Heterocyclic Building Blocks-Benzoxazole

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

2-Bromo-5-fluoropyridine (1 ) (1 .0g, 5.71 mmol), benzo[d]oxazol-2-amine (2) (766mg, 5.71 mmol), Xantphos (0.33g, 0.57mmol), and Cs2C03 (2.79g, 8.56mmol) 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 (0.261 g, 0.28mmol) was then added and the resulting reaction mixture was heated at 90¡ãC 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-(5-fluoropyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.6g, 46percent). LCMS (ES): Found 230.1 [M+H]+

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Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; WHALE, Andrew David; (145 pag.)WO2017/29514; (2017); A1;,
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5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,3889-13-2

To a stirring solution of Intermediate 32A (5.00 g, 27.80 mmol) in DMSO (55 mL) wasadded potassium carbonate (4.22 ,3 0.50 mmol), followed by methyl iodide (5.21 mE, 8300mmol) and stirring was continued at ambient temperature for 12 h. The reaction mixture was cooled to 0C and diluted with ice water (150 mE). The resulting suspension was stirred at ambient temperature for 1 h. The solid that formed was filtered, dried under reduced pressure, to obtain intermediate 3211 (4.50 g, 83.00%) as a yellow solid. ?I-i NMR (300 Mhz, I)MSO-d6) 6 ppm 7.57 (d, J= 8.69 Hz, 1 H), 809 (dd, J= 8.69, 2.27 Hz, I H), 8 .21 (d, J= 2.64 Hz, I H), 343 (s, 3 H). LCMS Method II): retention time 1.23 miii, [M-F-H] 195.2.

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Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
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4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1:To a solution of 4-methylsulfonylphenylacetic acid (214 mg, 1 mmol) and 2-amino-benzoxazole (147 mg, 1.1 mmol) in CH2Cl2 (10 mL) was added DMAP (37 mg, 0.3 mmol) and EDC.HCl (230 mg, 1.2 mmol).The reaction mixture was stirred at room temperature for 6 h.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 10-75percent ethyl acetate/hexanes gradient) afforded N-benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)acetamide (175 mg, 53percent): LC/MS-ESI observed [M+H]+ 331.

4570-41-6, The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
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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.

Compound 16 (890 mg, 4.22 mmol)Was dissolved in methanol (10.0 mL)Benzaldehyde (430 [mu] L, 4.22 mmol),Sodium hydroxide (506 mg, 12.7 mmol) was added,And the mixture was heated under reflux for 13 hours under stirring.Precipitated crystals were collected by filtration,And washed with methanol and purified water to give Compound 17 in a yield of 235 m (18.6%)., 151230-42-1

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

Reference£º
Patent; Kyoto University; Nihon Medi-Physics Co.,Ltd.; Saji, Hideo; Ono, Masahiro; Inohara, Tadashi; Seki, Ikuya; (24 pag.)JP2016/79108; (2016); A;,
Benzoxazole – Wikipedia
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Methyl benzo[d]oxazole-5-carboxylate, cas is 924869-17-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,924869-17-0

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), silver(I) oxide (229 mg, 1 mmol) and aryl propiolic acid (1 mmol), under air, were added. Azole substrate (0.5 mmol) in DMF (4 mL) was added to the reaction mixture. The reaction mixture was stirred at 80 C for 6-8 h. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice cold water and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried with Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

With the rapid development of chemical substances, we look forward to future research findings about 924869-17-0

Reference£º
Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17200-30-5,6-Nitrobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

General procedure: A mixture of VNU-11(Hf) (0.018 g, 0.01 mmol), aromatic acylchloride (0.140 g, 1 mmol) and benzoxazole (0.119 g, 1 mmol)was heated at 170 C under conventional heating for a few hoursor microwave irradiation of a CEM Discover apparatus for a fewminutes. After completion of reaction, the catalyst was filteredfrom the reaction mixture. The filtrate was diluted with ethyl acetate (50 mL), washed with H2O (3×20 mL), aqueous NaHCO3(2 x20 mL), and dried over Na2SO4. The solvent was removed ina rotary evaporator. The crude product was purified by flash chromatography(90:10 acetone/petroleum ether to give correspondingproduct. The purity and identity of the products were confirmed byGC-MS spectra, which were compared with the spectra in the NISTlibrary, and by 1H and 13C NMR spectroscopy.

17200-30-5, The synthetic route of 17200-30-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nguyen, Linh Ho Thuy; Nguyen, Trang Thi Thu; Tran, Phuong Hoang; Kawazoe, Yoshiyuki; Le, Hung Minh; Doan, Tan Le Hoang; Journal of Catalysis; vol. 374; (2019); p. 110 – 117;,
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5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

(iv) 47.0 g 5-chlorobenzo[d]oxazole-2-thiol were dissolved in 1300 mL CH2CI2 and 175 mL dimethylformamide at room temperature and stirring was continued until a clear solution was obtained. 26.3 mL Oxalyl chloride in 25 mL CH2CI2 was added over a period of 20 minutes (gas formation). The resulting 2,5-dichlorobenzo[Patent; SANDOZ AG; BARTH, Roland; KAUFMANN, Marius; (97 pag.)WO2016/20404; (2016); A1;,
Benzoxazole – Wikipedia
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Methyl benzo[d]oxazole-5-carboxylate, cas is 924869-17-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,924869-17-0

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.

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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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO393,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

To a suspension of this pink solid (320 g, 1.53 mol) and K2CO3 (276 g, 2 mol) in EtOAc (3L) was added MeI (238.9g, 1.68 mol) below 20C. The mixture was stirred at room temperature for 12 hours. TLC (EtOAc/petroleum ether = 1:3) indicated the reaction was complete. Water (2L) was added to the mixture. The organic phase was separated, dried over Na2SO4 and concentrated to give 13 (320 g, 93.8%) as a pink solid.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
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Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,72752-81-9,Molecular formula: C9H7NO3S,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

Step 1: To a stirred mixture of methyl 2-mercaptobenzo[d]oxazole-6-carboxylate (5 g, 23.92 mmol) and solidK2CO3 (9.9 g, 71.76 mmol) in anhydrous DMF (50 mL) at rt was added methyl iodide (10.2 g, 71.76 mmol). The mixturewas stirred at rt for 15 h. The reaction mixture was diluted with water then extracted with DCM (3 3). The combinedorganic layers were washed with water and 2 M aq HCl. The organic layer was separated and dried over MgSO4 filtered,and concentrated under reduced pressure to afford methyl 2-(methylthio)benzo[d]oxazole-6-carboxylate (4.24 g, 80%)as a light pink solid that did not require further purification. 1H NMR (300 MHz, CDCl3) delta 8.12 (d, J = 1.1 Hz, 1H), 8.04(dd, J = 1.1,8,3 Hz, 1H), 7.61 (d, J = 8.3 Hz, 1H), 3.95 (s, 3H), 2.79 (s, 3H). LCMS (ESI) m/z 224 (M + H)+.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem