Heterocyclic Building Blocks-isoxazole

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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

The intermediate compound (12.2 g, 43.02 mmol) prepared in the above step 4 was dissolved in dichloromethane (158 ml) and then cooled to 0 C.Triphenylphosphite (TPP, 16.9 g, 64.53 mmol) and tetrabromomethane (21.4 g, 64.53 mmol) were slowly added at the same temperature and stirred at room temperature for 4 hours.The reaction mixture was concentrated and purified by silica gel chromatography to obtain the title compound (13.44 g, 90%)., 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Ildong Pharmaceutical Co., Ltd.; Kang Jae-hun; Lee Hong-seop; Lee Yun-seok; Jeong Jin-a; Kwon Seong-uk; Kim Gyeong-seon; Song Dong-geun; Choi Ji-hye; Hwang Hye-min; (43 pag.)KR2018/115126; (2018); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

(a) 5-Amino-4-chloro-3-methylisoxazole Using the method in Example 1a, 5-amino-4-chloro-3methylisoxazole was prepared in 90% yield from 5-amino-3-methylisoxazole and N-chlorosuccinimide.

14678-02-5, The synthetic route of 14678-02-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Immunopharmaceutics, Inc.; US5514691; (1996); A;,
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2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2 Synthesis of starting material: STR20 3,5-Dimethyl-4-isoxazolylcarboxylic acid (14.1 g) and thionyl chloride (15.0 g) were mixed and the resulting mixture was heated under reflux for 20 hours. The excess thionyl chloride was distilled off under reduced pressure, and trimethylsilyl azide (30.0 g) was added to the residue thus obtained. The resulting mixture was heated under reflux for 24 hours, and the excess trimethylsilyl azide was distilled off under reduced pressure and then methanol (30 ml) was added to the residue thus obtained. Thereafter, the methanol was distilled off, and the resultant residue was subjected to silica gel chromatography, using chloroform: ethanol=15:1, so that 1-(3,5-dimethyl-4-isoxazolyl)-5(4H)-tetrazolinone (10.5 g) was obtained. m.p. 191.5-193 C. (decomposition).

2510-36-3, The synthetic route of 2510-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nihon Bayer Agrochem K.K.; US5589439; (1996); A;,
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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

To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (50 mg, 0.29 mmol) in MeCN (2 mL) was added triphenylphosphine (153 mg, 0.58 mmol), 2,6-lutidine (31 .3 mg, 0.034 mL, 0.29 mmol) and CBr4(194 mg, 0.58 mmol). The reaction mixture was stirred at room temperature for 1 .5 hours. The mixture is concentrated and purified directly by flash chromatography with heptane:ethyl acetate = 1 :0 to 0:1 to give ethyl 5- (bromomethyl)isoxazole-3-carboxylate (68 mg).

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

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
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