Category: Isoxazoles

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.

A mixture of 2-( morpholin-4-yl)-8-[1-(tetrahyd ro-2H-pyran-2-yl )-1H-pyrazol-5-yl]-1,7-naphthy- ridin-4-ol (283 mg, 0.47 mmol), 5-(bromomethyl)-3-methyl-1,2-oxazole (123 mg, 0.70 mmol) andCaesiumcarbonate (197 mg, 0.61 mmol) in DMF (1.78 ml) was heated in a sealed tube in the microwave at 100C for one hour. The reaction mixture was allowed to cool to ambient temperature, a solution of concentrated aqueous HCI (0.7 ml) was added and the reaction was stirred at this temperature for two hours. The solvent was evaporated under reduced pressure,the residue was taken up in dichloromethane (10 ml) and water (10 ml). The layers were separated and the aqueous layer was extracted with dichloromethane (2x10m1). The combined organic layers were dried over Na2SO4 and the solvent was removed under reduced pressure. The crude product was purified by HPLC chromatography (acidic conditions). The title compound was obtained in 3 % yield (6 mg). ?H-NMR (400 MHz, DMSO): 6 [ppm] = 2.27 (3H), 3.76 (8H), 5.57 (2H),6.65 (1H), 7.06 (1H), 7.36 (1H), 7.61 (1H), 7.69 (1H), 8.32 (1H), 13.35 (1H).

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

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WORTMANN, Lars; LUeCKING, Ulrich; LEFRANC, Julien; BRIEM, Hans; KOPPITZ, Marcus; EIS, Knut; VON NUSSBAUM, Franz; BADER, Benjamin; WENGNER, Antje Margret; SIEMEISTER, Gerhard; BONE, Wilhelm; LIENAU, Philip; GRUDZINSKA-GOEBEL, Joanna; MOOSMAYER, Dieter; EBERSPAeCHER, Uwe; SCHICK, Hans; (509 pag.)WO2016/20320; (2016); 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.10557-85-4,3,5-Dimethyl-4-iodoisoxazole,as a common compound, the synthetic route is as follows.

To a solution of 4-iodo-3,5-dimethylisoxazole (2 g, 8.97 mmol, Eq: 1.00) and ethynyltrimethylsilane (1.06 g, 1.51 ml, 10.8 mmol, Eq: 1.2) in triethylamine (3.63 g, 5.00 ml, 35.9 mmol, Eq: 4) and DMF (17.9 ml) was added bis(triphenylphosphine)palladium (II) chloride (315 mg, 448 mumol, Eq: 0.05) and copper (I) iodide (40.2 mg, 448 mumol, Eq: 0.05). The mixture was heated to 75 C. for 2 hrs, diluted ether, washed with brine (2*), and dried over MgSO4. Concentration of the organic layer onto silica gel and purification by flash chromatography (5-18% ethyl acetate/hexane gradient) gave 3,5-dimethyl-4-((trimethylsilyl)ethynyl)isoxazole (1.07 g, 5.53 mmol, 61.7% yield) as a brown oil.

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

Reference£º
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158049; (2013); 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.14678-05-8,Isoxazol-5-amine,as a common compound, the synthetic route is as follows.

Example 37 Synthesis of ethyl 2-(2,4,5-trifluorobenzoyl)-3-(isoxazol-5-ylamino)acrylate (Compound No. 87) Ethyl 2,4,5-trifluorobenzoylacetate (1.50 g), 1.36 g of ethyl orthoformate and 2.80 g of acetic anhydride were combined, followed by heating at 130C for 3 hours. Excess ethyl orthoformate and acetic anhydride were distilled off. The residue was dissolved in 30 ml of chloroform. To the resulting solution, a solution of 512 mg of 5-aminoisoxazole in 30 ml of methanol was added, followed by stirring at room temperature for 3 hours. The solvent was distilled off. The residue was purified using a silica gel column (hexane:chloroform = 1:1), whereby 1.74 g of the title compound was obtained as a colorless solid.

14678-05-8 Isoxazol-5-amine 84591, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; WAKUNAGA SEIYAKU KABUSHIKI KAISHA; FUJISAWA PHARMACEUTICAL CO., LTD.; EP700912; (1996); 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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of (R)-methyl l-((l-(tert-butoxycarbonyl)pyrrolidin-2-yl)methyl)-2-imino- 2,3-dihydro-lH-benzo[d]imidazole-5-carboxylate (1 120 mg, 2.99 mmol) (Intermediate 13, Step 3), isoxazole-5-carboxylic acid (507.3 mg, 4.49 mmol), and DIPEA (1.03 mL, 5.9 8mmol) in DMF (6 mL)) was added HATU (1705 mg, 4.49 mmol). The resultant mixture was stirred at rt for 2 hours. The reaction mixture was evaporated, then the crude mixture was diluted with DCM and washed with brine. The organic layers were separated and dried with MgS04, filtered and concentrated to crude oil. This crude oil was purified by chromatography to obtain 1380 mg of (R)-methyl l-((l-(tert-butoxycarbonyl)pyrrolidin-2-yl)methyl)-2-(isoxazole-5-carboxamido)-lH- benzo[d]imidazole-5-carboxylate.

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

Reference£º
Patent; PRINCIPIA BIOPHARMA INC.; BRAMELD, Kenneth, A.; OWENS, Tim, A.; WO2014/36016; (2014); 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.354795-62-3,3-Methylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

Example 25H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2-To a solution of 5-(1 -methyl- 1 H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2- [(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 26; 44 mg, 0.10 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.04 ml, 0.21 mmol), 3-methyl-4-isoxazolamine (20.48 mg, 0.21 mmol), 1-hydroxy-7-azabenzotriazole (21.32 mg, 0.16 mmol) and EDC (34.0 mg, 0.18 mmol). The reaction was stirred for 18 hours and then the solvent was removed in vacuo. The residue was purified by MDAP to yield the title compound as a white solid. 43 mg.MS (electrospray): m/z, [M+H]+ = 5021 H NMR (400 MHz, DMSO-d6); 1.92 (s, 3 H), 2.80 – 3.13 (m, 3 H), 3.35 – 3.72 (m, 5 H), 3.92 (s, 3 H), 5.13 – 5.41 (m, 2 H), 7.24 (s, 1 H), 7.33 – 7.45 (m, 3 H), 7.47 – 7.62 (m, 3 H), 7.85 (d, J=3.01 Hz, 2 H), 9.16 (s, 1 H), 9.90 (s, 1 H).

The synthetic route of 354795-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1136-45-4, 5-Methyl-3-phenylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 5-methyl-3-phenylisoxazole-4-carboxylic acid (1.01 g, 4.97 mmol) and DMF (25 mL) was cooled to 0-10 C. N-(4-Chlorophenyl)-4-methyl-4,5-dihydrothiazol-2-amine (1.12 g, 4.94 mmol) and O-ibenzotriazol- l-y^-N.N.N’.N’-tetramethyluronium tetrafluoroborate (TBTU, 1.90 g, 5.92 mmol) were added to the reaction mixture and the mixture stirred at 0-10 C for 10 min. DIPEA (0.78 g, 6.04 mmol) was slowly added to the reaction mixture and the mixture stirred at 0-10 C for 4 h. The cooling bath was removed and the mixture was stirred for further 50 min allowing it to warm up to rt. EtOAc (40 mL) and an 10% aqueous NaHC03- solution (35 mL) were added to the reaction mixture and the mixture was stirred at rt for 5 min. The layers were separated and the organic layer was washed with water (3 x 30 mL) and brine (15 mL). The organic layer was dried with Na2S04, the drying agent was filtered off and the solvents were evaporated in vacuo to give the crude product. It was dissolved in EtOAc (10- 12 mL) at rt and the solution was stirred for 15 min, during the time the product started to crystallize out of the solution. n-Heptane (20 mL) was added and the mixture was stirred at rt for 15 min, during the time more product precipitated. The precipitated product was filtered off, it was washed with n- heptane and dried in vacuo at 50 C overnight to give the product as a white powder (1.53, 75%). 1H NMR (200 MHz, CDC13): delta .6-1 A (m, 5H, arom.), 7.2-7.1 (m, 2H, arom.), 6.4- 6.3 (m, 2H arom.), 4.6-3.5 (broad m, 2H, thiazole CH2), 3.5 (m, 1H, thiazole CH), 2.6 (s, 3H, Me), 1.4 (d, 3H, thiazole Me) ppm.

1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; UNIVERSITY OF HELSINKI; UNIVERSITY OF OULU; KINNUNEN, Sini; TOeLLI, Marja; VAeLIMAeKI, Mika; JUMPPANEN, Mikael; BOIJE AF GENNAeS, Gustav; YLI-KAUHALUOMA, Jari; RUSKOAHO, Heikki; (75 pag.)WO2018/55235; (2018); 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

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

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

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
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