Heterocyclic Building Blocks-Benzoxazole

Name is Methyl benzo[d]oxazole-4-carboxylate, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 128156-54-7, its synthesis route is as follows.

Example compound obtained in 56-2 (500 mg, 2.82 mmol) in tetrahydrofuran (10 ml), and ethanol (10 ml) solution of calcium chloride (626 mg, 5.64 mmol) was added dissolved at 0 . Sodium borohydride (427 mg, 11.29 mmol) was added and the mixture was stirred for 2 hours at room temperature. After completion of the reaction, 1mol / l hydrochloric acid was added, and the mixture was extracted with ethyl acetate. Dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane / ethyl acetate) to give the title compound (154 mg, 37%).

128156-54-7, 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.,128156-54-7 ,Methyl benzo[d]oxazole-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Yakult Honsha Co., Ltd.; University of Occupational and Environmental Health; Ono, Masahiro; Kobayashi, Tsuneyuki; Yamazaki, Ryuta; Haibara, Hirotake; Nishiyama, Yukiko; Hokkyo, Atsuko; Nishiyama, Hiroyuki; Kurita, Akinobu; Matsuzaki, Ken; Kono, Kimitoshi; Izumi, Hiroto; (215 pag.)JP2016/124812; (2016); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

701-16-6, 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-Fluoro-2-methylbenzo[d]oxazole, cas is 701-16-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

[0398] To a stirred mixture of Comp-50c (0.2 g, 1.32 mmol) in THF (20 mL) was added solution of i-BuOK (2 mL, 1 M in THF) at 0 C. Comp-8b(0.26 g, 1.32 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 2 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 (5 mL) and extracted with EtOAc (50 mL X 2). The organic layer was washed with brine, separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude obtained was purified by column chromatography (silica, 100-200 mesh, 10-20% EtOAc in hexane) to afford (E)-2-(2-(2,5-dimethyl-l-phenyl-lH-pyrrol-3-yl)vinyl)- 5-fluorobenzo|d]oxazole (47, 0.04 g, 10%) as a yellow solid. (0698) [0399] HPLC purity : 99.79% (0699) [0400] MS(ESI) m/e [M+H]+ Rt %: 333.0/2.32/95.5% (0700) [0401] 1H NMR (400 MHz, CD() delta 1.99 – 2.04 (m, 3 H), 2.12 – 2.17 (m, 3 H), 6.21 – 6.30 (m, 1 H), 6.57 – 6.64 (m, 1 H), 6.92 – 7.00 (m, 1 H), 7.16 – 7.22 (m, 2 H), 7.33 – 7.40 (m, 1 H), 7.41 – 7.53 (m, 3 H) 7.61 – 7.90 (m, 2 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-Fluoro-2-methylbenzo[d]oxazole, 701-16-6

Reference：
Patent; ALPINE ANDROSCIENCES, INC.; PATIL, Santhosh N.; SARMA, Bugga VNBS; (148 pag.)WO2019/152731; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, 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. Benzo[d]oxazol-2-amine, cas is 4570-41-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

2-Bromopyridine (1 ) (1 .0g, 6.3mmol), benzo[d]oxazol-2-amine (2) (0.871 g, 6.4mmol), Xantphos (0.37g, 0.63mmol), and Cs2C03 (3.09g, 9.4mmol) were combined in dry 1 ,4-dioxane (15mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.289g, 0.31 mmol) was then added and the resulting reaction mixture was heated at 90°C for 30h. It was then poured onto demineralized water (200ml_), and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography 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 [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 Benzo[d]oxazol-2-amine, 4570-41-6

Reference：
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; WHALE, Andrew David; (145 pag.)WO2017/29514; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

177492-52-3, 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]oxazol-6-amine, cas is 177492-52-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 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 Benzo[d]oxazol-6-amine, 177492-52-3

Reference：
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Benzoxazolinone, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 59-49-4, its synthesis route is as follows.

K2CO3(9.2 g, 66.6 mmol) and 1,4-dibromobutane (21.0 mL, 177.6 mmol) were added, under stirring, to a solution of benzo[d]oxazol-2(3H)-one (3.0 g, 22.2 mmol) in anhydrous DMF (30 mL). The reaction mixture was heated at 60 C for 3 h. After cooling, the reaction mixture was poured into 100 mL water and extracted with ethyl acetate (3 x 70 mL). The combined organic layers were washed with saturated aqueous NaCl and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by flash column chromatography (SiO2) using hexane/ethyl acetate (8:2) as eluent to give 3.6 g (62%) of 2e as a white solid.

