Heterocyclic Building Blocks-isoxazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

N-(2-(2-Phenylthiazol-4-yl)ethyl)isoxazole-3-carboxamide To a solution of the 2-(2-phenylthiazol-4-yl)ethan-1 -amine (80 mg, 0.39 mmol) in DMF (1 ml) was added the 1 ,2-oxazole-3-carboxylic acid (53 mg, 0.47 mmol), EDCI (91 mg, 0.47 mmol) and DMAP (5 mg, 0.04 mmol). The reaction mixture was stirred at 45 C for 18 h. Water (approximately 2 ml) was added to the reaction mixture and the product extracted with ethyl acetate (three times). The organic layers were combined and dried with magnesium sulphate. All of the volatiles were remove in vacuo and the crude material was purified by column chromatography, eluting with 10% ethyl acetate/petroleum spirit to obtain the desired product as a pale-orange oil (17 mg, 15%). LRMS [M+H]+ 300.1 m/z; HRMS [M+H]+ 300.0801 m/z, found 300.0802 m/z; 1 H NMR (400 MHz, DMSO) delta 9.08 (d, J = 1 .7 Hz, 1 H), 8.94 (t, J = 5.6 Hz, 1 H), 8.06 – 7.81 (m, 2H), 7.58 – 7.45 (m, 3H), 7.44 (s, 1 H), 6.88 (d, J = 1 .7 Hz, 1 H), 3.63 (dd, J = 13.1 , 7.2 Hz, 2H), 3.03 (t, J = 7.2 Hz, 2H).

3209-71-0, The synthetic route of 3209-71-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); A1;,
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51135-73-0,51135-73-0, Ethyl 5-methylisoxazole-4-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl-5-methylisoxazole-4-carboxylate 7 g (0.045 mol) was heated under reflux in aqueous sulphuric acid (20 % v/v, 30 ml) for 16 hr followed by cooling to room temperature with stirring for 4 h. The crystallized solid product was filtered and washed using toluene followed by water and dried. The product then was crystallized from ethanol to produce 3.5 g (60 %) of 5-Methylisoxazole-4-carboxylic acid as a white solid, mp. 147-148 C (reported mp. 144-147 C).

51135-73-0 Ethyl 5-methylisoxazole-4-carboxylate 7009317, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Hamdi, Abdelrahman; Said, Eman; Farahat, Abdelbasset A.; El-Bialy, Serry A.A.; Massoud, Mohammed A.M.; Letters in drug design and discovery; vol. 13; 9; (2016); p. 912 – 920;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59669-59-9,3-(tert-Butyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

59669-59-9, C2a. Reaction of a Heterocyclic Amine with Phosgene to Form an Isocyanate, then Reaction with Substituted Aniline; Step 1. 3-tert-Butyl-5-isoxazolyl Isocyanate; To a solution of phosgene (20percent in toluene, 1.13 mL, 2.18 mmol) in CH2Cl2 (20 mL) at 0¡ã C. was added anh. pyridine (0.176 mL, 2.18 mmol), followed by 5-amino-3-tert-butylisoxazole (0.305 g, 2.18 mmol). The resulting solution was allowed to warm to room temp. over 1 h, and then was concentrated under reduced pressure. The solid residue dried in vacuo for 0.5 h.

The synthetic route of 59669-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Paulsen, Holger; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Hatoum-Mokdad, Holia; Johnson, Jeffrey; Lee, Wendy; Redman, Aniko; Sibley, Robert; Renick, Joel; US2007/244120; (2007); A1;,
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Isoxazole | C3H3NO – PubChem

206055-91-6, (3-(4-Bromophenyl)isoxazol-5-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of (3-(4-bromophenyl)isoxazol-5-yl)methanol (AA; 0.5 g, 1.96 mmol) in CH2CI2 (15 mL) under inert atmosphere were added pyridine (0.39 mL, 4.91 mmol) and p- dimethylaminopyridine (0.024 mg, 0.19 mmol) at 0 C. After the addition of 4-nitrophenyl carbonochloridate (DK; 0.39 g, 1.93 mmol) at 0 C, the reaction mixture was warmed to RT and stirred for 12 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mixture was diluted with a saturated ammonium chloride solution (20 mL) and the compound was extracted with CH2CI2 (3×20 mL). The combined organic extracts were washed with water (20 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to obtain the crude. The crude was triturated with pentane (2×15 mL) to afford crude DL (710 mg) as an off-white solid. FontWeight=”Bold” FontSize=”10″ H NMR (500 MHz, CDCI3): delta 8.30 (d, / = 9.5 Hz, 2H), 8.17 (d, J = 6.8 Hz, 1H), 7.70-7.59 (m, 5H), 7.40 (d, J = 9.5 Hz, 2H), 6.91 (d, / = 9.0 Hz, 1H), 6.73 (s, 1H), 5.43 (s, 2H), 5.34 (s, 1H).

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; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
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131052-47-6, (3,5-Dimethylisoxazol-4-yl)methanamine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,131052-47-6

To a solution of [4-(3 ,4-dihydro- 1 H-isoquinoline-2-sulfonyl)-phenyl] -carbamic acid phenyl ester (370 mg, 0.9 mmoL), C-(3,5-dimethyl-isoxazol-4-yl)-methylamine (115 mg, 0.9 mmoL) and Et3N (0.3 mL, 2.1 mmoL) in MeCN (12 mL) at room temperature and stirred for lh at 80C. The reaction mixture was concentrated to dryness in vacuum and part of the residue (260 mg) was purified by Prep-HPLC to give 1- [4-(3 ,4-dihydro- 1 H-isoquinoline-2-sulfonyl)-phenyl] -3 -(3,5- dimethyl-isoxazol-4-ylmethyl)-urea (41 mg, yield: 10%) as a white solid. ?H NIVIR (300 IVIHz, DMSO-d6): oe = 8.95 (s, 1H), 7.68 (d, J= 8.7 Hz, 2H), 7.59 (d, J= 9.0 Hz, 2H), 7.15-7.11 (m, 4H), 6.67(t,J= 5.7Hz, 1H), 4.13 (s, 2H), 4.05 (d,J= 5.1 Hz, 2H), 3.23 (t,J 5.7 Hz, 2H), 2.84 (t,J4.8 Hz, 2H), 2.37 (s, 3H), 2.20 (s, 3H). MS: m/z 441.0 (M+H).

131052-47-6 (3,5-Dimethylisoxazol-4-yl)methanamine 11018874, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); 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.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Synthesis of 5-phenyl-isoxazole-3-carboxylic acid (57) A solution of phenyl-substituted isoxazole ethyl ester (53) (1.89 g, 8.70 mmol) in ethanol (30 mL) was stirred at room temperature. To this solution was added a 2M NaOH solution (6.5 mL, 13.1 mmol). After 5 min. TLC showed that the reaction was complete. To the reaction mixture was added 0.5M HCl to adjust the pH to 3-4, before extracting with ethyl acetate (2¡Á75 mL). The organic extracts were combined, washed with brine, dried over sodium sulfate, and concentrated to afford 5-phenyl-isoxazole-3-carboxylic acid (57) was obtained as a white solid (1.54 g, 94%). 57: 1H NMR (500 MHz, CDCl3): delta 9.4 (broad, 1H), 7.83 (d, 2H), 7.51 (m, 3H), 6.99 (s, 1H)

The synthetic route of 7063-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mioskowski, Charles; Marin, Sandra De Lamo; Maruani, Martine; Gill, Manjinder; US2006/199853; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

a) Ethyl 5-(isoxazol-3-yl)-1,2,4-oxadiazole-3-carboxylate Ethyl aminohydroxyiminoacetate (3.78 mmol, 0.5 g), 3-isoxazolecarboxylic acid (3.78 mmol, 0.428 g) and 1,3-diisopropylcarbodiimide (4.16 mmol, 0.525 g) were dissolved in DCM (70 ml) under nitrogen atmosphere. The mixture was stirred at RT for a day. The solvent was evaporated to dryness and the residue was dissolved in pyridine and refluxed for 6 h and overnight at RT. Pyridine was evaporated and the residue was diluted with DCM and water. The aqueous phase was extracted four times with DCM. The combined organics were washed with aqueous HCl solution, saturated NaHCO3, water and brine. The organic phase was dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.396 g of the title compound was obtained. Rotamers were obtained in 1H-NMR and analysis was repeated at elevated temperature. 1H-NMR (400 MHz, DMSO-d6, +60 C.): delta 1.38 (t, 3H), 4.49 (q, 2H), 7.21 (d, 1H), 9.05 (d, 1H).

3209-71-0, As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.

Reference£º
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); 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.300-87-8,3,5-Dimethylisoxazole,as a common compound, the synthetic route is as follows.

Intermediate 1 : 4-iodo-3,5-Dimethylisoxazole; Nitric acid (13ml) was added dropwise (exothermic reaction) to a mixture of 3,5- dimethylisoxazole (31.3g, 320mmol) and iodine (37.3g, 150 mmol) and the mixture was stirred at room temperature for 1 h. The reaction mixture was hydrolysed with a mixture of ice and water and extracted with DCM. The organic phase was washed with a solution of Na2S203, dried over Na2S04 and concentrated under reduced pressure to afford the title compound as a yellow solid (60g, 83%). [APCI MS] m/z: 224 MH+, Rt 2.17min., 300-87-8

The synthetic route of 300-87-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BOUILLOT, Anne, Marie, Jeanne; DONCHE, Frederic; GELLIBERT, Francoise, Jeanne; LAMOTTE, Yann; MIRGUET, Olivier; WO2011/54846; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,5-dimethylisoxazole-4-carboxylic acid (0.3 mmol), oxalyl chloride (125 ? ) and catalytic amount of DMF was stirred at room temperature for 2h. After evaporating to dryness, the residual crude acid chloride was dissolved in 2 mL DCM. To the solution was added 3 (26 mg, 0.1 mmol) and DIEA (52 ??^). After stirring overnight at room temperature, the reaction mixture was worked up with aq. NaHCOs/DCM. DCM phase was washed with brine and concentrated to dryness. The residue was dissolved in 2 mL THF/MeOH/H20 (5:4: 1) and stirred with IN NaOH (100 ??) at room temperature for 2h before worked up with EA/ aq. NaHC03. Silica gel flash chromatography furnished (3,5-dimethylisoxazol-4-yl)-N-{3-fluoro-4- [l-methyl-3-(trifluoromethyl)pyrazol-5-yl]phenyl}carboxamide 92 (16 mg, yield: 41.9%, purity >95%) as a colorless gel. MS (ESI) [M+H]+ 383.1., 2510-36-3

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

Reference£º
Patent; CALCIMEDICA, INC.; CAO, Jianguo; WHITTEN, Jeffrey, P.; WANG, Zhijun; ROGERS, Evan; GREY, Jonathan; WO2013/59666; (2013); 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.35166-33-7,3-Hydroxymethyl-5-methylisoxazole,as a common compound, the synthetic route is as follows.

Example 253 (5-Methyl-3-isoxazolyl)methyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate Phenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (30 mg, 0.065 mmol) was mixed with (5-methyl-3-isoxazolyl)methanol (0.05 mL) in pyridine (0.5 mL). The reaction mixture was heated at 100 C. overnight. The solvent was removed and the residue was purified by preparative reverse phase LC/MS to give (5-methyl-3-isoxazolyl)methyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (18 mg, 0.038 mmol). 1H NMR (CDCl-d) delta2.06(m, 4H), 2.44 (s, 3H), 3.64 (m, 2H), 3.91 (s, 3H), 4.13 (m, 2H), 4.96 (m, 1H), 5.26 (s, 2H), 6.12(s, 1H), 6.95 (s, 1H), 7.06 (m, 2H), 7.39 (s, 1H), 8.17 (bs, 1H), 8.21(s, 1H). LC/MS: MH+479., 35166-33-7

As the paragraph descriping shows that 35166-33-7 is playing an increasingly important role.

Reference£º
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
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