Category: 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.,128156-54-7

General procedure: To a degassed solution (N2 was purged for 10 min) of methyl 1,3-benzoxazole-4-carboxylate (150 mg, 0.847mmol) and N-(2-iodophenyl)benzamide 2a (273 mg, 0.847 mmol) in anhydrous toluene (4ml) , CuI (32 mg, 0.169 mmol), xantphos (98 mg, 0.169 mmol), Pd(OAc)2 (10 mg, 0.042 mmol), Cs2CO3 (685 mg, 2.117 mmol) were added at room temperature under nitrogen atmosphere. Reaction mixture was continued for 20 hours at reflux condition. After the completetion of the reaction (monitored by TLC), Reaction mixture was filtered through celite bed and washed with methanol (10 ml),filtrate was concentrated. Crude mass which was purified by column chromatography over silica gel (230-400 mesh) using DCM-Methanol (1:9) as elutant to affordthe products 3a (284 mg) as white solid. All the other compounds 3b-3r were prepared similarly following the above procedure.

With the complex challenges of chemical substances, we look forward to future research findings about Methyl benzo[d]oxazole-4-carboxylate

Reference£º
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128156-54-7,Methyl benzo[d]oxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

To a degassed solution (N2 was purged for 10 min) of methyl 1,3-benzoxazole-4-carboxylate (150 mg, 0.847mmol) and N-(2-iodophenyl)benzamide 2a (273 mg, 0.847 mmol) in anhydrous toluene (4ml) , CuI (32 mg, 0.169 mmol), xantphos (98 mg, 0.169 mmol), Pd(OAc)2 (10 mg, 0.042 mmol), Cs2CO3 (685 mg, 2.117 mmol) were added at room temperature under nitrogen atmosphere. Reaction mixture was continued for 20 hours at reflux condition. After the completetion of the reaction (monitored by TLC), Reaction mixture was filtered through celite bed and washed with methanol (10 ml),filtrate was concentrated. Crude mass which was purified by column chromatography over silica gel (230-400 mesh) using DCM-Methanol (1:9) as elutant to affordthe products 3a (284 mg) as white solid. All the other compounds 3b-3r were prepared similarly following the above procedure., 128156-54-7

The synthetic route of 128156-54-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Step 5:To a solution of (S)-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionic acid (214 mg, 0.67 mmol) and 2-amino-benzoxazole (90 mg, 0.67 mmol) in CH2Cl2 (10 mL) was added DMAP (24 mg, 0.2 mmol) and EDC.HCl (154 mg, 0.8 mmol).The reaction mixture was stirred at room temperature for 2 days.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 0-1.5percent methanol/CH2Cl2 gradient), followed by RPHPLC purification (C4 reverse phase, 10-90percent acetonitrile/0.1percent aqueous TFA buffer) afforded (S)-N-Benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionamide (68 mg, 23percent): m.p. 106-108¡ã C., LC/MS-ESI observed [M+H]+ 435, [alpha]28=+43.6¡ã (c=0.5, methanol), 75percent ee by chiral HPLC determination.

With the rapid development of chemical substances, we look forward to future research findings about Benzo[d]oxazol-2-amine

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is Benzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 177492-52-3, its synthesis route is as follows.,177492-52-3

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.

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]oxazol-6-amine

Reference£º
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.153403-53-3,2-Chloro-6-fluorobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

Example 2 [Show Image] To N,N-dimethylformamide (10 mL) were added trans-4-amino-1-cyclohexanecarboxylic acid ethyl ester (2.08 g, 10 mmol) and triethylamine (5.0 mL, 36 mmol). The reaction solution was cooled below 5 C and stirred. To the suspension, was added N,N-dimethylformamide (4mL) solution in Compound 3A(2.23 g, 13 mmol)(EP572893) dropwise, the reaction mixture was stirred at room temperature for 2 hours. To the reaction solution, were added ethyl acetate (25 mL) and 5%-citric acid solution (25 mL). The organic layer was extracted, the water layer was repeatedly extracted with ethyl acetate (25 mL). Each of the organic layer was mixed, and the mixed organic layer was washed with 5%-brine and dried over magnesium sulfate anhydrous. The solvent was removed under reduced pressure, and the residue was purified using silica gel chromatography (n-hexane – ethyl acetate 100:0?50:50(v/v)) to yield 3.04g of Compound 3B (yield 98 %) as a colorless solid. 1H-NMR (CDCl3) delta: 1.26 (t, J = 7.10 Hz, 3H), 1.27-1.38 (m, 2H), 1.58-1.68 (m, 2H), 2.04-2.13 (m, 2H), 2.23-2.34 (m, 2H), 3.63-3.79 (m, 1H), 4.14 (q, J = 7.10 Hz, 2H), 5.31 (s, 1H), 6.86-6.93 (m, 1H), 7.00 (dd, J = 8.24, 2.53 Hz, 1H), 7.23 (dd, J = 8.24, 4.82 Hz, 1H). MS: [M + H]+ m/z 307.1, 153403-53-3

