Heterocyclic Building Blocks-Benzoxazole

81282-60-2, 7-Aminobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of [6-(trifluoromethyl)-3-pyridyl)]-methanamine (lg, 4.7 mmol) in THF (30 mL) was added CDI (2.1 mol eq) and the mixture was heated at 70C overnight. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×20 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure (quantitative yield). The oil obtained (0.34g, 1.2 mmol) was dissolved in DMF (15 mL) and the bicyclic amine lc (Scheme 3) was added (0.8 mol eq), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by chromatography (1 : 1 EtOAc:petroleum ether) to obtain the product as a white solid (0.064g, 20% Yield). ‘HNMR (DMSO, 200 MHz) delta 4.46 (d, 2H, J=6), 6.66 (d, 1H, J=8), 6.96 (t, 1H), 7.04 (bt, 1H), 7.64 (d, 1H, J=8), 7.86 (m, 2H), 8.70 (s, 1H), 8.77 (s, 1H), 1 1.60 (bs, 1H). [M+1] 358.02 (Ci5HnF3N4O3 requires 357.27).

As the paragraph descriping shows that 81282-60-2 is playing an increasingly important role.

Reference£º
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,as a common compound, the synthetic route is as follows.

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.

The synthetic route of 3889-13-2 has been constantly updated, and we look forward to future research findings.

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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1086378-35-9, Methyl benzo[d]oxazole-7-carboxylate is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound obtained in Example 51-2 (1.221 g, 6.89 mmol) and THF (24 ml), was dissolved in ethanol (24 ml), cooled with ice. Thereto calcium chloride (1.529 g, 13.78 mmol), sodium borohydride (1.043 g, 27.56 mmol) was stirred at room temperature for 2 hours added. After the reaction was extracted with ethyl acetate by adding 1 mol / l hydrochloric acid. It was washed with a saturated aqueous sodium bicarbonate solution. Dried with magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (SNAP ULTRA 25 g, hexane / ethyl acetate) to give the title compound (149 mg, 14.5%) as a white solid.

1086378-35-9 Methyl benzo[d]oxazole-7-carboxylate 19771047, abenzoxazole compound, is more and more widely used in various.

Reference£º
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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 3-hydroxyanthranilic acid (1.93 g, 12.6 mmol) in saturated HCl MeOH (40 mL) was added p-toluenesulfonic acid (p-TsOH) monohydrate (95 mg, 0.5 mmol). The reaction mixture was stirred at reflux temperature for 12 h. The solvent was evaporated under reduced pressure. The residue was dissolved in AcOEt. The organic layer was washed with saturated KHCO3 solution, water and brine, and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was dissolved in Et2O. The insoluble material was filtered off. The filtrate was concentrated in vacuo. To a solution of methyl 3-hydroxyanthranilate (1.22 g, 7.37 mmol) in CH2Cl2 (10 mL) was added Et3N (1.85 g, 18.25 mmol), followed by dropwise addition of a solution of thiophosgene (923 mg, 8.03 mmol) in CH2Cl2 (2 mL) with stirring at ambient temperature for 5 min. The reaction mixture was concentrated in vacuo. The residue was dissolved in AcOEt. The organic layer was washed with 1-N HCl, water and brine and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure to give a solid, which was crystallized from AcOEt/n-hexane to afford methyl 2-mercaptobenzo[d]oxazole-4-carboxylate (7a) (1.28 g, 84%). 2-bromo-N-(2,6-diisopropylphenyl)hexanamide (2e) was obtained from1 using 6-bromohexanoic acid in place of bromoacetic acid in a manner similar to that described for compound 3a. To a stirred solution of the thus obtained thiol (1.05 g, 5.0 mmol) and 2e (1.77 g, 5.0 mmol) in DMF (20 mL) were added K2CO3 (1.04 g, 7.5 mmol) and 18-crown-6 (132 mg, 0.5 mmol). The reaction mixture was stirred at 80 C for 2 h and diluted with water. The organic layer was extracted with Et2O, washed with water and brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography and eluted with acetone/n-hexane (1:5) to give a solid, which was recrystallized from acetone/n-hexane to afford 12a (1.84 g, 76%) as colorless needles.

As the paragraph descriping shows that 72752-81-9 is playing an increasingly important role.

Reference£º
Article; Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4001 – 4013;,
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132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%.

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

Reference£º
Patent; Soochow University (Suzhou); Sun Hongmei; Liu Ling; Zhu Fan; Zhou Qiaoyun; (10 pag.)CN106565623; (2017); A;,
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19219-99-9, 5-Chloro-2-methylbenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of commercially available 5-chloro-2-methylbenzo[d]oxazole(300 mg, 1.79 mmol), NBS (478 mg, 2.70 mmol) in carbon tetrachloride (6 mL) was heated under light for 4 hours. After cooling to room temperature, hexanes was added to the reaction mixture. The solids were filtered and the solvent was removed to give the crude product. Purification using 2 % ethyl acetate in hexane afforded the product (124 mg, 28 % yield). 1H NMR (CDCl3, 300 MHz) delta: 7.71 (s, 1H), 7.46 (d, J= 9.9 Hz, 1H), 7.36 (d, J= 8.7 Hz, 1H), 4.56 (s, 2H).

The synthetic route of 19219-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY; LAVOIE, Edmond J.; PARHI, Ajit; ZHANG, Yongzheng; PILCH, Daniel S.; KAUL, Malvika; WO2013/142712; (2013); A1;,
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1086378-35-9, Methyl benzo[d]oxazole-7-carboxylate is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl benzo[d]oxazole-7-carboxylate (300 mg, 1.7 mmol) in THF (5 mL) was cooled down to 0C and methyl magnesium bromide 3.2M in 2-Me-THF (3.0 equiv., 5.1 mmol) was added dropwise. The mixture was allowed to warm-up to room temperature and quenched with saturated solution of NH4Cl. The resulting mixture was extracted 3 times with EtOAc and the organic solutions were washed with brine, dried with Na2SO4 and concentrated to dryness. The crude was purified by column chromatography on silica gel using DCM:EtOAc (95:5) as mobile phase to give 2-(benzo[d]oxazol-7-yl)propan-2-ol (110 mg, 37%). UPLC-MS (Acidic Method, 2 min): rt 0.78 min, m/z 178.0 [M+H]+

As the paragraph descriping shows that 1086378-35-9 is playing an increasingly important role.

Reference£º
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); 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.27383-86-4,Methyl benzo[d]oxazole-2-carboxylate,as a common compound, the synthetic route is as follows.

A stirred solution of 2-aminophenol (300 mg, 2.75 [MMOL), METHYL] 2,2, 2- trimethoxyacetate (902 mg, 5.50 [MMOL),] and ytterbium [TRIFLATE] (170 mg, 0.28 [MMOL)] in [TOLUENE] (10 mL) was heated to reflux. After 5 h, the mixture was cooled, and the precipitate was collected and dried. The crude solid was suspended in toluene (5 mL), and [N-METHYLPIPERAZINE] (1.5 mL, 13.7 [MMOL)] was added followed by 2-hydroxypyridine (26 mg, 0.28 [MMOL).] The mixture was heated to 125 [¡ãC] in a sealed tube for 4 h. The resulting yellow solution was concentrated under reduced pressure, and the residue was purified on silica gel (12 g; 2percent methanol/dichloromethane), yielding 320 mg (48percent) of the title compound. MS [(ESI)] : mass calculated for [C13H15N302,] 245.12 ; m/z found, 246.1 [[M+H] +. 1H] NMR (400 MHz, [CDC13)] : 7.83-7. 79 (m, 1 H), 7.66-7. 65 [(M,] 2H), 7.47-7. 41 (m, 2H), 4.19 (t, [J = 5.] 1 Hz, 4H), 3.88 (t, [J = 5.] 1 Hz, 4H), 2.55- 2.52 [(M,] 4H), 2.35 (s, 3H). [13C] NMR (400 MHz, [CDCI3)] : 156.1, 154.6, 149. 9, 140.1, 127.1, 125.3, 121. [3,] 111.5, 55.3, 54.6, 46.9, 45.9, 42.8.

The synthetic route of 27383-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22060; (2004); 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.2382-96-9,Benzo[d]oxazole-2-thiol,as a common compound, the synthetic route is as follows.

General procedure: Potassium hydroxide (46 mmol), ethanol (25 mL) and water (10 mL) were added to a dried round-bottomed flask sequentially, followed by the dropwise addition of CS2 (25 mmol), after 15 min, (un)substituted 2-aminophenol (23 mmol) was added, then the resulting solution was heated to reflux for 4 h. The reaction solution was acidified to pH~4 with dilute hydrochloric acid and then poured into water, extracted with ethyl acetate, the organic phase was washed with brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and the residue was purified via silica gel column chromatography to obtain the intermediate the (un)substituted 2-mercaptobenzoxazole as a yellow solid. Then, the (un)substituted 2-mercaptobenzoxazole (5.5 mmol) was refluxed in SOCl2 (15 mL) for 2 h, excessive SOCl2 was removed under reduced pressure to give (un)substituted 2-chlorobenzoxazole as a yellow solid which was used in next reaction without further purification. Finally, 60 % of NaH (1.0 mmol) was added into a solution of 3,3-dichloroallyloxyphe-noxy intermediates (1.0 mmol) in THF (5 mL), after 2 h, (un)substituted 2-chloro-benzoxazole (1.0 mmol) was added, the reaction mixture was stirred for another 5 h at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate, the organic phase was washed with saturated sodium bicarbonate, brine, dried over anhydrous magnesium sulfate, concentrated and the residue was purified via silica gel column chromatography to afford the title compounds.

As the paragraph descriping shows that 2382-96-9 is playing an increasingly important role.

Reference£º
Article; Guan, Aiying; Qin, Yukun; Wang, Junfeng; Li, Bin; Journal of Fluorine Chemistry; vol. 156; (2013); p. 120 – 123;,
Benzoxazole – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5676-60-8,2-Methylbenzo[d]oxazol-6-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (50 mg, 0.262 mmol), 2-methyl-l,3-benzoxazol-6-amine (47 mg, 0.314 mmol) and HATU (149 mg, 0.393 mmol) in DMF (1 mL) was added DIPEA (0.1 mL, 0.524 mmol), and the reaction mixture was stirred at room temperature for 16 hours until the reaction was complete. The suspension was diluted with H20 (3 mL), and the precipitated solid was collected by filtration, washed with minimum DCM and Et20, and dried in vacuo to provide the title compound (60 mg, 71%) as a white solid.XH NMR (400 MHz, DMSO-i/6) delta 10.36 (s, 1H), 8.66 (s, 1H), 8.31 (d, J= 2.0 Hz, 1H), 7.64 (d, J= 8.4 Hz, 1H), 7.47 (dd, J= 8.4 Hz, 2.0 Hz, 1H), 7.21 (s, 1H), 2.78 (s, 3H), 2.73 (s, 3H), 2.60 (s, 3H). ES-MS m/z: 322.0 [M+H]+. LC-MS Purity (254 nm): >99%; tR= 1.74 min.

As the paragraph descriping shows that 5676-60-8 is playing an increasingly important role.

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem