Heterocyclic Building Blocks-isoxazole

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.

Step 4. Preparation of 4-[3-methyl-5-(3-chlorophenyl)isoxazol-4-yl]benzenesulfonamide Following the procedure of Example 14, Step 4, the isoxazole from Step 3 (2 g, 7.4 mmol) was reacted with chlorosulfonic acid (8 mL) and quenched with ammonium hydroxide. The crude product was recrystallized from ethyl acetate to give pure sulfonamide (220 mg): mp 176-178 C. Anal. Calc’d. for C16 H13 ClN2 O3 S (348.81): C, 55.10; H, 3.76; N, 8.03; S, 9.19. Found: C, 54.60; H, 3.63; N, 7.77; S, 9.21.

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

Reference£º
Patent; G. D. Searle & Co.; US5859257; (1999); A;,
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31329-64-3, 3,5-Dimethylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 15 7-Difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide Cyanuric chloride (19 mg) and triethylamine (0.05 ml) were added to a stirred solution of 7-difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid (85 mg) in dry dichloromethane at room temperature under a dry nitrogen atmosphere. After stirring for 20 minutes 3,5-dimethylisoxazol-4-ylamine (42 mg) was added and the reaction left overnight. The reaction was mixture was preadsorbed onto silica. Purification by column chromatography on silica eluding with 30% ethyl acetate in hexane gave the title compound as a cream solid (33 mg) TLC Rf 0.52 (50% ethyl acetate in hexane) Mass spectrum m/z 367 [M+H].

31329-64-3 3,5-Dimethylisoxazol-4-amine 182040, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Dyke, Hazel Joan; Lowe, Christopher; Montana, John Gary; US2001/31777; (2001); A1;,
Isoxazole – Wikipedia
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19788-36-4, (3,5-Dimethyl-4-isoxazolyl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (3,5-dimethylisoxazol-4-yl)methano3 (1.00 g, 7.86 mmol) in CH2CI2 (20 mL) at 0 C was added Dess-Martin periodinane (4.17 g, 9.83 mmol) over 10 min and the reaction mixture was warmed to rt. The reaction mixture was stirred at rt for 60 min and then filtered through CeHte* and washed through with 0??. The organic layer was dried over N82SO4, concentrated, and purified by column chromatography (15% EtO Ac/hex anes) to provide the title compound (0.450 g, 46%). T NMR (400 MHz, DM80-d6) delta ppm 9.92 (s, 1H), 2.68 (s, 3H), 2.3′ (s, 3H).

As the paragraph descriping shows that 19788-36-4 is playing an increasingly important role.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (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.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

Example 178; N-(4-Chloro-3-methylisoxazol-5-yl)-4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide; (1) 4-Chloro-3-methylisoxazole-5-amine; To a solution of 3-methylisoxazole-5-amine (5.00 g, 51.0 mmol) in dichloromethane (40 ml) was slowly added N-chlorosuccinimide (6.80 g, 51.0 mmol) with ice-cooling and the mixture was stirred for 1 hour with ice-cooling and then at room temperature for 2 hours. The reaction mixture was washed with an aqueous 1N sodium hydroxide solution and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. Hexane was added to the residue and the desired product (5.65 g, 83.6%) as a solid was collected by filtration. 1H-NMR (CDCl3) delta; 2.18 (3H, s), 4.54 (2H, br s).

14678-02-5 5-Amino-3-methylisoxazole 84590, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); 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.1072-67-9,5-Methylisoxazol-3-amine,as a common compound, the synthetic route is as follows.

General procedure: Nitrosyl sulfuric acid solution was prepared from concentrated sulfuric acid (1.5mL) and sodium nitrite (0.14g, 2mmol) at 70C and then cooled to 5C. This solution was added dropwise, with stirring, to 3mL of (acetic acid+propionic acid) mixture (5:1v/v) containing 2.0mmol of heterocyclic amines in an ice bath. The mixture was then stirred for 1.5h at about 0-5C. After completion of diazotization procedure, the diazonium salt solution was added dropwise to the solution of 8-chloro 4-hydroxyquinoline -2-(1H)-one (0.39g, 2.0mmol) in sodium hydroxide (0.32g, 8.0mmol) and water (6.0ml). The resulting solution was vigorously stirred at about 0-4C for 2h, while the pH of the reaction mixture was maintained 10-11 by adding 2.5% sodium hydroxide solution. The progress of the reaction was followed by TLC, using (ethyl acetate+petroleum ether) mixture (5:1 v/v) as solvent. Afterwards, the pH of reaction mixture was regulated 4-5 by means of a 10% hydrochloric acid solution. At the end of the procedure, the resulting solid was filtered, washed thoroughly with cold ethanol and dried. Recrystallization from DMF-H2O ended in pure crystals of the dye. The physical and spectral data of the purified dyes are as follows.

The synthetic route of 1072-67-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yahyazadeh, Asieh; Yousefi, Hessamoddin; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 117; (2014); p. 696 – 701;,
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3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Cis)-4-phenyldecahydroquinolin-4-ol (enantiomer A, 100 mg, 0.432 mmol), isoxazole-3- carboxylic acid (63.5 mg, 0.562 mmol), EDC (108 mg, 0.562 mmol), HOAt (1.124 ml, 0.5 M in DMF, 0.562 mmol), and TEA (0.078 ml, 0.562 mmol) were combined in DMF (2 ml) at RT. After 16 hr the mixture was filtered using a 0.45 mum PTFE syringe filter and concentrated. The residue was purified by preparative reversed-phase HPLC on a Waters Sunfire column (20×150 mm, 5mum) with gradient elution using 5-70% CH3CN/water containing 0.1% TFA over 20 minutes. Fractions containing the product were pooled and concentrated to give the title compound as an off-white solid (72 mg, 51%).

The synthetic route of 3209-71-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2008/88744; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87988-94-1,5-Methylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

To a solution of 4-amino-5-methylisoxazole (2.00 g, 20.39mmol; CASNo. 87988-94-1 ) in THF (50 mL) at 0 C was added pyridine (1.65 mL, 20.39 mmol) followed by phenyl chloroformate (2.81 mL, 22.43 mmol). After stirring at 0 0C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI, water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and purified by flash chromatography (ethyl acetate (5% ethanol)/ heptanes) to give the title compound as a white solid (2.85 g, 13.07 mmol, 64%).

The synthetic route of 87988-94-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2009/127948; (2009); A1;,
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Isoxazole | C3H3NO – PubChem

1072-67-9, 5-Methylisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure as for 14 except using 3-amino-5-methyl-isoxazole (1.5 g, 15 mmol, 1.00 equiv) and the reaction mixture was allowed to stir at RT overnight. The precipitate obtained was washed with CH2Cl2 and then vacuum dried. Pure 25b was obtained as a white crystalline solid (766 mg, 30%). m/z (ES), found 175.0221 (C6H8-ClN2O2 [M+H]+) requires 175.0196; deltaH/ppm (400 MHz, d6-DMSO):11.25 (1H, s, NH), 6.62 (1H, s, Ar-H), 4.29 (2H, s, CH2), 2.38 (3H,s, CH3).

As the paragraph descriping shows that 1072-67-9 is playing an increasingly important role.

Reference£º
Article; Reddy, Tummala R.K.; Li, Chan; Guo, Xiaoxia; Fischer, Peter M.; Dekker, Lodewijk V.; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5378 – 5391;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

91252-54-9, Ethyl 5-(tert-butyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 5-tert-butyl-isoxazole-3-carboxylic acid (58) A solution of tert-butyl-substituted isoxazole ethyl ester (54) (2.97 g, 15.1 mmol) in ethanol (30 mL) was stirred at room temperature. To this solution was added a 2M NaOH solution (11.3 mL, 22.6 mmol). After 5 min., TLC showed a complete reaction. 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-tert-butyl-isoxazole-3-carboxylic acid (58) as a colorless oil (1.54 g; 94%). 58: 1H NMR (500 MHz, CDCl3): delta 6.44 (s, 1H), 1.39 (s, 9H).

The synthetic route of 91252-54-9 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;,
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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

General procedure: To a solution of the obtained ethyl ester intermediate (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH¡¤H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 1-8.

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

Reference£º
Article; Xu, Xue; Deng, Liming; Nie, Lu; Chen, Yueming; Liu, Yanzhi; Xie, Rongrong; Li, Zheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 525 – 528;,
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Isoxazole | C3H3NO – PubChem