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; Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3248 – 3259;,
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: 2 wt% DL-alpha-Tocopherolmethoxypolyeneglycol succinate solution (1.5 mL) was added to a mixture of 5-methoxycarbonylbenzofuran-2-MIDA boronate (200 mg, 0.604 mmol), (dtbpf)PdCl2 (32 mg, 0.048 mmol) and bromobenzene (95 mg, 0.604 mmol) under N2. Et3N (0.25 mL, 1.81 mmol) was added to thesuspension under N2. The reaction mixture was vigorously stirred at 40 C for 22 h under N2. Theresulting mixture was diluted with water to form a precipitate, which was filtered, washed with water anddissolved with CHCl3. The obtained organic solutions were dried over Na2SO4 and concentrated. Theresidue was purified by flash chromatography (SiO2, AcOEt : hexane = 30 : 70) to give 143.0 mg (94%)of white powde;

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：
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Methylbenzo[d]oxazole-2(3H)-thione, and cas is 22876-22-8, its synthesis route is as follows.

In a 100ml round bottom flask was placed 0.604g (4mmol) of benzoxazole and 0.688g (8 mmol) of anhydrouspiperazine or substituted piperazine derivative. 50 ml of drytoluene was added to this mixture and the contents werestirred and refluxed over an oil bath maintained at 150C for16-18 hours. After this period, the mixture was cooled andthe solvent was rotary evaporated and the residue wassubjected to column chromatography over silica gel usingmethanol/methylene chloride (20/80) to furnish the titledcompounds.

22876-22-8, 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.,22876-22-8 ,5-Methylbenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Article; Venkatachalam; Pierens; Reutens; Letters in Organic Chemistry; vol. 7; 7; (2010); p. 519 – 527;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Bromo-2-methylbenzo[d]oxazole, and cas is 151230-42-1, its synthesis route is as follows.

A suspension of 6-bromo-2-methylbenzo[d]oxazole (1 equiv), bis(pinacolato)diboron (2 equiv), potassium acetate (3 equiv) in 1,4-dioxane was degassed with argon for 10 min. Then, 1,1?-bis(diphenylphosphino)ferrocene palladium (II) chloride dichloromethane adduct (0.05 equiv) was added and the solution was further degassed with argon for 10 min. The reaction mixture was heated at 110 C. overnight. The reaction mixture was cooled to room temperature, the solvent was removed under reduced pressure and the crude product was purified by column chromatography (silica gel 100-200 mesh 0-10% ethyl acetate in n-hexane as eluent) to give the title compound. (Yield: 34%), MS (ESI) m/z 260 [M+1]1.

151230-42-1, 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.,151230-42-1 ,6-Bromo-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Signal Pharmaceutical LLC; Calabrese, Andrew Antony; Jeffy, Brandon; Robinson, Dale; Zhu, Dan; Huang, Dehua; Elsner, Jan; Boylan, John; Tehrani, Lida; Nagy, Mark A.; Moghaddam, Mehran Fallah; Raheja, Raj Kumar; Erdman, Paul; Narla, Rama K.; Harris, Roy L.; Tran, Tam Minh; Riggs, Jennifer; Ning, Yuhong; US2014/200206; (2014); 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.

General procedure: Boehmite-SSA (0.002 g) was added to a mixture of thiol(1 mmol) and H2O2 (0.4 mL) in ethyl acetate (2 mL). Then,the mixture was stirred for the appropriate time at room temperature. The progress of reaction was monitored byTLC. After completion of the reaction, the catalyst was separated by filtration and the mixture was washed with ethyl acetate. The product was extracted with ethyl acetate.The organic layer was dried over anhydrous Na2SO4(1.5 g). The products were obtained in good to high yield.

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：
Article; Ghorbani-Choghamarani, Arash; Hajjami, Maryam; Tahmasbi, Bahman; Noori, Nourolah; Journal of the Iranian Chemical Society; vol. 13; 12; (2016); p. 2193 – 2202;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

1086378-35-9, 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. Methyl benzo[d]oxazole-7-carboxylate, cas is 1086378-35-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

A solution of methyl benzo[d]oxazole-7-carboxylate (0.5 g, 2.82 mmol), 1-iodo-4-nitrobenzene (0.88 g, 3.53 mmol), lithium tert-butoxide (0.45 g, 5.64 mmol), tetrakis(triphenyl phosphine)palladium(0) (0.16 g, 0.141 mmol) in dioxane under a nitrogen atmosphere was stirred at room temperature for 45 minutes. The resulting thick suspension was diluted with EtOAc, washed with water, organics washed with brine, dried over Na2SO4, decanted and solvent removed under vacuum. The crude was purified by column chromatography on silica gel using 20:1 to 5:1 Hexane:EtOAc as eluent to give methyl 2-(4-nitrophenyl)benzo[d]oxazole-7-carboxylate (0.4 g, 48%). UPLC-MS (Acidic Method, 2 min): rt 1.11 min, m/z 299.0 [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 Methyl benzo[d]oxazole-7-carboxylate, 1086378-35-9

Reference：
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem