Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

To a stirred solution of 2-(4-hydroxyphenyl)-N-(phenyl(o-tolyl)methyl)acetamide (400 mg, 1.21 mmol) in 10 mL of DMF was added 4-(chloromethyl)-3,5-dimethylisoxazole (176 mg, 1.21 mmol), K2CO3 (334 mg, 2.42 mmol), and tetrabutylammonium iodide successively. The reaction mixture was stirred at rt overnight. Water (20 mL) was added and the reaction was extracted with ethyl acetate (30 mL><3). The combined organics were washed with brine and dried over a2S04. After removal of the organic solvent, the crude product was purified by silica gel column chromotography (petroleum ether/EtOAc = 3/1) to give 262 mg product (49%). The product was repurified by preparatory HPLC using 10- 100% water/acetonitrile with 0.1 % TFA to obtain the title compound (156 mg, 29%). LCMS-Pl : 441 [M+H]+; Rt: 1.696 min. XH NMR (500 MHz, CDCI3) delta ppm 7.29-6.91 (m, 1 1 i s. 6.40 (d, ./ 10.0 Hz, i . Pi. 5.96 i d. ./ 10.0 Hz, 1H), 4.78 (s, 2H), 3.59 (s, 2H), 2.40 (s, 3H), 2.29 (s, 3H), 2.24 (s, 3H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); 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.288-14-2,Isoxazole,as a common compound, the synthetic route is as follows.

288-14-2, Example 1 Preparation of 3-(4-Chlorophenyl)-4-Phenyl Isoxazole (Compound of the Formula I wherein R1=H, Y=4-phenyl and Z=4-chlorophenyl). A solution of phenylacetylene (10 mmol), 4-chlorobenzaldoxime (10 mmol) and chloramine-T (10 mmol, N-chloro-p-toluenesulfoneamide, sodium salt) were dissolved in methanol (40 mL) and refluxed for 6 h. The contents of the flask were cooled and the precipitated material, which was a mixture of isoxazole and 4-toluenesulfonamide, was filtered and washed with water. The solid material on boiling in hot water kept the sulfonamide in solution while precipitating the isoxazole. The precipitated isoxazole was filtered and recrystallized from ethanol, yield (82%), m.p.: 178-180 C.; 1H NMR (DMSO-d6) 6.75(s, 1H), 7.49-7.55(m, 5H), 7.77-7.82 (m, 4H).

As the paragraph descriping shows that 288-14-2 is playing an increasingly important role.

Reference£º
Patent; Onconova Therapeutics, Inc.; US2003/162813; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 107 (0749) 60% Sodium hydride (1.04 g, 26.0 mmol) was added to dehydrated N,N-dimethylformamide (10 ml) cooled to 0C, under a nitrogen atmosphere, and a dehydrated N,N-dimethylformamide (10 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (3.0 g, 17.54 mmol) was added dropwise thereto, and then the mixture was further stirred for 30 minutes. A dehydrated N,N-dimethylformamide (5 ml) solution of 1-bromo-4-phenylbutane (3.73 g, 17.54 mmol) was added thereto, and the mixture was heated to room temperature and stirred for 16 hours. Then, the mixture was added to a saturated aqueous ammonium chloride solution, and extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.65 g of ethyl 5-(4-phenylbutoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.27 (m, 2H), 7. 17 (m, 3H), 6.65 (s, 1H), 4.60 (s, 2H), 4.45(q, 2H), 3.53(t, 2H), 2.63 (t, 2H), 1.68 (m, 4H), 1.46(t, 3H)

123770-62-7, The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

850832-54-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.850832-54-1,Methyl 4-bromo-5-methylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

An aqueous sodium hydroxide solution (4N, 20.5 ml, 81. 8 mmol) was added to a solution of methyl 4-bromo-5-methyl- isoxazole-3-carboxylate (15.0 g, 68.2 mmol) in methanol (150 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. Hydrochloric acid (6N, 13.6 ml, 81. 8 mmol) was added and the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, dried over sodium sulfate, filtered through a celite pad and concentrated under reduced pressure. The residue was triturated with diisopropyl ether to give 4- bromo-5-methylisoxazole-3-carboxylic acid (12.1 g, 86%) as a solid. MS: 160/162 [M-C02-H]-, ESI (MeOH)

The synthetic route of 850832-54-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TANABE SEIYAKU CO., LTD.; WO2005/37271; (2005); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene, and isoxazole-4-amine (12 mmol) was sequentially added to the system, palladium acetate ( 0¡¤5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system, stirred for 20 minutes, and the organic phase is dried over anhydrous sodium sulfate, concentrated, and then purified by flash column chromatography to give 2.2 g. Yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, yield 84%

108511-97-3, As the paragraph descriping shows that 108511-97-3 is playing an increasingly important role.

Reference£º
Patent; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108353920; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228689-61-9,Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

Step 4: 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (39 mmol) in MeOH (50 mL) and H2O (10 mL) was treated with lithium hydroxide (2 g, 48 mmol) and the reaction was stirred at 60 C. for 1 hour. The mixture was acidified, and standard workup provided the title compound.

1228689-61-9, As the paragraph descriping shows that 1228689-61-9 is playing an increasingly important role.

Reference£º
Patent; Amira Phamaceuticals, Inc.; US2011/82181; (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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Step A – (5-Hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol; A solution of triethylamine (69 ml_) in ether (31 mL) was added slowly over 4 h with the aid of a syringe pump to a briskly stirred solution of propargyl alcohol (37.5 mL) and ethyl 2-chloro-2-(hydroxyimino)acetate (75 g) in ether (500 mL) at room temperature. The reaction mixture was then allowed to stir overnight, filtered and the filtrate washed with water (twice). The aqueous phases were combined, saturated with sodium chloride and re-extracted with ethyl acetate (twice). The combined organic phases were dried (MgSO4), filtered and evaporated in vacuo to give a thick oil (82 g) comprised mainly of delta-hydroxymethyl-isoxazole-S-carboxylic acid ethyl ester. This was dissolved in THF (700 mL), cooled to -10DC and treated with a solution of phenylmagnesium chloride (750 mL, 2.0 M in THF) keeping the temperature below -2C. The reaction mixture was warmed to room temperature and stirred for 1 h. The reaction mixture was poured carefully into ice-cold concentrated hydrochloric acid (200 mL) and ice (500 mL) and the layers separated. The aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried, filtered and evaporated in vacuo. Trituration with ether gave (5- hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol (82.3 g, 59% (2 steps)) as a white solid. 1H NMR (300 MHz, DMSO): delta 7.39-7.25 (m, 10 H), 6.82 (s, 1 H), 6.34 (s, 1 H), 5.62 (t, J = 6.0 Hz, 1 H), 4.54 (d, J = 6.0 Hz, 2 H)., 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; NADIN, Alan, John; OSBOURN, Susan, Elizabeth; TISSELLI, Patrizia; RAY, Nicholas, Charles; WO2010/18352; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-chloromethyl-3,5-dimethylisoxazole (100 mg, 0.69 mmol) in CH2Cl2 (4 mL) was treated with tert-butyl-1-piperazine carboxylate (2.5 eq, 1.71 mmol, 320 mg) and iPr2NEt (3.0 eq, 2.06 mmol, 0.36 mL) and stirred at 35 C. for 8 h. Concentration in vacuo and preparative tlc purification (EtOAc) gave the desired product (111 mg, 55%) as a colourless solid; deltaH (500 MHz, DMSO-d6) 1.39 (s, 9H, C(CH3)3), 2.17 (s, 3H, CH3), 2.28 (t, J=4.5 Hz, 4H, piperazine N(CH2)2), 2.31 (s, 3H, CH3), 3.23 (s, 2H, NCH2), 3.30 (hidden by DMSO peak, 4H, piperazine N(CH2)2);LC (Method B)-MS (ESI, m/z): Rt=2.80 min-296 [(M+H)+]. ESI-HRMS: Found: 296.1968, calculated for C15H25N3O3 (M+H)+: 296.1974., 19788-37-5

As the paragraph descriping shows that 19788-37-5 is playing an increasingly important role.

Reference£º
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); 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.10558-25-5,4-Bromo-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

4-bromo-3,5-dimethylisoxazole (1.0 equiv.), 3,5-difluorophenylboronic acid (1.3 equiv.), and PdCl2(dppf).CH2Cl2 adduct (0.1 equiv.) were combined in a microwave vial and 1,4-Dioxane (0.3 M) was added followed by 2M sodium carbonate (2.0 equiv.). The mixture was purged with N2, sealed and heated at 120 C. for 40 min in the microwave. The mixture was partitioned between EtOAc and brine. The organic layer was dried over sodium sulfate, filtered and concentrated to afford a black solid. The crude black material was purified by ISCO SiO2 chromatography eluting with 0-100% DCM in Heptanes to afford 4-(3,5-difluorophenyl)-3,5-dimethylisoxazole in 60% yield. LC/MS (m/z): 210.1 (MH+), Rt=0.88 min. 1H NMR (400 MHz, ) delta 6.73-6.87 (m, 3H), 2.43 (s, 3H), 2.29 (s, 3H).

10558-25-5, As the paragraph descriping shows that 10558-25-5 is playing an increasingly important role.

Reference£º
Patent; Burger, Matthew; Nishiguchi, Gisele; Machajewski, Timothy D.; Rico, Alice; Simmons, Robert Lowell; Smith, Aaron R.; Tamez, JR., Victoriano; Tanner, Huw; Wan, Lifeng; US2012/225062; (2012); 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.206055-91-6,(3-(4-Bromophenyl)isoxazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

General procedure: In 100 mL three-necked flask, (3-substituted phenylisoxazol-5-yl)methanols (3a-l) (5 mmol) was poured into a stirred mixture of sodium hydride (15 mmol) and anhydrous THF (10 mL) previously cooled in glacial bath. Propargyl bromide (6 mmol, 0.47 mL) was added, and the mixture was stirred at room temperature (20-25 C) until the reaction was over by TLC monitoring. The slurry was filtrated by sabouraud funnel. Filtrate was evaporated under a vacuum to provide the crude product which was purified by column chromatography (silica gel, 200-300 mesh) using petroleum ether/ethyl acetate (phir = 4:1) to furnish the desired product 4a-l in 68-96% yield.

206055-91-6, As the paragraph descriping shows that 206055-91-6 is playing an increasingly important role.

Reference£º
Article; Zhang, Da-wei; Zhang, Yu-min; Li, Jing; Zhao, Tian-qi; Gu, Qiang; Lin, Feng; Ultrasonics Sonochemistry; vol. 36; (2017); p. 343 – 353;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem