Heterocyclic Building Blocks-isoxazole

14678-05-8, Isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4) 2,2,2-Trichloroethyl isoxazol-5-ylcarbamate; To a solution of isoxazole-5-amine (740 mg, 8.80 mmol) and pyridine (2.14 ml, 26.4 mmol) in tetrahydrofuran (10 ml) was added 2,2,2-trichloroethyl chloroformate (1.82 ml, 13.2 mmol) with ice-cooling and the mixture was stirred for 40 minutes with ice-cooling. To the mixture was further added 2,2,2-trichloroethyl chloroformate (1.82 ml, 13.2 mmol) with ice-cooling and the mixture was stirred for 30 minutes with ice-cooling, the reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 1 : 1) to obtain the desired product (1.23 g, 53.9%) as a solid. 1H-NMR (CDCl3) delta; 4.87 (2H, s), 6.20 (1H, d, J = 2.1 Hz), 8.00 (1H, br s), 8.18 (1H, d, J = 2.1 Hz).

14678-05-8, As the paragraph descriping shows that 14678-05-8 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (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.206055-91-6,(3-(4-Bromophenyl)isoxazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

(3-(4-bromophenyl)isoxazol-5-yl)methanol (300 mg, 1.18 mmol), bis(pinacolato)diboron (750 mg, 3 mmol), bis(diphenylphosphino)ferrocene dichloropalladium (193 mg, 0.24 mmol), and potassium acetate (348 mg, 3.54 mmol) were added to N,N-dimethylformamide (4 mL), followed by reaction at 90 C. for 2 hours. After completion of the reaction was confirmed by TLC, the reactants were filtered through celite. The filtrate was extracted with water (20 mL) and ethyl acetate (50 mL). The organic layer was washed with water (10 mL¡Á2) 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 (3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isoxazol-5-yl)methanol (11h). Yield: 60%.1H NMR (CDCl3, 400 MHz): 7.88 (d, 2H, J=8.0 Hz), 7.79 (d, 2H, J=7.6 Hz), 6.58 (s, 1H), 4.81 (s, 2H), and 1.25 (s, 12H)., 206055-91-6

206055-91-6 (3-(4-Bromophenyl)isoxazol-5-yl)methanol 11032412, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Moon, Ho-Sang; Yoo, Moo-Hi; Kim, Soon-Hoe; Lim, Joong-In; Son, Moon-Ho; Kim, Mi-Kyung; Shin, Chang-Yell; Kim, Jin-Kwan; Park, Sang-Kuk; Chae, Yu-Na; Shim, Hyun-Joo; Jeon, Sun-Ho; Kim, Hae-Sun; Wie, Gil-Tae; Kim, Dong-Hwan; Lee, Byung-Kyu; Park, Chan-Sun; Ahn, Byung-Nak; Kim, Eunkyung; Bae, Myung-Ho; Shin, Young-Ah; Hur, Youn; Lee, Chun-Ho; Choi, Hyun-Ho; Kim, Bongtae; Chong, Wonee; US2010/63041; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1750-42-1, Isoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3-aminoisoxazole (0.041 ml, 0.548 mmol) and 1-(5-bromo-4-chloro-2-methoxyphenyl)-2-oxo-1,2-dihydroquinoline-6-sulfonyl chloride (0.254 g, 0.548 mmol) in THF (5.48 ml) was cooled to 0 C., at which point LiHMDS, 1.0M in THF (1.152 ml, 1.152 mmol) was added drop wise. After 40 minutes in the ice bath, the reaction was complete and ammonium chloride (sat aq) was added and the product was extracted with ethyl acetate (*3). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo. The crude material was purified via MPLC, eluting with 0-100% ethyl acetate in heptane to yield 1-(5-bromo-4-chloro-2-methoxyphenyl)-N-(isoxazol-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide (0.096 g, 0.188 mmol, 34.3% yield) as a light-yellow solid. m/z (ESI) 510.0 (M+H)+., 1750-42-1

The synthetic route of 1750-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14678-02-5, 5-Amino-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General procedure forthe preparation of oxazolo[5,4-b]quinoline- fused spirooxindoles 4a-t: A reaction of isatin(1 mmol),beta-diketone (1 mmol) and5-amino-3-methylisoxazole (1 mmol) were mixed and irradiated in a closed vesselin the absence of any solvent in a Synthos 3000 microwave reactor at 700 W, 14 bar,and 110 C for 10 min. The reaction was monitored by TLC. Then, thereaction mixture was filtered hot and the resulting solid products were washed with ethanol, dried in air and recrystallized from ethanol.

14678-02-5, As the paragraph descriping shows that 14678-02-5 is playing an increasingly important role.

Reference£º
Article; Yuvaraj, Panneerselvam; Manivannan, Karthikeyan; Reddy, Boreddy S.R.; Tetrahedron Letters; vol. 56; 1; (2015); p. 78 – 81;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1750-42-1, Isoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3-(l-(2,4-difluorophenyl)-7-ethyl-6-oxo-6,7-dihydro-lH-pyrazolo[4,3- b]pyrazin-5-yl)-5-fluoro-4-methylbenzoic acid (360 mg, 0.84 mmol) in 5.0 mL of DCM was treated with oxalyl chloride (0.84 mL of 2.0 M in DCM solution, 1.68 mmol) followed by two drops of DMF while cooling in an ice bath at 00C. It was stirred at this temperature for 15 min then allowed to stir at RT for 45 min. The reaction mixture was then concentrated under reduce pressure to remove the excess oxalyl chloride. The residue was dissolved in 5.0 mL of DCM, treated with 3-aminoisoxazole (212 mg, 2.52 mmol) followed by Et3N (0.18 mL, 1.26 mmol) and stirred for 18 h. The reaction mixture was treated with 15 mL saturated NaHCO3 and extracted with DCM (2 x 15 mL). The combined DCM layers were dried over MgSCv Purification on the ISCO (12 g column, 20-70% EtOAc in hexanes) afforded 3-(l-(2,4-difluorophenyl)-7-ethyl-6-oxo-6,7- dihydro-lH-pyrazolo[4,3-b]pyrazin-5-yl)-5-fluoro-N-(isoxazol-3-yl)-4-methylbenzamide as a light yellow amorphous solid. MS (ES+): 495.1 (M+H)+.

1750-42-1, Big data shows that 1750-42-1 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/117156; (2009); 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.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

(a) 5-Amino-4-bromo-3-methylisoxazole 5-Amino-3-methylisoxazole (0.98 g, 10 mmol) was dissolved in chloroform (15 ml) and cooled to 0 C. N-Bromosuccinimide (1.78 g, 10 mmoles) was added in small portions over a period of 10 min. The stirring was continued for another 10 minutes at 0 C. The reaction mixture was diluted with chloroform (50 ml), washed with water (2*50 ml) and the organic layer was dried over magnesium sulfate. Removal of the solvent under reduced pressure gave the crude product, which was purified by column chromatography using 9: 1, hexanes/ethyl acetate as the eluent, to give 5-amino-4-bromo-3-methylisoxazole (1.55 g, 87% yield).

14678-02-5, 14678-02-5 5-Amino-3-methylisoxazole 84590, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Texas Biotechnology Corporation; US5571821; (1996); 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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

To a stirred solution of 2-(4-hydroxyphenyl)-N-(phenyl(o-tolyl)methyl)acetamide (400 mg, 1.21 mmol) in 10 mL of DMF was added 4-(chloromethyl)-3,5-dimethylisoxazole (176 mg, 1.21 mmol), K2CO3 (334 mg, 2.42 mmol), and tetrabutylammonium iodide successively. The reaction mixture was stirred at rt overnight. Water (20 mL) was added and the reaction was extracted with ethyl acetate (30 mL><3). The combined organics were washed with brine and dried over a2S04. After removal of the organic solvent, the crude product was purified by silica gel column chromotography (petroleum ether/EtOAc = 3/1) to give 262 mg product (49%). The product was repurified by preparatory HPLC using 10- 100% water/acetonitrile with 0.1 % TFA to obtain the title compound (156 mg, 29%). LCMS-Pl : 441 [M+H]+; Rt: 1.696 min. XH NMR (500 MHz, CDCI3) delta ppm 7.29-6.91 (m, 1 1 i s. 6.40 (d, ./ 10.0 Hz, i . Pi. 5.96 i d. ./ 10.0 Hz, 1H), 4.78 (s, 2H), 3.59 (s, 2H), 2.40 (s, 3H), 2.29 (s, 3H), 2.24 (s, 3H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (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.288-14-2,Isoxazole,as a common compound, the synthetic route is as follows.

288-14-2, Example 1 Preparation of 3-(4-Chlorophenyl)-4-Phenyl Isoxazole (Compound of the Formula I wherein R1=H, Y=4-phenyl and Z=4-chlorophenyl). A solution of phenylacetylene (10 mmol), 4-chlorobenzaldoxime (10 mmol) and chloramine-T (10 mmol, N-chloro-p-toluenesulfoneamide, sodium salt) were dissolved in methanol (40 mL) and refluxed for 6 h. The contents of the flask were cooled and the precipitated material, which was a mixture of isoxazole and 4-toluenesulfonamide, was filtered and washed with water. The solid material on boiling in hot water kept the sulfonamide in solution while precipitating the isoxazole. The precipitated isoxazole was filtered and recrystallized from ethanol, yield (82%), m.p.: 178-180 C.; 1H NMR (DMSO-d6) 6.75(s, 1H), 7.49-7.55(m, 5H), 7.77-7.82 (m, 4H).

As the paragraph descriping shows that 288-14-2 is playing an increasingly important role.

Reference£º
Patent; Onconova Therapeutics, Inc.; US2003/162813; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 107 (0749) 60% Sodium hydride (1.04 g, 26.0 mmol) was added to dehydrated N,N-dimethylformamide (10 ml) cooled to 0C, under a nitrogen atmosphere, and a dehydrated N,N-dimethylformamide (10 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (3.0 g, 17.54 mmol) was added dropwise thereto, and then the mixture was further stirred for 30 minutes. A dehydrated N,N-dimethylformamide (5 ml) solution of 1-bromo-4-phenylbutane (3.73 g, 17.54 mmol) was added thereto, and the mixture was heated to room temperature and stirred for 16 hours. Then, the mixture was added to a saturated aqueous ammonium chloride solution, and extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.65 g of ethyl 5-(4-phenylbutoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.27 (m, 2H), 7. 17 (m, 3H), 6.65 (s, 1H), 4.60 (s, 2H), 4.45(q, 2H), 3.53(t, 2H), 2.63 (t, 2H), 1.68 (m, 4H), 1.46(t, 3H)

123770-62-7, The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

850832-54-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.850832-54-1,Methyl 4-bromo-5-methylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

An aqueous sodium hydroxide solution (4N, 20.5 ml, 81. 8 mmol) was added to a solution of methyl 4-bromo-5-methyl- isoxazole-3-carboxylate (15.0 g, 68.2 mmol) in methanol (150 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. Hydrochloric acid (6N, 13.6 ml, 81. 8 mmol) was added and the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, dried over sodium sulfate, filtered through a celite pad and concentrated under reduced pressure. The residue was triturated with diisopropyl ether to give 4- bromo-5-methylisoxazole-3-carboxylic acid (12.1 g, 86%) as a solid. MS: 160/162 [M-C02-H]-, ESI (MeOH)

The synthetic route of 850832-54-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TANABE SEIYAKU CO., LTD.; WO2005/37271; (2005); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem