Tag: M.W:200-300

1083224-23-0, 5-(2,4-Difluorophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of rac-(3R*,4R*)-4-amino-1-cyclohexyl-piperidine-3-carboxylic acid methyl ester 1.01 b (2.64 g, 10.4 mmol) in DMF (56.7 mL) at RT is added 5-(2,4-difluorophenyl)isoxazole- 3-carboxylic Acid (2.42 g, 10.4 mmol). DIPEA (5.83 mL, 33.4 mmol) is then added followed by HATU (4.16 g, 10.9 mmol). The reaction mixture is stirred overnight (17 h). The reaction mixture is concentrated, dissolved in DCM (300 mL) and treated with aq. sat. NaHC03 (225 mL). The organic layer is dried over MgS04 and evaporated. The crude residue is purified by prep. LC-MS under basic conditions (method E). The title compound is obtained as white powder; LC-MS method D tR = 1.15 min; [M+H]+ = 448.19., 1083224-23-0

As the paragraph descriping shows that 1083224-23-0 is playing an increasingly important role.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; AISSAOUI, Hamed; GUERRY, Philippe; LEHEMBRE, Francois; POTHIER, Julien; POUZOL, Laetitia; RICHARD-BILDSTEIN, Sylvia; YUAN, Shuguang; (273 pag.)WO2018/19929; (2018); A1;,
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Isoxazole | C3H3NO – PubChem

1228689-61-9, Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acidLithium hydroxide (2 g, 48 mmol) was added to a solution of 5-(4-bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (39 mmol) in methanol (50 mL) and water (10 mL), and the reaction was stirred at 60 C. for 1 hour. Acidic work-up gave the title compound., 1228689-61-9

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

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Patent; AMIRA PHARMACEUTICALS, INC.; US2010/152257; (2010); 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.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

1136-45-4, A solution of 3-phenyl-5-methyl-4-isoxazole formic acid (0.2 g, 1 mmol) in DMF (5 mL) was stirred. EDCI (1-(3-dimethylamino propyl)-3-2 ethyl carbon imine hydrochloride) (0.22 g, 1.2 mmol) and HOBt (N-hydroxybenzotrizole) (0.16 g, 1.2 mmol) were added sequentially and activated for approximately 1 h. Glucosamine hydrochloride (0.43 g, 2 mmol) and triethylamine (0.4 g, 4 mmol) were then added, and the solution was stirred for an additional 24 h at room temperature. The reaction was monitored by TLC. The mixture was extracted with ethyl acetate (EA) after the end of the reaction. The organic layer was separated, washed with a saturated sodium chloride solution, dried over MgSO4, and concentrated in vacuo. The residue was washed with ethanol/dichloromethane (v/v = 2:5), and the title compound A1 was obtained as a white solid (70% yield). 1H NMR (400 MHz, DMSO) delta 8.27 (m, 2H), 7.65 (m, 3H), 6.60 (s, 1H, NH-CO), 5.04 (d, 1H), 3.58 (m, 2H), 3.30 (d, J = 25.2 Hz, 2H), 3.05 (q, J = 7.3 Hz, 1H), 2.53 (d, J = 3.6 Hz, 3H, CH3), 1.18 (s, 4H, OH). 13C NMR (100 MHz, DMSO-d6) delta 169.75, 161.44, 159.95, 128.71, 127.83, 112.85, 90.29, 72.10, 71.12, 70.12, 61.01, 54.80, 45.26, 10.93, 8.37. HRMS (ESI) calcd for C17H20N2O7 [M+Na]+: 387.1179, found 387.1166.

The synthetic route of 1136-45-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Cao, Tingting; Li, Yong; Jiang, Lijuan; Yuan, Li; Dong, Lin; Li, Ying; Yin, Shufan; Carbohydrate Research; vol. 433; (2016); p. 73 – 79;,
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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;,
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Isoxazole | C3H3NO – PubChem

33282-23-4, 5-(4-Bromophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Preparation of 5-(4-bromophenyl)-N-methylisoxazole-3-carboxamide (121)5-(4-bromophenyl)isoxazole-3-carboxylic acid (500 mg, 1.87 mmol) and oxalyl dichloride (5 mL) were added to tetrahydrofuran (50 mL), followed by reflux for 1 hour. The solvent was removed under reduced pressure, and tetrahydrofuran (20 mL), triethylamine (Et3N, 2 mL) and methylene chloride (100 mg) were added dropwise to the reactants. After completion of the reaction was confirmed by TLC, extraction was carried out with water (20 mL) and ethyl acetate (20 mL). The organic layer was washed with water (10 mL X 2) and brine (10 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered under reduced pressure to remove ethyl acetate. The residue was purified by silica gel column chromatography using ethyl acetate and hexane as a developing solvent, thus affording the title compound 5-(4-bromophenyl)-N-methylisoxazole-3-carboxamide (121). Yield: 20%.1H NMR(CDCl3, 400MHz): 7.63(m, 4H), 6.94(s, IH), 6.80(br, IH), and 3.02(d, 3H,J=5.2Hz).

33282-23-4, 33282-23-4 5-(4-Bromophenyl)isoxazole-3-carboxylic acid 2771350, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; DONG-A PHARM. CO., LTD.; YUHAN CO., LTD.; WO2008/108602; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1136-45-4, 5-Methyl-3-phenylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7 Synthesis of 5-(2-hydroxyphenyl)-N-(5-methyl-3-phenylisoxazol-4-yl)-3-pyridin-3-yl-4,5-dihydro-1H-pyrazole-1-carboxamide (I-323) To a solution of 5-methyl-3-phenylisoxazole-4-carboxylic acid (29.7 mg, 0.146 mmol) in DCE (1 mL) was added a solution of TEA (14.8 mg, 0.146 mmol) in DCE (0.5 mL) at rt followed by the addition of a solution of diphenylphosphonic azide (40.2 mg, 0.146 mmol) in DCE (0.5 mL). The reaction mixture was heated at 90 C. for 2 h and then the solution was allowed to cool to rt and further to below -30 C., whereupon a solution of 2-(3-pyridin-3-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol (35.0 mg, 0.146 mmol) in DMF (0.5 mL) was added. The mixture was shaken at rt for 16 h. The residue was partitioned between water (4 mL) and DCM (3 mL). The aqueous solution was extracted with DCM. The organic solutions were combined, dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by RP-HPLC to give 5-(2-hydroxyphenyl)-N-(5-methyl-3-phenylisoxazol-4-yl)-3-pyridin-3-yl-4,5-dihydro-1H-pyrazole-1-carboxamide (5.53 mg, 8.6%). LCMS: (AAC) ES+440.3. Compounds in the following table were prepared from the appropriate starting materials in a method analogous to that of Example 7:

1136-45-4, 1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2008/171754; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1136-45-4, 5-Methyl-3-phenylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1136-45-4, 5-Methyl-3-phenylisooxazole-4-carboxylic acid (40 mg, 0.197 mmol), 4-hydroxy-4-phenylpiperidine (28.8 mg, 0.151 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (37.7 mg, 0.197 mmol) and triethylamine (59.8 mg, 0.591 mmol) were mixed in dichloromethane (2 mL) and stirred at room temperature over night. Solvent was evaporated in vacuo, and the residue was taken up in methanol (1 mL), filtered and purified by preparative chromatography. The combined fractions were partitioned between NaHCO3 (sat) and ethylacetate. The organic layer was washed with water and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C22H22N2O3: 362.1630, found 362.1627.

The synthetic route of 1136-45-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Amgen Inc.; Biovitrum AB; US2008/21022; (2008); 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.33282-16-5,5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of oximic acid (4a-k, 3.6 mmol in 50 mL THF) was added HOBt (3.6 mmol) in an ice-cooled bath. Next, a mixture of cystamine dihydrochloride (1.8 mmol) and TEA (1 mL) in DMSO (6 mL) were added, followed by the addition of EDCI (4.0 mmol). After stirring for 24 h at room temperature, the reaction was quenched with water and extracted with EtOAc (60 mL ¡Á 3). The combined organic extracts were washed with brine (50 mL), dried over MgSO4 and then evaporated. The resulting residue was then purified by column chromatography on silica gel as indicated.

33282-16-5, As the paragraph descriping shows that 33282-16-5 is playing an increasingly important role.

Reference£º
Article; Wen, Jiachen; Bao, Yu; Niu, Qun; Liu, Jiang; Yang, Jinyu; Wang, Wanqiao; Jiang, Tao; Fan, Yinbo; Li, Kun; Wang, Jian; Zhao, Linxiang; Liu, Dan; Bioorganic and Medicinal Chemistry Letters; vol. 26; 17; (2016); p. 4372 – 4376;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

925006-96-8,925006-96-8, Ethyl 5-(4-methoxyphenyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of CH3CN (0.43mL, 7.32mmol) in anhydrous THF (10mL) was added 1.6M methyl lithium in diethyl ether (2.30mL, 3.66mmol) at-78C under nitrogen. The mixture was stirred at-78C for 0.5h, and ethyl 5-(4-(tert-butyl)phenyl)isoxazole-3-carboxylate 3a (500mg, 1.83mmol) in THF (10mL) was then added dropwise. The solution was stirred at-78C for 1h and then quenched with acetic acid (0.21mL, 3.66mmol). The mixture was warmed to 0C and poured onto ice/ water (10mL) and extracted with ethyl acetate (20mL). The organic lay was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue 4a (330mg, 75%) was obtained as a white solid and directly used for next step without further purification.

As the paragraph descriping shows that 925006-96-8 is playing an increasingly important role.

Reference£º
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10557-85-4,3,5-Dimethyl-4-iodoisoxazole,as a common compound, the synthetic route is as follows.,10557-85-4

General procedure: Raw material 4-iodo-3,5-dimethylisoxazole25 (0.28 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93 mol/L n-BuLi hexane solution (0.47 mL, 1.4 mmol) at -78 C under an argon atmosphere. Stirring was continued for 30 min and 8a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at -78 C and stirred for 1 h at this temperature. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated, and evaporated. The crude product was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (v/v=6/1) as the eluent resulting in 0.23 g of 1o being obtained in 38% yield as a pale yellow solid.

The synthetic route of 10557-85-4 has been constantly updated, and we look forward to future research findings.

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Article; Pu, Shouzhi; Li, Hui; Liu, Gang; Liu, Weijun; Cui, Shiqiang; Fan, Congbin; Tetrahedron; vol. 67; 7; (2011); p. 1438 – 1447;,
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