Category: 7063-99-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

7063-99-2, Preparation of Int-II-B: Ethyl 4-iodo-5-phenylisoxazole-3-carboxylate[00177] A mixture of ethyl S-phenylisoxazole-S-carboxylate (406 mg, 1.87 mmol) and N-iodosuccinimide (505 mg, 2.24 mmol) in trifluoroacetic acid (10 mL) was stirred at room temperature for 1.5 h. The volatiles were removed under reduced pressure, and the residue was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with a IN aqueous solution of sodium hydroxide (50 mL), washed with a 2.5% aqueous solution of sodium bisulfite (50 mL), washed with brine (50 mL), and dried over anhydrous magnesium sulfate. Concentration under reduced pressure afforded ethyl 4-iodo-5-phenylisoxazole-3-carboxylate (641 mg, 1.87 mmol, 100% yield) as a light yellow oil. The compound had an HPLC retention time = 3.36 minutes (YMC- Combi 4.6 x 50 mm S-5 ODS column) eluting with 10-90% aqueous methanol + 0.2% phosphoric acid over a 4 minute gradient. MS:(M+H) = 343.97. 1H NMR (400 MHz, CDCl3) delta ppm 1.47 (t, J=IA Hz, 3H), 4.50 (q, J=7.0Hz, 2H), 7.52-7.56 (m, 3H), and 8.05 (m, 2H).

7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GILMORE, John L.; SHEPPECK, James E.; WO2011/17578; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Step 3: ethyl 4-fluoro-5-phenyl-1,2-oxazole-3-carboxylate: selectfluor (1.71 g, 4.83 mmol, 1.05 equiv) was added to a solution of ethyl 5-phenyl-1,2-oxazole-3-carboxylate (1 g, 4.60 mmol, 1.00 equiv) in sulfone (5 mL). The resulting solution was stirred for 16 hours at 105 C. and then diluted with 100 mL of ethyl acetate. The resulting mixture was washed with brine (2¡Á100 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:20) to give 0.15 g (14%) of ethyl 4-fluoro-5-phenyl-1,2-oxazole-3-carboxylate as a yellow solid. LC-MS: [M+H]+=236.

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Patent; PROTEOSTASIS TEHRAPEUTICS, INC.; Bastos, Cecilia M.; Munoz, Benito; Tait, Bradley; (48 pag.)US2017/1993; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

7063-99-2, Ethyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7063-99-2, A solution of phenyl-substituted isoxazole ethyl ester (53) (1.89 g, 8.70 mmol) in ethanol (30 mL) was stirred at room temperature. To this solution was added a 2 M NaOH solution (6.5 mL, 13.1 mmol). After 5 min, TLC showed that the reaction was complete. To the reaction mixture was added 0.5 M HCl to adjust the pH to 34, before extracting with ethyl acetate (2¡Á75 mL). The organic extracts were combined, washed with brine, dried over sodium sulfate, and concentrated to afford 5-phenyl-isoxazole-3-carboxylic acid (57) obtained as a white solid (1.54 g, 94%). 57: 1H NMR (500 MHz, CDCl3): delta 9.4 (broad, 1H), 7.83 (d, 2H), 7.51 (m, 3H), 6.99 (s, 1H)

7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Chapal, Nicolas; McNicol, Patricia; Jette, Lucie; US2006/223884; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Synthesis of 5-phenyl-isoxazole-3-carboxylic acid (57) A solution of phenyl-substituted isoxazole ethyl ester (53) (1.89 g, 8.70 mmol) in ethanol (30 mL) was stirred at room temperature. To this solution was added a 2M NaOH solution (6.5 mL, 13.1 mmol). After 5 min. TLC showed that the reaction was complete. To the reaction mixture was added 0.5M HCl to adjust the pH to 3-4, before extracting with ethyl acetate (2¡Á75 mL). The organic extracts were combined, washed with brine, dried over sodium sulfate, and concentrated to afford 5-phenyl-isoxazole-3-carboxylic acid (57) was obtained as a white solid (1.54 g, 94%). 57: 1H NMR (500 MHz, CDCl3): delta 9.4 (broad, 1H), 7.83 (d, 2H), 7.51 (m, 3H), 6.99 (s, 1H)

The synthetic route of 7063-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mioskowski, Charles; Marin, Sandra De Lamo; Maruani, Martine; Gill, Manjinder; US2006/199853; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

7063-99-2, Ethyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7063-99-2, General procedure: To a stirred mixture of NaBH4 (3 equiv), 1a-e or 13a-u (1 equiv) in reflux anhydrous THF (20 ml) was added MeOH (1ml). After refluxing for futher 30 min, the reaction mixture was pouring into ice water (10 ml), and extracted with ethyl acetate (3 ¡Á 15 mL), the organic fractions were combined, washed with saturated brine (2 ¡Á 15 ml) prior to drying over anhydrous Na2SO4. After filtration and concentrate using a rotary evaporator,the residual white solid in thenext step without further purification. To a solution of the obtained solid (1 equiv) indichloromethane (20 ml) was slowly added thionyl chloride (6 equiv) and a catalytic amount of DMF at room temperature. After stirring at 40 C for 4 h, the reaction was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) aseluent to afford the desired product.

The synthetic route of 7063-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Zheng; Qiu, Qianqian; Xu, Xue; Wang, Xuekun; Jiao, Lei; Su, Xin; Pan, Miaobo; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 246 – 257;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

7063-99-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of ethyl 5-phenylisoxazole-3- carboxylate (28.0 g, 129mmol) in THF (200mL) was added lithium hydroxide (21.16g, 516mmol) in water (200mL). The reaction was stirred for 2h. The organic solvent was distilled off, water was added (500 mL), and acidified with aq. 5N HC1 (50mL). The solid precipitate was collected by filtration and dried under vacuum to give 5-phenylisoxazole-3- carboxylic acid (24.0 g, 190 [M+H]); ‘H NMR: (400 MHz, DMSO) delta: 7.438(S, 1H), 7.524- 7.593(m,3H), 7.945-7.969(m, 2H), 14.1 15(S, 1H).

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Patent; FLATLEY DISCOVERY LAB; COLE, Bridget, M.; KOLODZIEJ, Andrew; (71 pag.)WO2016/54560; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

7063-99-2, Acetophenone (3 g, 25 mmol) was taken up in 30 mL of dry toluene and NaH (780 mg, 32 mmol) was then added. The resulting reaction mixture was stirred at room temperaturefor 60 minutes. A solution of diethyl oxalate (5.5 g, 37.5 mmol) in dry toluene (25 mL) was then added drop wise and stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the resulting residue was diluted with ice water. The precipitated solids were collected by filtration and dried to afford 2.85 g of ethyl 2,4-dioxo-4-phenylbutanoate (52%yield) as a yellow solid. This material (2.85 g, 12.9 mmol) was taken up in EtOH (25 mL) along with NH2OH.HC1 (1.16 g, 16.8 mmol) and then stirred under reflux for 3 hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was diluted with water and extracted with EtOAc. The combined organic layers were washed with H20, dried (Na2SO4) and concentrated under reduced pressure. Purification by silica gelchromatography (pentanes/EtOAc) afforded ethyl 5-phenylisoxazole-3 -carboxylate (2.53 g,90% yield) as a white solid. This material (2.53 g, 11.6 mmol) was taken up in THF/H20 (45 mL/5 mL) along with LiOH.H20 (1.0 g, 23.3 mmol) and the resulting reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was then concentrated under reduced pressure. Sufficient 1 N HC1 was added to the resulting residue to bring the pH toabout 5. The resulting solids were collected by filtration and dried under high vacuum to afford1.5 g of 5-phenylisoxazole-3-carboxylic acid (69%) as a white solid. 5-Phenylisoxazole-3- carboxylic acid was then coupled with (4Z,7Z,1OZ,13Z,16Z,19Z)-N-(2-(((R)-3-amino-4-((1,3- dihydroxypropan-2-yl)amino)-2-methyl-4-oxobutan-2-yl)disulfanyl)ethyl)docosa- 4,7,10,13,16,19-hexaenamide using the same general amide coupling procedure describedearlier (see example 8) to obtain N-((R)-1-((1,3-dihydroxypropan-2-yl)amino)-3-((2- ((4Z,7Z, 1 OZ, 1 3Z, 1 6Z, 1 9Z)-docosa-4,7, 10,13,16,1 9-hexaenamido)ethyl)disulfanyl)-3 -methyl-ioxobutan-2-yl)-5-phenylisoxazole-3 -carboxamide. MS (El) calc? d for C49H58N40652 778.38; found 779 [M+H].

The synthetic route of 7063-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CATABASIS PHARMACEUTICALS, INC.; VU, Chi, B.; JIROUSEK, Michael, R.; LIU, Feng; (0 pag.)WO2016/86136; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

7063-99-2, Ethyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7063-99-2

A mixture of ethyl 5-phenylisoxazole-3-carboxylate (406 mg, 1.87 mmol) and N-iodosuccinimide (505 mg, 2.24 mmol) in trifluoroacetic acid (10 mL) was stirred at room temperature for 1.5 h. The volatiles were removed under reduced pressure, and the residue was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with a IN aqueous solution of sodium hydroxide (50 mL), washed with a 2.5% aqueous solution of sodium bisulfite (50 mL), washed with brine (50 mL), and dried over anhydrous magnesium sulfate. Concentration under reduced pressure afforded ethyl 4-iodo-5-phenylisoxazole-3-carboxylate (641 mg, 1.87 mmol, 100% yield) as a light yellow oil. The compound had an HPLC retention time = 3.36 minutes (YMC-Combi 4.6 x 50 mm S-5 ODS column) eluting with 10-90% aqueous methanol + 0.2% phosphoric acid over a 4 minute gradient. MS:(M+H) = 343.97. XH-NMR (400 MHz, CDC13) delta ppm 1.47 (t, J=7.1 Hz, 3H), 4.50 (q, J=7.0Hz, 2H), 7.52-7.56 (m, 3H), and 8.05 (m, 2H).

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Robert J.; ZHANG, Yanlei; WO2011/133734; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Hydrazine hydrate (1 g, 20 mmol) was added to a solution of 1b (1.00g, 21 mmol) in EtOH (40 mL) at ambient temperature. The reaction was refluxed for 6 h and concentrated under reduced pressure. The reaction mixture was extracted with EtOAc followed by extraction with brine. The organic phase was dried over Na2SO4 overnight and the solvent was removed in vacuo. The crude product was purified by silica gel column chromatography to yield the target product 1d (yield: 73%). 1HNMR (300 MHz, DMSO-d6 ) delta 12.66 (s, 1H), 8.12 (dd, J = 7.5, 1.9 Hz, 2H), 7.81-7.65 (m, 3H), 7.62 (s, 1H), 4.41 (q, J = 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H).

7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Hao, Qingjing; He, Mengting; Jiang, Kaixuan; Shang, Yanguo; Wang, Jinxin; Bioorganic and medicinal chemistry letters; vol. 30; 10; (2020);,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

To a stirred solution of ethyl 5-phenylisoxazole-3- carboxylate (28.0 g, 129mmol) in THF (200mL) was added lithium hydroxide (21.16g, 516mmol) in water (200mL). The reaction was stirred for 2h. The organic solvent was distilled off, water was added (500 mL), and acidified with aq. 5N HC1 (50mL). The solid precipitate was collected by filtration and dried under vacuum to give 5-phenylisoxazole-3- carboxylic acid (24.0 g, 190 [M+H]); ‘H NMR: (400 MHz, DMSO) delta: 7.438(S, 1H), 7.524- 7.593(m,3H), 7.945-7.969(m, 2H), 14.1 15(S, 1H).

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Patent; FLATLEY DISCOVERY LAB; COLE, Bridget, M.; KOLODZIEJ, Andrew; (71 pag.)WO2016/54560; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem