Heterocyclic Building Blocks-isoxazole

32326-25-3, 5-Methoxyisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a reaction flask equipped with a stirrer, a condenser and a thermometer,4.27 g (0.01 mol) of Intermediate IV-2, 2.00 g (0.02 mol) of potassium bicarbonate,30ml of methanol and 1.14g (0.01mol) 5-methoxy-3-aminoisoxazole, the reaction was refluxed 8h,The reaction was complete by TLC, insolubles were filtered off, the solvent was evaporated and the residue was chromatographed on silica gel,Compound I-5 was obtained as a white solid with a yield of 88% and a purity of 99.7% (HPLC normalization method), 32326-25-3

As the paragraph descriping shows that 32326-25-3 is playing an increasingly important role.

Reference£º
Patent; Tianjin Pharmaceutical Institute; Liu Dengke; Liu Ying; Xie Xiaoshuai; Mu Shuai; Zhang Dashuai; Hou Jiajia; Zou Meixiang; (20 pag.)CN103804367; (2016); B;,
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.

To a solution of 5-amino-3-tert-butylisoxazole (0.100 g) in anh toluene (5 mL) was added 4-chloro-3-(trifluoromethyl)phenyl isocyanate (0.395 g). The reaction vessel was sealed, heated at 85 ¡ãC for 24 h, and cooled to room temp. The reaction mixture was added to a slurry of Dowex.(R). 50WX2-100 resin (0.5 g) in CH2Cl2 (40 mL), and the resulting mixture was stirred vigorously for 72 h. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (gradient form 100percent CH2Cl2 to 5percent MeOH/95percent CH2Cl2) to give bis(4-chloro-3-(trifluoromethyl)phenyl)urea followed by N-(3-tert-butyl-5-isoxazolyl)-N’-(4-chloro-3-(trifluoromethyl)phenyl)urea. The residue from the symmetrical urea fractions was triturated (Et2O/hexane) to give the urea as a white solid (0.110 g): TLC (3percent MeOH/97percent CH2Cl2) Rf 0.55; FAB-MS m/z 417 ((M+H)+).

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

Reference£º
Patent; Bayer Corporation; EP1449834; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

354795-62-3, 3-Methylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3- ethyl-4-isoxazolamine (38.0 mg, 0.28 mmol), 1-hydroxy-7-azabenzotriazole (30.7 mg, 0.23 mmol), EDC (43.3 mg, 0.23 mmol) and diisopropylethylamine (0.10 ml, 0.56 mmol) were added to a solution of 2-{[(4-fluorophenyl)methyl]oxy}-5-{1-[2-(4- morpholinyl)ethyl]-1 H-pyrazol-4-yl}benzoic acid (may be prepared as described in Description 114; 80 mg, 0.19 mmol) in N,N-dimethylformamide (2 ml) and the reaction mixture was stirred at room temperature overnight. The DMF was removed on a buchi. The residue was taken up into ethyl acetate (50 ml) and washed with water (1 x 25 ml). The ethyl acetate layer was evaporated on a buchi under reduced pressure and the residue was purified using the DAP. The solid obtained after concentrating the appropriate sample was taken up into ethyl acetate (50 ml) and washed with saturated bicarbonate (10 ml). The organic phase was dried (MgS04) and evaporated to yield the title compound as a white solid. 15 mg.MS (electrospray): m/z [M+H]+ = 506H N R (400 MHz, CHLOROFORM-d) delta ppm 1.57 (3 H, s) 2.47 – 2.60 (4 H, m) 2.87 (2 H, t, J=6.65 Hz) 3.66 – 3.79 (4 H, m) 4.29 (2 H, t, J=6.65 Hz) 5.20 (2 H, s) 7.13 – 7.23 (3 H, m) 7.54 (2 H, dd, J=8.53, 5.27 Hz) 7.66 (1 H, dd, J=8.53, 2.26 Hz) 7.79 (2 H, d, J=13.80 Hz) 8.42 (1 H, d, J=2.26 Hz) 9.11 (1 H, s), 354795-62-3

354795-62-3 3-Methylisoxazol-4-amine 13804284, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

to a solution of 3-(3-[l-[(tert-butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5- yl)cyclobutan-l -amine (1.5 g, 5.04 mmol, 1.00 eq.) in dichloromethane (100 mL)was added 5- phenyl-l,2-oxazole-3-carboxylic acid (1.13 g, 5.97 mmol, 1.20 eq.), HATU (2.28 g, 6.00 mmol, 1.20 eq.) and DIEA (1.93 g, 14.93 mmol, 3.00 eq.). The resulting solution was stirred for 1 hour at room temperature. The reaction was then quenched by the addition of water and extracted with ethyl acetate (3×50 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (l :50)to give 300 mg (13%) of 5-phenyl- N-[cw-3-(3-[l-[(tert-butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5-yl)cyclobutyl]-l,2- oxazole-3-carboxamide as a white solid. The solvent was changed to a mixture of with ethyl acetate/petroleum ether (1 :20) to give 1.4 g (59%) of 5-phenyl-N-[fra ,-3-(3-[l-[(tert- butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5-yl)cyclobutyl]-l,2-oxazole-3-carboxamide as a white solid. LC-MS: (M+H)+ = 469.

14441-90-8, As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (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.54593-26-9,3,5-Dimethyl-4-isoxazolecarbaldehyde,as a common compound, the synthetic route is as follows.

54593-26-9, (i) methyl 2-(2-((3,5-dimethylisoxazoi-4-yl)(hydroxy)methyl)benzofuran-Syl)acetate: To a solution of methyl 2?(2-brornoberizofuran-5-yl)acetate (2.0 mg, 7.46 nmmnol) in. 50 niL TI-IF at 0 Cwas added i-PrMgC1 (5.6 mE, 11.2 mniol, 2N in THF). The mixture was stirred at 0 C for 30 mm. Then 3,Sdimethylisoxazole4-carbaldehyde (1.5 g, 12 mmol) was added to the mixture. The resulting mixture was stirred for 2 h. Saturated aq. NHCi (10 mL) was added to the mixture and the mixture was extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine (3 x 15 mL) and dried over Na2504. The solvent was evaporated to aresidue which was purified by silica gel column chromatography (30% EtOAc/petroleum ether) to afford the title compound (900 mg, yield 38%) as a yellow oil. LCMS-P1: 316 [M+H] R = i.48i mm.

As the paragraph descriping shows that 54593-26-9 is playing an increasingly important role.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19626; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a solution of (lS)-l-[5-[(3- aminocyclobutyl)methyl]-l,3,4-thiadiazol-2-yl]ethan-l-ol hydrochloride (1.2 g, 4.80 mmol, 1.00 eq.), 5-phenyl-l,2-oxazole-3-carboxylic acid (2.36 g, 12.48 mmol, 2.60 eq.) and HCTU (6.0 g, 14.50 mmol, 3.00 eq.) in dichloromethane (50 mL) was placed in a 100-mL round- bottom flask. This was followed by the addition of DIEA (3.1 g, 23.99 mmol, 5.00 eq.) dropwise with stirring at 0C. The resulting solution was stirred for 4 hours at room temperature. The reaction was then quenched by the addition of 50 mL of water/ice and extracted with dichloromethane (3×50 mL) and the organic layers combined. The resulting mixture was washed with brine (3×30 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (2: 1). This resulted in 2.1 g (79%) of (lS)-l-(5-[[3-(5-phenyl-l,2- oxazole-3-amido)cyclobutyl]methyl]-l,3,4-thiadiazol-2-yl)ethyl 5-phenyl-l,2-oxazole-3- carboxylate as a off-white solid. LC-MS: (M+H)+ = 556

14441-90-8, The synthetic route of 14441-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; LEE, Po-shun; (180 pag.)WO2017/40606; (2017); 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

A solution of ethyl chlorooximidoacetate (15 g, 0.1 mol) in CH2Cl2 is added dropwise over 4 h to propargyl alcohol (29 mL, 0.5 mol) and Et3N (14 mL, 0.1 mmol) in 200 mL CH2Cl2. When the addition is complete, the reaction mixture is concentrated and triturated with Et2O. The solid is filtered and the organics are concentrated again. The remaining oil is chromatographed over silica gel (EtOAc/Hex:20/80) to give ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate an oil. The remaining propargyl alcohol is removed by azeotroping from n-heptane to yield 11.7 g (69% yield). 1H NMR (400 MHz, CDCl3) delta 6.69, 4.84, 4.44, 1.42. To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (4.0 g, 23 mmol) and TBSCl (3.7 g, 25 mmol) in DMF is added Et3N (3.4 mL, 24 mmol) dropwise over 20 minutes. The reaction is allowed to stir for 30 minutes after which it is diluted with EtOAc (300 mL), washed with 1 M HCl (3¡Á100 mL), 5% CuSO4 (2¡Á50 mL) and concentrated in vacuo to yield 6.91 g (>100% yield) of oily material with visible TBS impurities by NMR. 1H NMR (400 MHz, CDCl3) delta 6.49, 4.69, 4.31, 1.30, 0.80, 0.02. A mixture of ethyl-5-({[tert-butyl(dimethylsilyl)]oxy}methyl)isoxazole-3-carboxylate (1.68 g, 5.9 mmol) and hydrazine hydrate (044 g, 8.8 mmol) in ethanol (30 mL) is heated to 60 C. for 4 h. The mixture is cooled to RT and the solvents are removed in vacuo to yield 1.40 g (87% yield) of orange crystals. 1H NMR (400 MHz, DMSO-d6) delta 9.95, 6.61, 4.74, 4.51, 0.79. A mixture of 5-({[tert-butyl(dimethyl)silyl]oxy}methyl)isoxazole-3-carbohydrazide (1.32 g, 4.9 mmol) in concentrated hydrochloric acid (40 mL) is cooled to 0 C., followed by a dropwise addition of aqueous NaNO2 (0.42 g, 6.1 mL), maintaining the temperature below 5 C. After 1 h, the yellow mixture is diluted with water (100 mL) and extracted with EtOAc (3¡Á50 mL). Organics are dried (MgSO4) and concentrated in vacuo to yield 0.93 g (>100% yield) of 5-(hydroxymethyl)isoxazole-3-carbonylazide as tan crystals. 1H NMR (400 MHz, DMSO-d6) delta 6.82, 4.64. Example 611 is obtained according to Method F. Yield 20%. MS (ESI) for C13H14BrN3O5 m/z 372 (M-H)-.

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; Piotrowski, David W.; Rogers, Bruce N.; McWhorter JR., William W.; Walker, Daniel Patrick; Corbett, Jeffrey W.; Groppi JR., Vincent E.; Rudmann, Daniel G.; US2003/236287; (2003); 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.53983-15-6,Ethyl 5-amino-4-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,53983-15-6

5-amino-obtained Example 2 The 4-phenyl-isoxazole-3-carboxylic acid ethyl ester A1 (0.464g, 2mol), benzaldehyde(0.212g, 2mol) and 10mL absolute ethanol, was added one drop of concentrated sulfuric acid as a catalyst, was heated to reflux, TLC monitoring of the reaction,After completion of the reaction, cooled to room temperature, suction filtered, washed with water and purified by column chromatography to give a white powdery solid 0.45g. Yield 71.77%.

As the paragraph descriping shows that 53983-15-6 is playing an increasingly important role.

Reference£º
Patent; Shenyang Pharmaceutical University; Xu, Wei; Chen, Yu; Zhang, Rui; (15 pag.)CN105777661; (2016); 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.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 1.5 g of 5-methyl-3-phenyl-4-isoxazolecarboxylic acid in 50 ml of anhydrous tetrahydrofuran stirred at -78C under N2 atmosphere, 5.9 ml of a 2.5M solution of n-butyl lithium in n-hexane was added and the solution was stirred at -78C for 2 hours. Afterwards, 0.89 ml of benzyl bromide was added at -78C and the solution stirred at room temperature for 2 hours. After overnight resting, the solution was poured into water (300 ml), acidified with 1N hydrochloric acid and extracted with ethyl acetate (2 ? 200 ml). The combined organic layers were washed with water, dried (sodium sulphate) and the solvents were evaporated to dryness. The solid residue was washed with petroleum ether to give 1.82 g (84%) of the title compound as an amorphous solid.1H-NMR (200MHz, CDCl3, delta): 9.20-11.80, br, 1H, COOH; 7.10-7.90, m, 10H, phenyl CHs; 3.45, t, 2H, CH2CH2Ph; 3.10, t, 2H, CH2CH2Ph., 1136-45-4

As the paragraph descriping shows that 1136-45-4 is playing an increasingly important role.

Reference£º
Patent; Leonardi, Amedeo; EP1226131; (2003); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

354795-62-3, 3-Methylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 3-methylisoxazol-4-ylamine (140 mg, 1.04 mmol) in DCM (5 mL) and pyridine (0.252 uL, 3.12 mmol) was added 4-fluoro-3-cyanobenzene sulfonylchloride (275 mg, 1.25 mmol) and the reaction mixture stirred at room temperature for 18 hours. The reaction mixture was washed with water, the organic layer collected, dried over MgSO4 and concentrated in vacuo. The residue was re-dissolved in DCM, washed with 2N HCl (aq), the organic layer collected, dried over MgSO4 and concentrated in vacuo to afford the title compound as a yellow solid (196 mg, 67%), which was used without further purification The following Preparations were prepared according to the procedure described in Preparation 33 using the appropriate arylsulfonylchloride and aminoheterocycle as described below:, 354795-62-3

354795-62-3 3-Methylisoxazol-4-amine 13804284, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER LIMITED; Owen, Robert McKenzie; Storer, Robert Ian; US2014/315933; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem