Heterocyclic Building Blocks-isoxazole

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 67: 6-(5-chloro-2-{[(2,4-dimethoxyphenyl)methyl](oxan-4-yl)amino}pyrimidin- 4-yl)-2-[(3-methy 1-1 ,2-oxazol-5-yl)methyl]-2,3-dihydro-1 H-isoindol-1 -one (1591) (1592) A stirred suspension of 6-(5-chloro-2-{[(2,4-dimethoxyphenyl)methyl](oxan-4-yl)arnino}pyrimidin- 4-yl)-2,3-dihydro-1 H-isoindol-1-one (100 mg, 0.20 mmol) in THF (2 mL) was cooled to -78 C and treated with a lithium bis(trimethylsilyl)amide (1 M in THF, 0.3 mL, 0.3 mmol). The resulting suspension was stirred for 15 min before 5-(bromomethyl)-3-methylisoxazole (53 mg, 0.30 mmol) was added. The resulting suspension was allowed to reach RT and the resulting orange solution was stirred for 18 h. The mixture was treated at room temperature with more 5- (bromomethyl)-3-methylisoxazole (53 mg, 0.30 mmol) and stirred for 5 h. Lithium (1593) bis(trimethylsilyl)amide (1 M in THF, 0.15 mL, 0.15 mmol) was added and the mixture was stirred for 15 min before 5-(bromomethyl)-3-methylisoxazole (53 mg, 0.30 mmol) was added and the mixture stirred for 3 days. Brine (5 mL) was added and the mixture was extracted with ethyl acetate (3×5 mL). The combined organic phases were washed with brine (5 mL), dried (Na2S04) and concentrated. Purification by chromatography (S1O2, 10-100% ethyl acetate in iso-hexane) gave the title compound (79 mg, 67%) as a yellow foam. LC-MS: [M+H]+ =590., 36958-61-9

36958-61-9 5-(Bromomethyl)-3-methylisoxazole 10607354, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42831-50-5,5-Methylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,42831-50-5

(iv) 5-Methylisoxazol-4-yl carbonyl chloride Thionyl chloride (118 g) was added to 5-methylisoxazol-4-yl carboxylic acid (42 g) and stirred at room temperature as dimethylformamide (0.2 ml) was added. The solution was heated under reflux for 2 hours with stirring. Excess thionyl chloride was removed in vacuo at 50 C., then the residue was distilled through a 15 cm Vigreaux column at reduced pressure to give an oil, b.p. 32-34 C./0.1 mm Hg.

The synthetic route of 42831-50-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lilly Industries Limited; US4892963; (1990); A;,
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Isoxazole | C3H3NO – PubChem

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

-Benzylsulfanyl-4-chloro-2H-phthalazin-1 -one (500. mg, 1 .65 mmol) in DMF (15 mL) was cooled in an ice bath, treated with sodium hydride (60% w/w) (69.35 mg, 1 .73 mmol), and the resulting mixture was stirred at ambient temperature for 1 h. 5- (Bromometh

36958-61-9, As the paragraph descriping shows that 36958-61-9 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
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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;,
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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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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.

6.5. tert-Butyl 2-(3-carbamoylisoxazol-5-ylmethoxycarbonylamino)-6-azaspiro[3.4]octane-6-carboxylate A solution of 0.304 g (1.51 mmol) of 4-nitrophenyl chloroformate dissolved in 5 mL of 1,2-dichloroethane is added dropwise to a solution containing 0.284 g (1.66 mmol) of ethyl 5-hydroxymethylisoxazole-3-carboxylate and 0.39 g (3.02 mmol) of N,N-diisopropylethylamine in 10 mL of 1,2-dichloroethane, cooled to about 0 C. Stirring is continued at 0 C. for 1 hour and then at room temperature for 1 hour. 0.39 g (3.02 mmol) of N,N-diisopropylethylamine and then 0.34 g (1.51 mmol) of tert-butyl 2-amino-6-azaspiro[3.4]octane-6-carboxylate, prepared in step 6.4., are added. The reaction medium is stirred at 70 C. for 4 hours. It is allowed to cool to room temperature. Water is added to the reaction medium, the aqueous phase is separated out and extracted several times with dichloromethane, the combined organic phases are washed with aqueous sodium hydroxide solution (1N) and then with saturated aqueous ammonium chloride solution and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. 0.44 g of pure product is thus obtained in the form of an orange oil, which is used without further purification in the following step. LC-MS: M+H=424 1H NMR (DMSO) delta (ppm): 7.80 (broad s, 1H); 6.90 (s, 1H); 5.20 (s, 2H); 4.40 (q, 2H) 4.00 (m, 1H); 3.40-3.10 (m, 4H); 2.30 (m, 2H); 2.00-1.70 (m, 4H); 1.40 (s, 9H); 1.30 (t, 3H)., 123770-62-7

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

Reference£º
Patent; SANOFI; US2011/319381; (2011); A1;,
Isoxazole – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 2a (3.0g, 6.7mmol) in anhydrous DCM (30mL) was added CF3COOH (5.0mL, 67mmol) slowly at 0¡ãC. Then, the reaction mixture was stirred at RT for 2h and then concentrated. To a solution of the residue obtained in DCM (40mL) was added Et3N drop-wise to adjust the pH to 7.0at 0¡ãC, and then butyric acid (0.60g, 6.7mmol), EDCI (1.53g, 8.0mmol) and HOBt (1.08g, 8.0mmol) were sequentially added. After 20min, Et3N (3.8mL, 26.8mmol) was added drop-wise. Then, the reaction mixture was stirred at RT for 3h, followed by washing with H2O (50mL¡Á2), saturated citric acid solution (50mL¡Á2), saturated NaHCO3 solution (50mL¡Á2) and brine (50mL¡Á2). The organic phase was dried over Na2SO4 and concentrated, and the residue was purified by column chromatography (EtOAc: petroleum ether, 4: 1 v/v) to afford the pure product as a light yellow oil 3f (2.4g, 5.69mmol, 85percent)., 3405-77-4

3405-77-4 5-Methylisoxazole-3-carboxylic acid 76947, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Zhai, Yangyang; Ma, Yuying; Ma, Fei; Nie, Quandeng; Ren, Xuejiao; Wang, Yaxin; Shang, Luqing; Yin, Zheng; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 559 – 573;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91252-54-9,Ethyl 5-(tert-butyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,91252-54-9

Ethyl 5-(tert-butyl)isoxazole-3-carboxylate 17 (1000mg, 5.1mmol) and LiOH (638mg, 15.3mmol) were dissolved in 30mL MeOH and 10mLH2O, respectively. Then the solution was stirred at rt. for 1h. In an ice-cooled bath, 1N Na2SO4 was added, and the mixture was extracted by EtOAc. The organic layer was separated and washed with brine. After drying with anhydrous Na2SO4, the solution was concentrated to give the intermediate 18 (818mg, 95%) as a light yellow oil. 1H NMR (300MHz, CDCl3) delta 10.64 (s, 1H), 6.42 (s, 1H), 1.37 (s, 9H).

As the paragraph descriping shows that 91252-54-9 is playing an increasingly important role.

Reference£º
Article; Liu, Zhiqing; Tian, Bing; Chen, Haiying; Wang, Pingyuan; Brasier, Allan R.; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 450 – 461;,
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Isoxazole | C3H3NO – PubChem

59669-59-9, 3-(tert-Butyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59669-59-9, Step 2: Synthesis of (S)-l-(4-Chloro-phenyl)-6-oxo-piperidine-2-carboxylic acid (3-tert- butyl-isoxazol-5-yl)-amideTo a cold slurry of (S)-l-(4-Chloro-phenyl)-6-oxo-piperidine-2-carboxylic acid (0.2g; 0.788mmol) and 5-amino-3-tert-butylisoxazole (0.11Og; 0.788mmol) in pyridine (0.956mL; 11.820mmol) is added phosphorous oxychloride (O.O88mL; 0.946mmol). The mixture is stirred at O0C for 30 minutes and then diluted with water and extracted with ethyl acetate several times. The organics are combined and washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification by preparative HPLC affords title compound, m/z 376 [M+H+].

As the paragraph descriping shows that 59669-59-9 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; WU, Lifen; ZINDELL, Renee M.; WO2010/96371; (2010); A2;,
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3445-52-1, 5-Methylisoxazole-3-carboxamide is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 STR80 2.52 g (0.02 mol) of 5-methyl-isoxazole-3-carboxamide are dissolved in 50 ml of 1,4-dioxane and after adding 3.4 g (0.06 mol) of powdered potassium hydroxide the mixture is stirred at 80 C. for 30 minutes. The mixture is cooled, 5.7 g (0.022 mol) of methyl 2-chlorosulphonylbenzoate are added at room temperature for 20 hours. The solvent is then distilled off in vacuo, the residue is taken up in water and the solution is filtered. The product precipitates from the filtrate on acidifying with hydrochloric acid, and is collected on a suction filter and dried on clay. 1.8 g (27% of theory) of N-(2-methoxycarbonylphenylsulphonyl)-5-methyl-isoxazole-3-carboxamide of melting point 101 C. are obtained.

3445-52-1, The synthetic route of 3445-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Aktiengesellschaft; US5256632; (1993); A;,
Isoxazole – Wikipedia
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