Analyzing the synthesis route of 108511-97-3

The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

Will be equipped with a stir bar,A 250 mL round bottom flask of the Dean-Stark trap and reflux condenser was removed from the oven.Cooling under vacuum,And backfill with argon.Under argon flow,Toluene (100 mL),(Structural formula is as follows) Compound 6 synthesized(11.91g, 19.82mmol),4-aminoisoxazole (1.665 g, 19.82 mmol) and p-toluenesulfonic acid monohydrate (1-2 mol%) were introduced into the reaction flask.Then reflux under stirring,A certain amount (about 0.36 g) of water was collected up to the bottom of the Dean-Stark trap.The reaction mixture was then filtered through celite.And evaporate volatile organic compounds,It is then distilled by Kugelrohr (boiling point is 105 C pressure of about 1 mTorr)Yielded 9.68 g of product(E)-6-(tert-butyl)-2-(1-(3-(isoxazol-4-yl)imino)butyl)-2,5-diisopropyl-4-phenyl- Synthesis of 1H-pyrrole-3-carboxamido)benzo[b]thiophene-3-carboxylic acid ethyl ester (Compound 7),Is a yellow crystal,The yield was 73.2%., 108511-97-3

The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Li Huaxu; (8 pag.)CN108191845; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

New learning discoveries about 108511-97-3

As the paragraph descriping shows that 108511-97-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

To a solution of 4-aminoisoxazole (2.00 g, 23.79 mmol; CASNo. 108511-97-3) in THF (50 mL) at 0 0C was added pyridine (1.92 mL, 23.79 mmol,) followed by phenyl chloroformate (3.28 mL, 26.17 mmol,). After stirring at 0 0C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI, water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and purified by flash chromatography (dichloromethane/hexane) to give the title compound as a white solid (2.07 g, 10.15 mmol, 50%)., 108511-97-3

As the paragraph descriping shows that 108511-97-3 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2009/127943; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

New learning discoveries about 87988-94-1

As the paragraph descriping shows that 87988-94-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87988-94-1,5-Methylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

87988-94-1, Example 15(a)2,2,2-Trifluoro-N-isopropyl-N-(5-methyl-isoxazol-4-yl)-acetamide 5-Methyl-4-amino-isoxazole (Reiter, L. A., J. Org. Chem. 1987, 52, 2714-2726) (0.68 g, 5.1 mmol) and acetic acid (0.61 g, 10.2 mmol) were dissolved in MeOH (20 mL). Acetone (0.56 ml, 7.6 mmol) was added and the mixture was cooled to 0-(-5) C. and stirred for 1 h. Sodium cyanoborohydride (0.32 g, 5.1 mmol) was added to the reaction mixture at -5 C., causing weak exothermic and gas evolution. The cooling bath was removed and the mixture was stirred at r.t. for 1 h, followed by the addition of a second portion of sodium cyanoborohydride (0.1 g, 1.6 mmol). After stirring for 2 h at r.t., the mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in toluene and re-concentrated. The residue was dissolved in THF (10 mL) and trifluoro acetic anhydride (3.2 g, 15.3 mmol) was added. The resulting mixture was stirred overnight at r.t. then for 1 h at +50 C. The volatiles were removed in vacuo and the residue was dissolved in toluene and concentrated in vacuo to give the title compound (0.84 g, 77%) as a solid.1H NMR (400 MHz, CDCl3) delta ppm 8.11 (s, 1H) 4.82-5.03 (m, 1H) 2.39 (s, 3H) 1.16 (d, J=6.82 Hz, 3H) 1.08 (d, J=6.82 Hz, 3H); MS (CI) m/z 236 (M+).

As the paragraph descriping shows that 87988-94-1 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; US2008/214560; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Downstream synthetic route of 108511-97-3

As the paragraph descriping shows that 108511-97-3 is playing an increasingly important role.

108511-97-3, Isoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl 2-(5-formyl-2-((2,2,2- trifluoroethyl)amino)pyrimidin-4-yl)-2-(4-methoxyphenyl)acetate (as prepared in General procedure III , Step G) (76 mg, 0.2 mmol, 1.0 equiv), isoxazol-4- amine (42 mg, 0.5 mmol, 2.5 equiv) in DCE/MeOH (3/0.5 mL) was added HOAc (42 mg, 0.7 mmol, 3.5 equiv). The mixture was stirred at 45 C overnight, then the mixture was cooled down to 0C, NaBH3CN (12 mg, 0.2 mmol, 1.0 equiv) was added to the reaction mixture in one portion, after which the resulting mixture was allowed to warm to room temperature and stirred for an additional l2h before being quenched with DCM (10 mL) and H2O (10 mL). The aqueous layer was extracted with DCM (10 mL x 3). The combined organic layers were dried over Na2S04 and concentrated. The residue was purified by Prep-TLC (PE:EA = 1/2) to give 6-(isoxazol-4-yl)-8-(4-methoxyphenyl)-2-((2,2,2- trifluoroethyl)amino)-5,6-dihydropyrido[-/, 3-6/]pyrimidin-7(-/r///)-one (51 mg, 44% yield) as a white solid. LC-MS: m/z 420 [M+H]+., 108511-97-3

As the paragraph descriping shows that 108511-97-3 is playing an increasingly important role.

Reference£º
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; LI, Mingzong; LIU, Peng; MEDEIROS, Matthew; REZNIK, Samuel K.; SUI, Zhihua; TRAVINS, Jeremy M.; POPOVICI-MULLER, Janeta; ZHOU, Shubao; MA, Guangning; (298 pag.)WO2019/191470; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 288-14-2

288-14-2, The synthetic route of 288-14-2 has been constantly updated, and we look forward to future research findings.

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

EXAMPLE 12 4-[5-Benzyloxymethyl-3-(4-fluoro-phenyl)-isoxazol-4-yl]-2-methylsulfanyl-pyrimidine (Compound 8). To a stirred solution of the above compound 7 (13.75 g, 47.7 mmol) and Et3N (14.6 mL, 105 mmol) in EtOH (200 mL), was added a solution of 4-fluoro-benzoylchloride oxime (56 mmol) in EtOH (50 mL) over 30 min. The solution was stirred at 25 C. for 15 min. Then, the solution was heated to reflux for 90 min. The solution was cooled to 25 C. Additional Et3N (7.3 mL, 52 mmol) was added followed by dropwise addition of a solution of 4-fluoro-benzoylchloride oxime (38.5 mmol) in EtOH (50 mL) over 1 h. to drive the reaction to completion. The solution was refluxed for 1 h. until TLC indicated that all of the starting isoxazole was consumed. The solution was cooled to 25 C. and concentrated. The crude material was picked up in CH2Cl2 (50 mL) and poured into saturated aqueous NaHCO3 (150 mL), extracted with CH2Cl2 (3*150 mL), dried (MgSO4), filtered and concentrated. Flash chromatography (SiO2, 20% EtOAc-hexanes) provided the title compound (14.2 g, 34.8 mmol, 60%) in sufficient purity (>85%) for use in the next reaction.

288-14-2, The synthetic route of 288-14-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Green, Jeremy; Bemis, Guy; Grillot, Anne-Laure; Ledeboer, Mark; Salituro, Francesco G.; Harrington, Edmund; Gao, Huai; Baker, Christopher; Cao, Jingrong; Hale, Michael; US2003/149051; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Analyzing the synthesis route of 108511-97-3

108511-97-3, The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene.Isoxazole-4-amine (12 mmol) was added sequentially to the system.Palladium acetate (0.5 mmol),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol),3 ml of triethylamine,After stirring for 10 minutes,Add 10 ml of aqueous solution of cesium carbonate (10 mmol),Heat to 50 C for 4 hours.After the reaction was completed, 20 ml of water was added to the system, and the mixture was stirred for 20 minutes, and the organic phase was dried over anhydrous sodium sulfate, concentrated, and purified by flash column chromatography.2.2 g of yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder was obtained in a yield of 84%.

108511-97-3, The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108440437; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Downstream synthetic route of 288-14-2

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

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

Reference£º
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Some tips on 108511-97-3

108511-97-3 Isoxazol-4-amine 13804278, aIsoxazoles compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

To a solution of 4-aminoisoxazole (2.00 g, 23.79 mmol; CASNo. 108511-97-3) in THF (50 mL) at 0 0C was added pyridine (1.92 mL, 23.79 mmol,) followed by phenyl chloroformate (3.28 mL, 26.17 mmol,). After stirring at 0 0C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI, water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and purified by flash chromatography (dichloromethane/hexane) to give the title compound as a white solid (2.07 g, 10.15 mmol, 50%)., 108511-97-3

108511-97-3 Isoxazol-4-amine 13804278, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2009/127948; (2009); A1;; ; Patent; PFIZER INC.; WO2009/127949; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Simple exploration of 354795-62-3

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

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

Simple exploration of 354795-62-3

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

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