153403-53-3 2-Chloro-6-fluorobenzo[d]oxazole 14748832, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Shionogi & Co., Ltd.; EP2505584; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,5676-60-8

General procedure: To a solution of compound 3 (3.37 mmol) in DMF (10 mL), charged respective compound V (a-p) (4.04 mmol) and heated to 80 C. After3 h, TLC analysis showed complete conversion of starting materials. The reaction mixture was cooled to room temperature, charged water (30 mL) and extracted with EtOAc (2 ¡Á 20 mL). The combined organic layer was washed with water (20 mL) followed by brine and concentrated under reduced pressure to obtain gummy liquid. This crude material was triturated with MTBE to afford desired product as solid and which used as such in next step without any further purification.

With the rapid development of chemical substances, we look forward to future research findings about 2-Methylbenzo[d]oxazol-6-amine

Reference£º
Article; Balraju, Vadla; Jogula, Sridhar; Krishna, Vagolu Siva; Meda, Nikhila; Sriram, Dharmarajan; Bioorganic Chemistry; vol. 100; (2020);,
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.,132244-31-6

198 mg (ie 1 mmol) of 5-bromobenzoxazole, 203 mg (ie 1.5 mmol) of 2-methyl-3-bromopropene, 240 mg (ie 3 mmol) of lithium tert-butoxide and 10 mg 0.1mmol) cuprous chloride, then add 2mL toluene, stirred at 110oC for 2 hours, after the reaction was concentrated to a petroleum ether: ethyl acetate volume ratio of 250: 1 as eluant by silica gel column chromatography to obtain5-bromo-2- (2-methyl-1-propenyl) benzoxazole, which structural formula is as follows:The compound was a light yellow solid in 80% yield with NMR data as follows:

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

Reference£º
Patent; Inner Mongolia University; Chen Shufeng; Li Die; (6 pag.)CN107266386; (2017); A;,
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

A flasked charged with 5-bromo-benzooxazole (200.0 mg, 1.01 mmol), bis(pinacolato)diboron (256.0 mg, 1.51 mmol), KOAc (198.0 mg, 2.02 mmol) and Pd(dppf)Cl2 (37 mg, 0.05 mmol) in dioxane (10 mL) was degassed and filled with N2. The reaction mixture was heated at 100 C for 16 hrs. Solvent was removed and the residue was purified by flash column chromatography (EA/PE = 1 :4) to give l,3-benzoxazole-5-boronic acid pinacol ester (120 mg, 48.6 %) as a yellow solid. MS: m/z 246.4 (M+H+).

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

Reference£º
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (177 pag.)WO2019/136093; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,2-Methylbenzo[d]oxazol-6-amine,5676-60-8,Molecular formula: C8H8N2O,mainly used in chemical industry, its synthesis route is as follows.,5676-60-8

General procedure: To a solution of compound 3 (3.37 mmol) in DMF (10 mL), charged respective compound V (a-p) (4.04 mmol) and heated to 80 C. After3 h, TLC analysis showed complete conversion of starting materials. The reaction mixture was cooled to room temperature, charged water (30 mL) and extracted with EtOAc (2 ¡Á 20 mL). The combined organic layer was washed with water (20 mL) followed by brine and concentrated under reduced pressure to obtain gummy liquid. This crude material was triturated with MTBE to afford desired product as solid and which used as such in next step without any further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Methylbenzo[d]oxazol-6-amine,belong benzoxazole compound

Reference£º
Article; Balraju, Vadla; Jogula, Sridhar; Krishna, Vagolu Siva; Meda, Nikhila; Sriram, Dharmarajan; Bioorganic Chemistry; vol. 100; (2020);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 6-Bromobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 375369-14-5, its synthesis route is as follows.,375369-14-5

Example 326; N-(5-(benzo[d]oxazol-6-yl)-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide; To a microwave vial equipped with a stirbar and charged with 6-bromobenzo[d]oxazole (0.050 g, 0.25 mmol), cesium carbonate (0.25 g, 0.76 mmol), PdCl2(dppf)*DCM (0.037 g, 0.045 mmol), N-(2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (0.10 g, 0.25 mmol) in THF (3 ml) was added water (0.5 ml). The vial was capped and placed into CEM Microwave for 10 minutes at 100 C, while 100 watts of energy was supplied via Powermax (Simultaneous heating while cooling technology). The progress of the reaction was monitored by LC/MS, which showed desired material in the mixture. The mixture was diluted with water and the organic layer was extracted with DCM and brine solution. The organics were collected, dried over sodium sulfate, filtered and concentrated in vacuo. The crude was recrystallized from 5:1 DCM/MeOH and Hexanes to give N-(5- (benzo[d]oxazol-6-yl)-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide (0.040 g, 39% yield) as a tan crystalline solid. MS (ESI pos. ion) m/z: 404 (MH+).

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazole

Reference£º
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem