Heterocyclic Building Blocks-isoxazole

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 55.2-(6-Fluoro- 1 -methyl- 1 H-indazol-3 -yl)-5H-pyrrolo [2,3 -b]pyrazine-7-carboxylic acid (1 – isoxazol-5 – l-ethyl)-amideIn a round-bottomed flask, isoxazole-5-carboxylic acid (1.0 g, 8.84 mmol) was dissolved in THF (35 ml). The solution was cooled to 0C and triethylamine (1.4 ml, 10.0 mmol) was added followed by ethyl chloroformate (0.94 ml, 9.8 mmol). A thick precipitate was formed upon the addition of the latter. The suspension was stirred at 0C for 15 min then a solution of sodium borohydride (1.00 g, 26.5 mmol) in water (14 ml) was added portionwise via pipet. Vigorous gas evolution was observed. The reaction mixture was stirred at 0C for 1 h then diluted with water and saturated aqueous NH4C1 and extracted with dichloromethane (3x). The organic layers were combined, dried over sodium sulfate, filtered and concentrated. The residue waschromato graphed over silica gel with EtOAc/hexanes (gradient 0-50% EtOAc) to afford 513 mg (59%) of isoxazol-5-yl-methanol as a colorless oil. 1H NMR (CDC13, 300 MHz): ? (ppm) 8.23 (d, J=1.9 Hz, 1H), 6.26 – 6.30 (m, 1H), 4.82 (s, 2H), 2.13 (br. s., 1H).

As the paragraph descriping shows that 21169-71-1 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O’YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu; WO2013/30138; (2013); A1;,
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62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound obtained in Example 1, performed in the 10ml flasks 2 Hydra possess -N, N- bis (2,2,2-trifluoro-ethyl) -4 (trifluoro Methyl) quinoline-6-amine 100mg (0.247mmol) into a 4-methyl-1,3-oxazole-5-carboxylic acid 31.4mg (0.247mmol) in dichloromethane And dissolved by stirring into a 2ml. 42ul of triethylamine (0.296mmol) and then the insert isoxazole-5-carbonyl chloride Put 24ul (0.247mmol) was stirred for 5 hours at room temperature. After the completion of the reaction by concentration under reduced pressure and column separation title compound 25mg (20%) was obtained

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

Reference£º
Patent; DONG-A ST CO., LTD.; CHOI, SUNG PIL; CHOI, SEUL MIN; SON, BYOUNG HWA; KIM, HYUN JUNG; KIM, JU MI; JANG, BYUNG JUN; SUNG, JI HYUN; LEE, JI HYE; KIM, EUN JIN; KANG, KYUNG KOO; KIM, SOON HOE; (56 pag.)KR2015/123006; (2015); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

3,5-Dimethylisoxazole-4-carboxylic acid (0.53 g), dicyclohexylcarbodiimide (1.55 g), HOBT (0.675 g) were dissolved in 30 ml of THF, and stirred for 10 minutes, then 1 g of compound 9 was added. The reaction was carried out under nitrogen for 12 hours.After the completion of the reaction, the reaction mixture was evaporated to dryness crystals crystals crystalsSpin over the column to give a white solid 0.32 g.The yield was 80%.

As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; China Pharmaceutical University; Xiang Hua; Qiu Rongmao; Huang Ali; Zheng Fan; Li Haolin; Yang Qizhen; Hu Weikang; Zhang Jin; Liu Man; Chen Mingqi; Chen Deying; You Qidong; (9 pag.)CN107987116; (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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

a 5-Methyl-3-isoxazolecarboxylic Acid 2-(Pyrido[3,4-d]pyridazin-4(3H)-one-1-yl)hydrazide 1-Hydrazinopyrido[3,4-d]pyridazin-3(4H)-one [prepared by the method of K. Kormendy, T. Kovacs, F. Ruff and I. Kovesdi, Acta Chim. Hung., 1983, 112(4), 487] (1.72 g, 9.7 mmol), triethylamine (1.36 ml, 9.7 mmol), 5-methylisoxazole-3-carboxylic acid (1.23 g, 9.7 mmol) and bis(2-oxo-3-oxazolidinyl)phosphinic acid (2.48 g, 9.7 mmol) in 1,2-dichloroethane (60 ml) were heated at reflux under nitrogen for 18 h. The mixture was allowed to cool and diluted with water (20 ml). The precipitate was filtered off and washed successively with water (2*50 ml) and diethyl ether (2*50 ml) to give the title compound (2.2 g, 79percent), 1H NMR (400 MHz, d6 DMSO) delta 2.50 (3H, s, Ar-CH3), 6.62 (1H, s, Ar-H), 8.04 (1H, d, J=5.5 Hz, Ar-H), 9.10 (1H, d, J=5.5 Hz, Ar-H), 9.11 (1H, s, Ar-H), 9.45 (1H, s, NH), 10.62 (1H, s, NH), 12.08 (1H, s, NH).

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US6613766; (2003); B1;,
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54593-26-9, 3,5-Dimethyl-4-isoxazolecarbaldehyde is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (2.0 g, 4.64 mmol, Intermediate 10: step d) was added THF (65 mL) at room temperature which resulted in a colorless homogeneous mixture. The solution was cooled to -70 C. which remained homogeneous and then n-BuLi (2.5 M in hexanes, 2.1 mL, 5.25 mmol) was added dropwise. The color of the solution became a dark opaque reddish-brown color. After 2 minutes, 3,5-dimethylisoxazole-4-carbaldehyde (705 mg, 5.63 mmol in 2 mL THF) was introduced. The reaction mixture immediately became a homogeneous yellow solution. After 25 minutes the reaction mixture was quenched with aqueous NH4Cl solution and the aqueous layer was extracted with EtOAc (3*50 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to afford a faint yellow oil. FCC on silica gel (100% DCM increasing to 20% CH3CN-DCM) afforded the title compound as an off white amorphous solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.17 (s, 1H), 7.82 (d, J=8.6 Hz, 1H), 7.56-7.48 (m, 3H), 7.39 (d, J=8.1 Hz, 2H), 5.96 (d, J=3.2 Hz, 1H), 4.35 (s, 2H), 4.07 (s, 3H), 2.34 (s, 3H), 2.32 (br. s, 1H), 2.10 (s, 3H). MS (ESI): mass calcd. for C24H20ClF3N2O3, 476.1; m/z found, 476.9 [M+H]+.

54593-26-9 3,5-Dimethyl-4-isoxazolecarbaldehyde 289576, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
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10557-85-4, 3,5-Dimethyl-4-iodoisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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. Mp 73-74 C. Anal. Calcd for C22H17F6NO2S (%): calcd C, 55.81; H, 3.62; N, 2.96. Found C, 55.93; H, 3.69; N, 2.93; 1H NMR (400 MHz, CDCl3, TMS): delta 2.02 (d, 6H, J=8.0 Hz, -CH3), 2.23 (s, 3H, -CH3), 3.84 (s, 3H, -OCH3), 6.92 (d, 2H, J=8.0 Hz, benzene-H), 7.11 (s, 1H, thiophene-H), 7.45 (d, 2H, J=8.0 Hz, benzene-H); 13C NMR (100 MHz, CDCl3, TMS): delta 10.70, 12.09, 14.43, 55.40, 105.09, 114.28, 114.48, 120.92, 124.84, 125.85, 127.03, 128.38, 140.15, 142.97, 158.58, 159.76, 169.54; IR (nu, KBr, cm-1): 457, 503, 544, 744, 808, 823, 895, 985, 1036, 1063, 1105, 1136, 1182, 1248, 1277, 1340, 1400, 1512, 1550, 1608, 1658, 2169, 2854, 2930, 3439, 3526.

As the paragraph descriping shows that 10557-85-4 is playing an increasingly important role.

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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288-14-2, Isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00458] Intermediate 46 : Synthesis of 3-(isoxazol-4-yl)benzaldehyde: [00459] Step 1: Synthesis of 4-iodoisoxazole: To a solution of NIS (23.0 g, 100 mmol) in TFA (200 mL) was added isoxazole (6.9 g, 100 mmol) in one portion at room temperature and the resultant mixture was stirred for 18 h. The mixture was partitioned between PE (200 mL) and water (1000 mL). The organic phase was separated and washed with saturated sodium bisulfate, dried with anhydrous Na2S04, filtered and concentrated to give a yellow solid (1.2 g, 7%).

288-14-2 Isoxazole 9254, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; WO2011/38204; (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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

General procedure: K2CO3 (5 mmol, 5eq) and substituted acyl chloride (1.2 mmol, 1.2 eq) were successively added to a solution of the aniline e (1.0 mmol, 1.0 eq) in 3 mL dry 1, 4 -dioxane and the mixture was stirred at room temperature overnight. 10 mL H2O and 3 mL saturated aqueous Na2CO3 was added to the mixture and it was stirred at room temperature overnight. The precipitated solid was collected by filtration and purified by silica gel column chromatography.

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

Reference£º
Article; Zhong, Bo; Cai, Xiaohan; Chennamaneni, Snigdha; Yi, Xin; Liu, Lili; Pink, John J.; Dowlati, Afshin; Xu, Yan; Zhou, Aimin; Su, Bin; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 432 – 444;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Step A 3,5-Dimethyl-isoxazole4-carboxylic acid [2-(4-methoxy-2-methyl-phenylamino)-phenyl]-amide To a solution of N-(4-methoxy-2-methyl-phenyl)-benzene-1,2-diamine (0.200 g, 0.877 mmol), 3,5-dimethylisoxazole4-carboxylic acid (0.186 9, 1.3155 mmol), triethylamine (0.613 mL, 4.385 mmol), and a catalytic amount of 4-Dimethylaminopyridine in CH2Cl2 (2 ml), was added 50%1-propanephosphonic acid cyclic anhydride added (1.05 mL, 1.754 mmol) in ethyl acetate and stirred overnight at room temperature. The reaction material was diluted with CH2Cl2, washed with saturated sodium bicarbonate and extracted into CH2Cl2. The combined organic material was dried (MgSO4), filtered, and concentrated, giving 3,5-dimethyl-isoxazole-4-carboxylic acid [2-(4-methoxy-2-methyl-phenylamino)-phenyl]-amide. MS (M+1) 352.

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

Reference£º
Patent; Chesworth, Richard; Gegnas, Laura D.; US2004/2524; (2004); A1;,
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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.

Benzo[b]thiophene-6-ol (Compound 1) (5.86 g, 39.01 mmol) under a nitrogen atmosphereAfter 4-dimethylaminopyridine DMAP (473 mg, 3.87 mmol) was dissolved together in THF (100 mL),Additional triethylamine (4.15 g, 41.03 mmol) and isoxazole-5-acyl chloride (Compound 2) (40.99 mmol),The mixture was heated to reflux for 7 hours and then the reaction was cooled to 50 C.A mixture of water (20 mL) and acetic acid (3.67 mL) was added to give a layered solution.The organic layer is separated and the aqueous layer is discarded to obtain a solution of benzo[b]thiophene-6-isoxazole-5-carboxylate (compound 3) in THF.This solution was used directly in the next step of the synthesis.

62348-13-4 Isoxazole-5-carbonyl chloride 2736707, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Wang Liping; (11 pag.)CN108558852; (2018); A;,
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