Heterocyclic Building Blocks-isoxazole

13999-39-8, 3-Amino-4,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The iV-(4,5-dimethylisoxazol-3-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide used as starting material was prepared as follows :-Using a similar procedure to that described in the portion of Example 17 that is concerned with the preparation of starting materials, 2-(4-benzyloxy-2-methoxyphenyl)acetic acid (0.1 g) was reacted with oxalyl chloride (0.093 ml) and DMF (3 drops) in methylene chloride (5 ml). The reaction mixture was stirred at ambient temperature for 1 hour. The mixture was evaporated to give 2-(4-benzyloxy-2-methoxyphenyl)acetyl chloride. A mixture of the material so obtained, 3-amino-4,5-dimethylisoxazole (0.062 g), diisopropylethylamine (0.065 ml), 4-dimethylaminopyridine (0.005 g) and methylene chloride (5 ml) was stirred at ambient temperature for 14 hours. The resultant mixture was evaporated and the residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and ethyl acetate as eluent. There was thus obtained iV-(4,5-dimethylisoxazol-3-yl)- 2-(4-benzyloxy-2-methoxyphenyl)acetamide; 1H NMR: (DMSOd6) 1.77 (s, 3H), 2.28 (s, 3H), 3.55 (s, 2H)5 3.74 (s, 3H)5 5.09 (s, 2H)5 6.54 (m, IH)5 6.63 (d, IH)5 7.09 (d, IH)5 7.33 (m, IH)5 7.39 (m, 2H)5 7.45 (m, 2H), 10.15 (br s, IH); Mass Spectrum: M+H+ 367.

13999-39-8, As the paragraph descriping shows that 13999-39-8 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/99326; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31329-64-3,3,5-Dimethylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 8 7-Difluoromethoxy-2-(tetrahydrofuran-3-yl)-benzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide Oxalyl chloride (0.09 ml) was added to a stirred solution of 7-difluoromethoxy-2-(tetrahydrofuran-3-yl)-benzofuran-4-carboxylic acid (0.15 g) in dry dichloromethane (20 ml) at room temperature under a dry nitrogen atmosphere. N,N-dimethylformamide (catalytic amount) was added and the reaction allowed to stir for 2 hours. The solvent was removed in vacuo to furnish the corresponding acid chloride as a yellow oil. 3,5-Dimethylisoxazol-4-ylamine (0.11 g) was added to a stirred solution of the acid chloride in dry dichloromethane (30 ml) at room temperature under a dry nitrogen atmosphere. Triethylamine (0.14 ml) was added and the reaction allowed to stir at room temperature for 2 hours. The reaction was washed with water (30 ml) and 1N hydrochloric acid (30 ml). The organic phase was dried over magnesium sulphate, filtered and preadsorbed onto silica. Purification by column chromatography on silica eluding with 30% heptane in ethyl acetate yielded the title compound as a white solid (0.16 g). TLC Rf 0.17 (50% ethyl acetate in heptane) Mp 155.5-156.5 C.

31329-64-3, The synthetic route of 31329-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dyke, Hazel Joan; Lowe, Christopher; Montana, John Gary; US2001/31777; (2001); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.181696-35-5,4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid,as a common compound, the synthetic route is as follows.

5-methyl-3-phenyl-4- (4-sulfonic acid phenyl) isoxazole 11.7g (50mmol) dissolved in dichloromethaneOf thionyl chloride was added dropwise 9.3g (100mmol) at 0 ~ 5 reaction was stirred 40 minutes,Quenched with ice water, extracted with dichloromethane,Methylene chloride phase directly into the aqueous ammonia,The reaction temperature was raised to 20 deg.] C continued for 1 hourAfter the reaction, dichloromethane extraction,Washed, concentrated,Methanol to obtain 14.4 g of vediloxib,The yield was 91.4% and the purity was 99.54%.

181696-35-5, 181696-35-5 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid 11565904, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Wang, Xiaoyue; (7 pag.)CN106008387; (2016); A;,
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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.

Reference Production Example 293 (0936) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (0.86 g, 5.0 mmol) was added to dry tetrahydrofuran (25 ml), under a nitrogen atmosphere, and the mixture was cooled to 0C. 60% sodium hydride (0.40 g, 10.0 mmol) was added thereto, and the mixture was further stirred for 30 minutes. 2-Methoxybenzyl chloride (0.94 g, 6.0 mmol) was added thereto, and the reaction solution was heated to room temperature, and then the mixture was stirred for 16 hours. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, and then dried over sodium sulfate. The solvent was concentrated under reduced pressure, then the residue was added to ethanol (25 mL), and 2 N sodium hydroxide (15 mL) was added thereto, and then the mixture was stirred at room temperature for 16 hours. Thereafter, the resulting mixture was concentrated under reduced pressure. Dilute hydrochloric acid was added to the reaction mixture, the mixture was cooled to 0C, and the precipitated solid was filtered. The solid was dried under reduced pressure to obtain 1.15 g of 5-(2-methoxybenzyloxymethyl)isoxazole-3-carboxylic acid represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)) : 7.28-7.35(m, 2H), 6.87-6.97(m, 2H), 6.74(s, 1H), 4.71(s, 2H), 4.65(s, 2H).3.83(s, 3H), 123770-62-7

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

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
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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

2510-36-3, General procedure: The aldehyde (0.8 equivalent) and amine (0.7 equivalent) were dissolved in methanol (2.0 mL) and stirred for two to 3 h depending upon the starting material. The acid (100 mg, 1 equivalent) and isocyanide (0.7 equivalent) were added in the reaction mixture and further stirred. The reaction mixture was monitored using TLC analysis.Water (4 mL) was added upon completion of the reaction.The resulted solid was filtered off and dissolved in ethyl acetate(10 mL), washed with water (2 3 mL) and dried over sodium sulphate. The crude product was purified using silica gel column chromatography. The ethyl acetate:hexane (6:4) solvent system was used for the purification of these compounds.

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

Reference£º
Article; Makane, Vitthal B.; Krishna, Vagolu Siva; Krishna, E. Vamshi; Shukla, Manjulika; Mahizhaveni; Misra, Sunil; Chopra, Sidharth; Sriram, Dharmarajan; Dusthackeer, V.N. Azger; Rode, Haridas B.; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 665 – 677;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

62348-13-4, To PS-HOBT resin (0.1 mmol) was added anhydrous dichloromethane (“DCM”) (1 mL) followed by pyridine (0.5 mmol) and isoxazole-5-carbonyl chloride (Lancaster) (0.3 MMOL). The mixture was shaken at room temperature for 3 h and was then filtered. The resin was washed successively with tetrahydrofuran (“THF”) (3x) and DCM (3x) and dried III vacuo. To this acylated resin was added a solution of 2- piperidinoaniline (Lancaster) (0.05 mmol, 0.5 eq) in anhydrous THF (1 mL) and the mixture was shaken at room temperature for 16 H. THE MIXTUE WAS THEN FILTERED AND the resin washed with THF and DCM as described above. The combined filtrate and washings were concentrated under reduced pressure to yield the product. Yield: 100%. MS: 272 (M+1). LC/MS PURITY : 100%. IHNMR (CDCL3, 300MHZ) : 58. 2 (d, 1H), 7.85 (t, 2H), 7.55 (m, 1H), 7.4 (m, 2H), 3.8-3. 2 (bm, 4H), 2.7-1. 9 (bm, 4H).

As the paragraph descriping shows that 62348-13-4 is playing an increasingly important role.

Reference£º
Patent; 3-DIMENSIONAL PHARMACEUTICALS, INC.; WO2004/96795; (2004); A2;,
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36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP A: ethyl 4-bromo-5-methyl-l-((3-methylisoxazol-5-yl)methyl)-lH-pyrazole- 3-carboxylate and ethyl 4-bromo-3-methyl-l-((3-methylisoxazol-5-yl)methyl)-lH-pyrazole- 5-carboxylate and [1124] To a mixture of ethyl 4-bromo-3-methyl-lH-pyrazole-5-carboxylate (0.331 g, 1.420 mmol) in DMF (10 mL) were added CS2CO3 (1.157 g, 3.55 mmol) and 5-(bromomethyl)-3- methylisoxazole (0.5 g, 2.84 mmol). The reaction mixture was stirred at room temperature for 20 hours and then diluted with water. The product was extracted into EtOAc. The organic phase was dried over Na2S04 and concentrated to give the title compounds as a crude mixture that was used without further purification (0.24 g).

36958-61-9, The synthetic route of 36958-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
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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.

Reference£º
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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4369-55-5, 5-Amino-3-phenylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 19: l-oxo-N-(3-phenyl-l,2-oxazol-5-yl)-2,3,4,5-tetrahydi[l,4]diazepino[l,2-a]benzimidazole-8-carboxamideA solution of l-oxo-2,3,4,5-tetrahydro-lH-[l,4]diazepino[l,2-a]benzimidazole-8- carboxylc acid (Intermediate B, 71 mg, 0.29 mmol) and Iota,Gamma-carbonyldiimidazole (117 mg, 0.72 mmol) in THF (10 mL) is heated to 60 ¡ãC for 1 h. The solution is cooled to room temperature and 5-methyl-3-aminoisoxazole (191 mg, 1.16 mmol) is added. After 10 min DBU (0.11 mL, 0.72 mmol) is added and the mixture heated at 60 ¡ãC for 16 h. The solvent is evaporated and H20 is added to the residue. The resulting solid is collected by filtration and is purified via preparative HPLC to afford the title compound (17 mg, 12percent).

4369-55-5, As the paragraph descriping shows that 4369-55-5 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
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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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