Heterocyclic Building Blocks-isoxazole

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.

4-Chloromethyl-3,5-dimethyl-isoxazole (500 muL, 3.40 mmol) was added to a mixture of phthalimide (500 mg, 3.40 mmol) and K2CO3 (500 mg, 3.62 mmol) in DMF (5mL) and stirred at ambient temperature overnight. The reaction was then heated to 70 C for 5 hours and subsequently cooled and partitioned between ethyl acetate and water. The organic layer was washed several times with water and concentrated to give 1.0 g of the sub-title compound as a white solid. MS: ESI (positive): 257 (M+H)., 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; ATHERSYS, INC.; WO2006/34419; (2006); 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.21080-81-9,Ethyl 5-cyclopropylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Into a 10-L round-bottom flask was placed ethyl 5-cyclopropylisoxazole-3- carboxylate (280 g, 1.55 mol, 1.00 equiv) and a solution of sodium hydroxide (74.3 g, 1.20 equiv) in water (4 L). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with ether. The pH value of the aqueous solution was adjusted to 2-3 with hydrochloric acid (12N). The resulting solution was extracted with ethyl acetate and the organic layers combined and concentrated under vacuum. This resulted in 220 g (93%>) of 5-cyclopropylisoxazole-3-carboxylic acid as an off- white solid. LCMS (method A, ESI): RT = 1.99 min, m z = 153.9 [M+H]+. 1H-NMR (300 MHz CDCls): 8.42(brs, 1H), 6.37(s, 1H), 2.16-2.05(m, 1H), 1.29-1.12(m, 2H), 1.12-0.99(m, 2H) ppm., 21080-81-9

21080-81-9 Ethyl 5-cyclopropylisoxazole-3-carboxylate 55251041, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MITCHELL, Lorna Helen; MUNCHHOF, Michael John; (124 pag.)WO2016/40502; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

24068-54-0, 1-(5-Methylisoxazol-3-yl)ethanone is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2-Synthesis of 2-(5-methylisoxazol-3-yl)but-3-yn-2-ol To a stirred solution of ethynylmagnesium bromide (0.5 M in THF, 50 mL, 25 mmol) maintained under nitrogen below 0 C. was added a solution of 1-(5-methyl-1,2-oxazol-3-yl)ethan-1-one (2.5 g, 19.98 mmol) in tetrahydrofuran (20 mL) dropwise over 5 min. The resulting solution was warmed to room temperature and then stirred for a further 3 hr. The reaction was quenched by the addition of saturated ammonium chloride solution (100 mL) then extracted with ethyl acetate (2*100 mL). The combined organic layers was washed with brine (200 mL), dried with anhydrous sodium sulphate and concentrated in vacuo. The residue was purified on a silica gel column, elution with ethyl acetate/petroleum ether (0:1-1:4) afforded the title compound (2.3 g, 75%) as a colorless oil: 1H NMR (300 MHz, CDCl3) delta 6.12 (s, 1H), 3.47 (s, 1H), 2.63 (s, 1H), 2.42 (s, 3H), 1.86 (s, 3H).

24068-54-0, 24068-54-0 1-(5-Methylisoxazol-3-yl)ethanone 11147714, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

288-14-2, Isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General Procedure 49 Isoxazole (0.64 mL, 10 mmol) was added to a solution of N-iodosuccinimide (2.3 g, 10 mmol) in trifluoroacetic acid (20 mL). After stirring overnight, water (50 mL), hexanes (50 mL) and sodium bisulfite were added to the reaction. The phases were separated and the organic phase was dried over Na2SO4, filtered and concentrated by rotary evaporation to give 4-iodo-isoxazole (218 mg, 11%)., 288-14-2

288-14-2 Isoxazole 9254, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); 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 isoxazole-5-carboxylic acid (1.0 g, 8.8 mmol,) in THF (10 mL) was added borane-THF complex (26.4 mL,26.4 mmol) at 0 C. The reaction was stirred at room temperature until the substrate was consumed. The reaction was quenched with ethanol (5 mL) at 0 C. The reaction mixture was partitioned between ethyl acetate and water. The combined organic phase was dried over sodium sulfate, filtered and concentrated to give a crude product which was purified by column chromatography eluting with petroleum ether/ ethyl acetate (2: 1 to give isoxazol-5-ylmethanol (670 mg, 77.0% yield) as a light yellow oil. LCMS retention time 0.329 min; LCMS MH+ 100.

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

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

51677-09-9,51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of substrate 1 (1.0 equiv) in THF (0.2 M) was added Grignardreagent (5.0 equiv) or organolithium reagent (2.0 or 3.0 equiv) at -78 C and the resulting solution wasstirred at the same temperature under Ar. After the substrate 1 was consumed or the reaction did not proceedany more (judged by TLC), sat. NH4Cl aq. was added to the reaction mixture and the resultingsolution was warm to rt and extracted with AcOEt. The combined organic layer was dried overNa2SO4 and concentrated in vacuo. The crude product was purified by flash column chromatography onsilica gel.p-Fluorophenylmagnesium chloride was prepared form p-fluoroiodobenzene and iPrMgCl according to theliterature.4Organolithium reagents were prepared by adding n-butyl lithium (hexane solution, 1.0 equiv) to a solution ofalkyne (1.1 equiv) in THF (0.8M) at -78 C and stirring at rt for 1 h.

As the paragraph descriping shows that 51677-09-9 is playing an increasingly important role.

Reference£º
Article; Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi; Tetrahedron Letters; vol. 53; 29; (2012); p. 3746 – 3749;,
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 solution of 2-(2,4-dimeihyiphenyl)-A’-(4-hydroxybenzyl)-2-phenylaceiamide (0.06 g,0.17 mmol) in acetonitrile (3 mL) was added cesium carbonate (0. 7 g, 0.52 mmol) and 4- (chloromethy])-3,5-dimethyfisoxazofe (0,03 g, 0.21 mmol). The resulting mixture was heated at 70 C and stirred for 2 h in a sealed-tube. After completion of the reaction, water ( 10 mL) was added, and ihe mixture was extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried over a2S04 and evaporated under vacuum to obtain crade product which was purified by preparatory TLC on silica gel to provide the title compound (50, 1 mg, 63.57%) ]H NMR (400 MHz, DMSO-d6) delta ppm 8.61-8.64 (s, 1 H), 7.26-7.30 (t, 2 H), 7.14-7.23 (m, 5 H), 5.08 is, 1 H), 4.88 (s, 2 H), 4.21-4.24 (t, 2 H), 2.38 (s, 3 H), 2.15-2.22 (i, 9 H).

19788-37-5, The synthetic route of 19788-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); A1;,
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

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

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

54593-26-9,54593-26-9, 3,5-Dimethyl-4-isoxazolecarbaldehyde is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of previously synthesized N-{[4-methyl-2- (piperid in-i -yl)phenyl](5-methylfuran-2-yl)methyl}-2-(2-oxo- 2,3-dihydro-i H-indol-5-yl)acetamide Cpd.24 (75 mg, 0.16 mmol) and 3,5-dimethyl-i ,2-oxazole-4-carbaldehyde (25 mg, 0.20 mmol) in EtOH (2 mL) was added few drops ofcatalytic piperidine. The reaction mixture was heated at080 C overnight. The solvents were removed under reducedpressure. The crude material was purified by silica gelcolumn chromatography using CH2CI2/MeOH (95:5) aseluent to afford 2-{3-[(dimethyl-i 2-oxazol-4-yl)methylidene]-2-oxo-2,3-dihydro-i H-indol-5-yl}-N-{[4-methyl-2-(piperidin-i-yl)phenyl](5-methylfuran-2-yl)methyl}acetamide (80 mg, 86%) as yellow solid, mp:128C1H NMR (300 MHz, din ppm): 1.40-i .54 (m, 6H), 2.16 (s,3H), 2.20 (s, 3H), 2.22 (s, 3H), 2.24 (s, 3H), 2.50-2.60 (m,2H), 2.71-2.81 (m, 2H), 3.34 (s, i.5H), 3.44 (s, 0.5H), 5.77(d, 0.75H, J=3.OHz), 5.82 (d, 0.25H, J=2.9Hz), 5.90-5.95(m, 1H), 6.44 (d, 0.75H, J=8.3Hz), 6.49 (d, 0.25H, J=8.iHz),6.74 (d, 0.25H, J=7.8Hz), 6.78 (d, 0.75H, J=8.OHz), 6.85-6.93 (m, 2.75H), 7.11-7.13 (m, i.75H), 7.20 (s, 0.75H), 7.22(s, 0.25H), 7.41 (s, 0.25H), 7.51 (s, 0.25H), 8.68 (d, 0.75H,J=8.5Hz), 8.72 (d, 0.25H, J=8.OHz), 10.47 (s, 0.25H), 10.57(s, 0.75H); m/z: 565 [M+H]+ (calc. mass: 564).

54593-26-9 3,5-Dimethyl-4-isoxazolecarbaldehyde 289576, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1202769-66-1, 2-(5-Methylisoxazol-3-yl)but-3-yn-2-ol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3-Chiral separation The racemic mixture of (45-b) was separated on preparative chiral column by the method described in WO 2009/158011 to give (2R)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol and (2S)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol.of (2R)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol and (2S)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol, 1202769-66-1

The synthetic route of 1202769-66-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem