 2 h at room temperature. Then, t-BuONa (57.7 mg, 0.6 mmol, 3.0 equiv) and reagent mixed with catalyst were added to the reaction mixture. And thenthe vial was capped. According to the temperature requirements for different products, some vials were stirred in the glove box for 24 h, but others were removed from the glove box, and stirred for 24 h at 70 or 150 . The reaction mixture was quenched with three drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of silica. The pad was rinsed with ethyl acetate (15-25 mL), and the combined solutions were concentrated in vacuo. The crude material was loaded onto a deactivated silica gel column and purified by flash chromatography to afford the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 132244-31-6

Reference£º
Article; Yao, Yun-Xin; Fang, Dong-Mei; Gao, Feng; Liang, Xiao-Xia; Tetrahedron Letters; vol. 60; 1; (2019); p. 68 – 71;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 132244-31-6 is playing an increasingly important role.

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, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

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.

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).

132244-31-6 5-Bromobenzo[d]oxazole 21749504, abenzoxazole compound, is more and more widely used in various.

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

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.

General procedure: A 25 mL flame-dried Schlenk tube was charged with the1-(pyrimid-2-yl)-1H-indoles 1 (0.25 mmol), 1,3-azoles2 (0.75 mmol), [RhCp*Cl2]2 (3.9 mg, 2.5 mol%), AgSbF6(8.6 mg, 10 mol%), pivalic acid (PivOH,51 mg, 0.50 mmol), Ag2CO3 (6.9 mg, 10 mol%), and DCB(1.0 mL). The tube was sealed under an O2 atmosphere.The reaction mixture was stirred vigorously and heated at140 C for 24 h, and then cooled to ambient temperature.The final reaction mixture was diluted with 10-20 mL ofCH2Cl2, filtered through a Celite pad to remove insolublesalts, and then washed with 10-20 mL of CH2Cl2. Thecombined CH2Cl2 extracts were concentrated in a vacuumevaporator and the crude product was purified by flashcolumn chromatography on silica gel (petroleum ether/ethylacetate=3/1, v/v) to give the desired product 3 or 4.

As the paragraph descriping shows that 132244-31-6 is playing an increasingly important role.

Reference£º
Article; Wang, Yan; Lan, Jingbo; Science China Chemistry; vol. 61; 2; (2018); p. 200 – 205;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 100 mL round bottom was added 5-bromobenzoxazole (1.06 g, 5.35 mmol), 4-formylphenyl boronic acid (883 mg, 5.89 mmol), bistriphenylphosphine palladium chloride (350 mg, 0.5 mmol), potassium phosphate (3.4 g, 6.05 mmol) and DME/H2O (3/1, 20 mL). The reaction mixture was stirred at 80 degrees C. overnight, filtered through celite and diluted with ethyl acetate. The organic layer was washed with saturated bicarbonate solution and then brine and was dried with MgSO4. The mixture was concentrated and purified on silica gel column (40 g) using a gradient of hexanes and 40% ethyl acetate/hexanes to afford 4-(1,3-benzoxazol-5-yl)benzaldehyde.LC/MS: (M+1) 224.03, 2.20 min (LC/MS Method A).

As the paragraph descriping shows that 132244-31-6 is playing an increasingly important role.

Reference£º
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A reaction vessel was charged with acetic acid (2.016 mmol) and TBHP (70% inwater, 1.008 mmol) in acetonitrile (2 mL). After the addition of [Bpy]I (0.1008 mmol),benzoxazole (0.672 mmol) and secondary amines (1.344 mmol) were added. Then thereaction mixture was stirred at room temperature for 3.5 hours. After the reactionfinished, the mixture was extracted with dichloromethane (5 ¡Á 10 mL), and thecombined organic phases were dried over anhydrous Na2SO4. The solvent wasevaporated under vacuo, and the crude residue was purified by columnchromatography on silica gel. Aqueous phase was dried in a vacuum evaporator torecover the ionic liquid and directly reused in subsequent runs.

132244-31-6 5-Bromobenzo[d]oxazole 21749504, abenzoxazole compound, is more and more widely used in various.

Reference£º
Article; Zhou, Ya; Liu, Zhiqing; Yuan, Tingting; Huang, Jianbin; Liu, Chenjiang; Molecules; vol. 22; 4; (2017);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried 10 mL reaction vial equipped with a stir bar was charged with azole heterocycles (1, 0.2 mmol, 1.0 equiv) and alkenyl bromides (2, 0.30 mmol, 1.5 equiv) in a glove box under a nitrogen atmosphere. A solution of catalytic Pd2(dba)3 (9.15 mg, 0.01 mmol, 5 mol%) and NiXantphos (11.03 mg, 0.02 mmol, 10 mol%) was stirred in 1 mL of dry tetrahydrofuran (THF) for 2 h at room temperature. Then, t-BuONa (57.7 mg, 0.6 mmol, 3.0 equiv) and reagent mixed with catalyst were added to the reaction mixture. And thenthe vial was capped. According to the temperature requirements for different products, some vials were stirred in the glove box for 24 h, but others were removed from the glove box, and stirred for 24 h at 70 or 150 . The reaction mixture was quenched with three drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of silica. The pad was rinsed with ethyl acetate (15-25 mL), and the combined solutions were concentrated in vacuo. The crude material was loaded onto a deactivated silica gel column and purified by flash chromatography to afford the desired product.

As the paragraph descriping shows that 132244-31-6 is playing an increasingly important role.

Reference£º
Article; Yao, Yun-Xin; Fang, Dong-Mei; Gao, Feng; Liang, Xiao-Xia; Tetrahedron Letters; vol. 60; 1; (2019); p. 68 – 71;,
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.

To a well stirred solution of 5-bromobenzo[JJoxazole (2.5 g, 12.6 mmol) in dry THF (25 mL) was added, 1M LiHMDS solution in THF (20.2 mL, 20.2 mmol) at -40 C dropwise and the mixture was stirred for 20 mins. To this, ethyl carbonocyanidate (1.9 g, 18.9 mmol) dissolved in THF (10 mL) was added slowly so as to attain a temperature of 0 C over a period of 1.5 h. It was again cooled to -40 C and aq. NH4C1 solution was added. The crude product was then extracted with Ethyl acetate (2 X 100 mL), dried, concentrated and purified by column chromatography to give titled compound (0.6 g, 17.6%) as pale yellow oil.

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

Reference£º
Patent; LUPIN LIMITED; MADAN, Sachin; TALE, Prashant, Vitthalrao; ZADE, Seema, Prabhakar; PATIL, Amolsing, Dattu; KULKARNI, Sanjeev, Anant; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2015/162538; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem