Heterocyclic Building Blocks-isoxazole

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
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;,
Isoxazole – Wikipedia
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

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

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
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

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

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

4-Methoxybenzoyl chloride ( 1 .5 g, 8.9 mmol), 3,5-dimethylisoxazol-4-amine ( 1 .0 g, 8.9 mmol) and triethylamine ( 1 .5 mL, 1 1 mmol) were mixed in dry toluene ( 15 mL). The reaction was run at 130C for 10 min in the microwave reactor. 2 M NaOH and DCM were added, the phases were separated, and the solvents were evaporated to provide N-(3,5-dimethylisoxazol-4-yl)-4-methoxybenzamide (2.2 g, 8.8 mmol).

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

Reference£º
Patent; KARO BIO AB; WENNERSTAL, Mattias; LOeFSTEDT, Joakim; WU, Xiongyu; KRUeGER, Lars; HAGBERG, Lars; WO2011/42477; (2011); A1;,
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

Intermediate 11, tert-butyl 4-(cyclopropylamino)piperid me-i -carboxylate (200 mg, 0.83 mmol) was dissolved in ethanol (10 mL) and sodium bicarbonate (200 mg, 2.38 mmol) was added. The reaction mixture was stirred at 0 C for 30 mm, then Intermediate 14, 3-(chloromethyl)-1 2- oxazole (97 mg, 0.83 mmol) was added dropwise at it The resulting reaction mixture wasstirred at 60 C for 16 h. The solvents were removed in vacuo and the residue was partitioned between H20 (120 mL) and EtOAc (100 mL). The aqueous layer was further extracted with EtOAc (2 x 100 mL) and the combined organic layers were dried (Na2SO4), and the solvents were removed in vacuo. The residue was purified by column chromatography (normal basic activated alumina, 0.5 % to 1 .0 % MeOH in DCM) to give tert-butyl 4-[cyclopropyl(1 ,2-oxazol-3-ylmethyl)amino]piperidine-1-carboxylate (150 mg, 58 %) as a liquid. LCMS (Method I): mlz 322 [M+H] (ES), at 4.92 mi UV active

As the paragraph descriping shows that 57684-71-6 is playing an increasingly important role.

Reference£º
Patent; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles Albert; CONGREVE, Miles Stuart; PICKWORTH, Mark; TEHAN, Benjamin Gerald; (117 pag.)WO2017/21730; (2017); 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.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 5-methyl-3-phenyl-isoxazole-4-carboxylic acid (5.00 g, 24.6 mmol) in THF (50 mL) was added in one portion l,l’-carbonyl-diimidazole (4.39 g, 27.1 mmol). After stirring for 15 min at ambient temperature the solution was warmed to 70 0C and stirred for 30 min at this temperature. After the solution was cooled to 0 0C hydrazine monohydrate (2.4 mL, 49.0 mmol) was added over a period of 2 min while the temperature raised to 15 0C. The resulting suspension was stirred for 30 min at 0 0C. After addition of 20 mL heptane the suspension was stirred for 15 min at 0 0C and filtered off. Washing with water and drying afforded the title compound (4.52 g, 85%) as a white solid. MS: m/e = 218.2 [M+H]+.

The synthetic route of 1136-45-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/71598; (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.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

To a magnetically stirred solution of 7-(benzylthio)-4-substitued-phthalazin- 1 (2H)-one (0.40 mmol) in DMF (8 mL) at 20 C under nitrogen was added sodium hydride (0.44 mmol, 60% w/w), and the resulting mixture was agitated at ambient temperature for 1 h. 5-(Bromomethyl)-3-methyl-1 ,2-oxazole (0.44 mmol) was then added to the reaction, and the resulting mixture was agitated for 1 h at ambient temperature. Methanol (100 uL) was added to quench the reaction and the solvent was removed in vacuo to give the crude product as a residue. The residue was adsorbed onto silica and purified by automated column chromatography over silica gel eluting with a gradient of 0 to 100% EtOAc in hexane to give the desired product.This compound was prepared according to the general procedure described above for the synthesis of 7-(benzylthio)-4-substituted-2-((3-methylisoxazol-5- yl)methyl)phthalazin-1 (2H)-ones using 7-(benzylthio)-4-ethyl-phthalazin-1 (2H)-one. The desired product was isolated as an off-white solid in 90% yield.1H NMR (300MHz, DMSO-d6) delta = 8.1 1 (d, J = 1 .7 Hz, 1 H), 7.93 (d, J = 8.6 Hz, 1 H), 7.87 (dd, J = 2.0, 8.6 Hz, 1 H), 7.49 – 7.42 (m, 2H), 7.37 – 7.22 (m, 3H), 6.25 (s, 1 H), 5.76 (s, 1 H), 5.38 (s, 2H), 4.47 (s, 2H), 2.18 (s, 3H)

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

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;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem