Category: Isoxazoles

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

Methyl (5RS)-2-[(3-methyl-1,2-oxazol-5-yl)methyl]-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (Racemate) Methyl (5RS)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (racemate) (200 mg, 1.01 mmol) was initially charged in acetonitrile (10 ml). Caesium carbonate (347 mg, 1.06 mmol) and 5-(bromomethyl)-3-methyl-1,2-oxazole (196 mg, 1.11 mmol, CAS 36958-61-9) were subsequently added. After stirring overnight, the reaction mixture was admixed at room temperature with water and ethyl acetate. The organic phase was removed and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the filtrate was concentrated. 259 mg (86% purity, 75% of theory) of the title compound were obtained. LC-MS (Method 3): Rt=0.94 min; MS (ESIpos): m/z=293 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) delta[ppm]: -0.008 (0.44), 1.174 (0.64), 1.510 (0.40), 1.531 (0.43), 1.536 (0.43), 1.544 (0.42), 1.798 (0.49), 1.809 (0.54), 1.824 (0.47), 1.988 (1.18), 2.042 (0.41), 2.055 (0.52), 2.065 (0.75), 2.071 (0.80), 2.078 (0.73), 2.087 (0.86), 2.096 (0.58), 2.104 (0.53), 2.112 (0.61), 2.117 (0.52), 2.124 (0.64), 2.133 (0.58), 2.141 (0.55), 2.205 (15.12), 2.218 (2.90), 2.518 (0.41), 2.524 (0.52), 2.567 (0.86), 2.581 (0.78), 2.593 (0.80), 2.607 (0.67), 2.629 (0.63), 2.641 (1.15), 2.653 (0.66), 2.683 (0.47), 3.687 (1.47), 3.691 (0.75), 3.703 (16.00), 4.596 (1.03), 4.606 (1.14), 4.612 (1.28), 4.622 (0.98), 4.773 (1.74), 4.981 (6.40), 6.237 (3.04), 6.458 (0.50).

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

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; BIBER, Nicole; BROCKSCHNIEDER, Damian; GERICKE, Kersten Matthias; KOeLLING, Florian; LUSTIG, Klemens; MEDING, Joerg; MEIER, Heinrich; NEUBAUER, Thomas; SCHAeFER, Martina; TIMMERMANN, Andreas; ZUBOV, Dmitry; TERJUNG, Carsten; LINDNER, Niels; BADOCK, Volker; MOOSMAYER, Dieter; MIYATAKE ONDOZABAL, Hideki; MOORE, Steven; SCHULZ, Alexander; (458 pag.)US2019/160048; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Phenylisoxazole-3-carboxylic acid (purchased from PharamCore, http://www.pharmacore.com; 100 mg, 0.50 mmol) and benzyl alcohol (79 mL, 0.75 mmol) were dissolved in 3 mL of acetonitrile and treated with EDC (144 mg, 0.75 mmol) and DMAP (184 mg, 1.51 mmol). The resulting solution was stirred for 12 h at room temperature. The reaction mixture was diluted with CH2Cl2, washed with 10% aqueous NaHCO3 solution (2x), water and 5% acetic acid solution (2x). The organic phase was collected, dried over Na2SO4, filtered and then concentrated in vacuo. Crude material obtained was recrystallized with hot acetonitrile to give 38 mg (27%) of 7 as a white solid. Mp 95-96oC; 1H NMR (300 MHz, CDCl3) 7.82 – 7.78 (2 H, m), 7.51-7.33 (8 H, m), 6.93 (1 H, s), 5.44 (2 H, s); 13C NMR (126 MHz, CDCl3) d 172.00, 160.06, 156.94, 135.07, 131.03, 129.35, 128.90, 128.88, 128.83, 126.78, 126.13, 100.18, 67.91. HRMS (EI), M+1 calcd. for C17H14NO3, 280.0968; found 280.1008. HPLC tR = 10.5 min.

As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Article; Moraski, Garrett C.; Markley, Lowell D.; Chang, Mayland; Cho, Sanghyun; Franzblau, Scott G.; Hwang, Chang Hwa; Boshoff, Helena; Miller, Marvin J.; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2214 – 2220;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

57684-71-6, 3-(Chloromethyl)isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(3-methyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(6?-methyl-5?-(trifluoromethyl)-[2,3- bipyridin]-6-yl)acetamide (50 mg, 0.109 mmol) and potassium carbonate (25 mg, 0.327 mmol) were combined in DMF (3 mL) then 3-(chloromethyl)isoxazole (16 mg, 0.120 mmol) was added. The reaction was heated at 55oC for 18 h, cooled to RT then concentrated to a residue which was purified by chromatography eluted with MeOH/DCM (1:99 to 3:97) to give 2-(1-(isoxazol-3- ylmethyl)-3-methyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(6?-methyl-5?- (trifluoromethyl)-[2,3?-bipyridin]-6-yl)acetamide (29 mg, 49.2% yield) as a white solid.1H NMR (CDCl3) delta: 9.45 (brd s, 1H), 9.14 (s, 1H), 8.48 (s, 1H), 8.23 (s, 1H), 8.07 (brd s, 1H), 7.82-7.73 (m, 2H), 7.53 (d, J = 8 Hz, 1H), 6.40 (s, 1H), 5.35 (s, 2H), 5.17 (s, 2H) 3.61 (s, 3H), 2.77 (s, 3H). LCMS: MH+ 541 and TR = 3.005 min.

The synthetic route of 57684-71-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Isoxazole – Wikipedia
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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

N-(3-tert-Butyl-5-isoxazolyl)-N’-(4-phenoxyphenyl)urea: To a solution of 5-amino-3-tert-butylisoxazole (8.93 g, 63.7 mmol, 1 eq.) in CH2Cl2 (60 mL) was added 4-phenyloxyphenyl isocyanate (15.47 g, 73.3 mmol, 1.15 eq.) dropwise. The mixture was heated at the reflux temp. for 2 days, eventually adding additional CH2Cl2 (80 mL). The resulting mixture was poured into water (500 mL) and extracted with Et2O (3.x.200 mL). The organic layer was dried (MgSO4) then concentrated under reduced pressure. The residue was recrystallized (EtOAc) to give the desired product (15.7 g, 70percent): mp 182-184¡ã C.; TLC (5percent acetone/95percent acetone) Rf 0.27; 1H-NMR (DMSO-d6) delta 1.23 (s, 9H), 6.02 (s, 1H), 6.97 (dd, J=0.2, 8.8 Hz, 2H), 6.93 (d, J=8.8 Hz, 2H), 7.08 (t, J=7.4 Hz, 1H), 7.34 (m, 2H), 7.45 (dd, J=2.2, 6.6 Hz, 2H), 8.80 (s, 1H), 10.04 (s, 1H); FAB-MS m/z (rel abundance) 352 ((M+H)+, 70percent).

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

Reference£º
Patent; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Paulsen, Holger; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill; Hatoum-Mokdad, Holia; Lee, Wendy; Redman, Aniko; Johnson, Jeffrey; Sibley, Robert; US2012/46290; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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 Llsoxazole-5-carboxylic acid [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]-amideTo a solution of [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine (150 mg, 0.43 mmol) in DMF (2 ml), 1 -(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (1 14 mg, 0.60 mmol, 1 .4 eq), 1 -hydroxy-benzotriazole (81 mg, 0.60 mmol, 1 .4 eq) and N-methylmorpholine (107 mg, 1 .07 mmol, 2.5 eq) and isoxazole-5- carboxylic acid (72 mg, 0.64 mmol, 1 .5 eq) were added. The mixture was stirred for 16 h, then diluted with water, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with a diluted aqueous solution of sodium carbonate and brine, dried over sodium sulfate and filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, ethyl acetate/methanol gradient), lsoxazole-5-carboxylic acid [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]-amide (1 12 mg, 59%) was obtained as a white solid.

21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; SANOFI; CZECHTIZKY, Werngard; WESTON, John; RACKELMANN, Nils; PODESCHWA, Michael; ARNDT, Petra; WIRTH, Klaus; GOEGELEIN, Heinz; RITZELER, Olaf; KRAFT, Volker; BELLEVERGUE, Patrice; MCCORT, Gary; WO2013/37388; (2013); A1;,
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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 1: 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (5 g, 16.8 mmol) and lithium borohydride (1.85 g, 84.1 mmol) were combined in EtOH and stirred at 60 C. After aqueous workup, the crude material was purified by silica gel chromatography to give the title compound.

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Reference£º
Patent; Amira Phamaceuticals, Inc.; US2011/82181; (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.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;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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;,
Isoxazole – Wikipedia
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