Heterocyclic Building Blocks-isoxazole

91182-60-4, 5-(4-Bromophenyl)-3-methylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,91182-60-4

Step 2: [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-l-phenyl-ethyl ester[00483] 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (25g, 88.7mmol) in toluene (500mL) was added triethylamine (18.5mL, 133mmol), followed by diphenylphosphoryl azide (22.1mL, 101.9mmol). (R)-(+)- 1 -Phenylethyl alcohol (11.9mL, 97.5mmol) was added, and the reaction was stirred at 75C for 2 hours. The mixture was partitioned between EtOAc and H 0 and filtered through Celite. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgS04, filtered, and concentrated to give the title compound.

The synthetic route of 91182-60-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMIDRA PHARMACEUTICALS, INC.; BRITTAIN, Jason, Edward; SEIDERS, Thomas, Jon; KING, Christopher, David; WO2011/159550; (2011); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.,88511-37-9

General procedure: To a solution of ketone A in THF cooled to -78 C, LiHMDS (e.g., 0.9 eq, 1.0 M in toluene) is added dropwise, for example using a syringe. The reaction mixture is then allowed to warm to about 0 C, then charged with diethyl oxalate (1.2 eq). At this time, the reaction mixture is warmed to room temperature and stirred at that temperature until judged complete (e.g., using either TLC or LC/MS analysis). Once the reaction is complete (reaction time typically about 45 minutes), the product dione enolate B is used as-is in Step 2, i.e., the cyclization step, without any further purification

The synthetic route of 88511-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; IM, G-Yoon, Jamie; IYENGAR, Rajesh; MOORE, Joel; FRETZEN, Angelika; WO2014/47111; (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.91182-60-4,5-(4-Bromophenyl)-3-methylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

91182-60-4, 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (2.Og, 7.09mmol) and triethylamine (0.99mL, 7.09mmol) were dissolved in toluene (5OmL). Diphenylphosphoryl azide (1.5mL, 7.09mmol) was added, followed by (R)-(+)-l- phenylethyl alcohol (0.865g, 7.09mmol; commercially available or prepared using procedures desribed herein or in the literature: e.g. E.J. Corey et al. J. Am. Chem. 1987, 109, 5551-5553), and the reaction was stirred at 8O0C for 4 hours. The mixture was concentrated, and the residue was purified by silica gel chromatography to give the title compound.

As the paragraph descriping shows that 91182-60-4 is playing an increasingly important role.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 195 (0838) Methanesulfonyl-chloride (5.42 mL, 38.90 mmol) was added to a chloroform solution (amylene addition product, 100 mL) of ethyl 5-hydroxymethylisoxazole-3-carboxylate (5.12 g, 29.92 mmol) and triethylamine (2.66 mL, 34.40 mmol) under ice-water cooling, and the mixture was stirred at room temperature or lower for 2 hours. Then, the mixture was poured into ice water, and extracted twice with chloroform. The organic layer was washed with saturated saline water, dried over magnesium sulfate and then concentrated under reduced pressure, and the residue was applied to a silica gel column chromatography to obtain 6.02 g of ethyl 5-methanesulfonyloxymethylisoxazole-3-carboxylate represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.43(3H, t)3.09(3H, s), 4.46(2H, q), 5.36(2H, s), 6.87(1H, s)., 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

7063-99-2, Ethyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7063-99-2, General procedure: To a stirred mixture of NaBH4 (3 equiv), 1a-e or 13a-u (1 equiv) in reflux anhydrous THF (20 ml) was added MeOH (1ml). After refluxing for futher 30 min, the reaction mixture was pouring into ice water (10 ml), and extracted with ethyl acetate (3 ¡Á 15 mL), the organic fractions were combined, washed with saturated brine (2 ¡Á 15 ml) prior to drying over anhydrous Na2SO4. After filtration and concentrate using a rotary evaporator,the residual white solid in thenext step without further purification. To a solution of the obtained solid (1 equiv) indichloromethane (20 ml) was slowly added thionyl chloride (6 equiv) and a catalytic amount of DMF at room temperature. After stirring at 40 C for 4 h, the reaction was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) aseluent to afford the desired product.

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

Reference£º
Article; Li, Zheng; Qiu, Qianqian; Xu, Xue; Wang, Xuekun; Jiao, Lei; Su, Xin; Pan, Miaobo; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 246 – 257;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100499-66-9,5-Methylisoxazol-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

The following compounds were prepared using procedures analogous to those described in JOC 1987,2714-2726.

100499-66-9, 100499-66-9 5-Methylisoxazol-4-amine hydrochloride 13033203, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/76435; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

62348-13-4, Under a nitrogen atmosphere,Benzo[b]thiophene-6-ol (Compound 1) (5.86 g, 39.01 mmol),After 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.A layered solution was obtained.The organic layer is separated and the aqueous layer is discarded to obtain a THF solution of benzo[b]thiophene-6-isoxazole-5-carboxylate (Compound 3), which is directly used in the next synthesis. .

The synthetic route of 62348-13-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wang Liping; (11 pag.)CN108516972; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

110256-15-0, 5-Cyclopropylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Synthesis of (2S)-tert-butyl 4-(5-cyclopropylisoxazole-3-carboxamido)-2- methylpiperidine-1-carboxylate [0269] Into a 1L round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed dichloromethane (500 mL), HOBT (15 g, 111.01 mmol, 1.53 equiv), EDCI (20 g, 104.33 mmol, 1.44 equiv), 5-cyclopropyl-1,2-oxazole-3-carboxylic acid (13.3 g, 86.85 mmol, 1.20 equiv) and tert-butyl (2S)-4-amino-2-methylpiperidine-1- carboxylate (15.5 g, 72.33 mmol, 1.00 equiv).Then triethylamine (36 g, 355.77 mmol, 4.92 equiv) was added dropwise. The resulting solution was stirred for 2 hours at 25oC. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 500 mL of ethyl acetate. The resulting mixture was washed with 3×500 mL of water. The residue was purified on a silica gel column with ethyl acetate/petroleum ether (1:10). This resulted in 14 g (55%) of tert-butyl (2S)-4-(5-cyclopropyl-1,2-oxazole-3-amido)-2- methylpiperidine-1-carboxylate as light yellow oil. LCMS (method A, ESI): RT=2.05 min, m/z =350.2 [M+H]+. Step 3: Synthesis of tert-butyl (2S,4S)-4-(5-cyclopropyl-1,2-oxazole-3-amido)-2- methylpiperidine-1-carboxylate and tert-butyl (2S,4R)-4-(5-cyclopropyl-1,2-oxazole-3- amido)-2-methylpiperidine-1-carboxylate [0270] The crude product was purified by Chrial-HPLC with the following conditions: Column name: CHIRALPAK AD-H, 4.6*150mm,5um,Co-Solvent: EtOH(0.1%DEA), %Co-Solvent: Hexane,25.000, Detector: 220nm. The resulting solution was concentrated under vacuum. This resulted in 9.8 g (70%) of tert-butyl (2S,4S)-4-(5-cyclopropyl-1,2- oxazole-3-amido)-2-methylpiperidine-1-carboxylate as white solid. 1H-NMR (400 MHz, DMSO): 8.54-8.52 (m, 1H), 6.47 (s, 1H), 3.94-3.87(m, 2H), 3.57-3.53(m, 1H), 3.32- 3.26(m, 1H), 2.20-2.16(m, 1H), 1.80-1.63(m, 4H), 1.39(s, 9H), 1.16-1.15(m, 3H), 1.10- 1.06(m, 2H), 0.93-0.89(m, 2H) ppm. And 3.3 g (24%) of tert-butyl (2S,4R)-4-(5- cyclopropyl-1,2-oxazole-3-amido)-2-methylpiperidine-1-carboxylate as a light yellow solid. 1H-NMR (400 MHz, DMSO): 8.54-8.52 (m, 1H), 6.46 (s, 1H), 4.54-4.30(m, 1H), 4.28-4.04(m, 1H), 4.00-3.68(m, 1H), 3.10-2.70(m, 1H), 2.19-2.15(m, 1H), 1.76-1.73(m, 1H), 1.63-1.59(m, 2H), 1.39-1.35(m, 10H), 1.13-1.08(m, 5H),1.00-0.82(m, 2H) ppm.

110256-15-0, 110256-15-0 5-Cyclopropylisoxazole-3-carboxylic acid 1092113, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

59669-59-9,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.

a. Formation of 1-[3-(1,1-dimethylethyl)-5-isoxazolyl]-3-methylurea A 50 milliliter flask with a magnetic stirring bar was charged with 1.3 grams (0.0093 mole) of 3-(1,1-dimethylethyl)-5-isoxazolamine and 25 milliliters of benzene. To this was added 1.7 grams of methyl isocyanate and one (1) drop of triethylamine; and the mixture was allowed to stand overnight, after which it was heated to reflux for 7.5 hours and then allowed to stand at room temperature for two (2) days. Thin layer chromatography showed only partial reaction, so a trace of 4-dimethylaminopyridine and several milliliters of methyl isocyanate were added and the mixture heated at reflux for 4.5 hours. The mixture was then concentrated on a rotary evaporator to give 2.6 grams of a viscous red brown oil. Chromatography on alumina with chloroform/ethyl acetate monitored by TLC gave fractions containing a single component. These fractions were combined and evaporated to give 0.67 gram of a pale yellow solid of 1-[3-(1,1-dimethylethyl)-5-isoxazolyl]-3-methylurea, M.P. 188¡ã-196¡ã C., which showed a molecular ion at 197 in the mass spectrum.

59669-59-9 3-(tert-Butyl)isoxazol-5-amine 2095694, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PPG Industries, Inc.; US4268679; (1981); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

181696-35-5, 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2: 4- [ (5-methyl-3-phenyl)-4-isoxazolyl] benzenesulfonate sodium salt. (step lb) The sulphonic acid obtained in example 1 is dissolved in 185 ml water and sodium chloride (37 g, 0.6324 mol) is added portion wise at a temperature of 25-30 C. The turbid reaction mass is then cooled to 0-5 C, stirred for 2 h and filtered. The wet material is then washed with chilled water (74 ml) and dried at 70-75 C under vacuum for 8-10 h to yield white solid. (38 g, HPLC purity =99.5%, Moisture content = 4.6%)

181696-35-5, 181696-35-5 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid 11565904, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; THAKASHINAMOORTHY, Chandiran; JESUDOSS, Mercy, Gnanadeepam; HARIHARASUBRAMANIAN, Meera; SEETHARAMAN, Subramanian, Sankara; WO2005/85218; (2005); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem