Month: August 2020

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.

To a solution of 4-amino-5-methylisoxazole (2.00 g, 20.39mmol; CASNo. 87988-94-1 ) in THF (50 mL) at 0 C was added pyridine (1.65 mL, 20.39 mmol) followed by phenyl chloroformate (2.81 mL, 22.43 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 (ethyl acetate (5% ethanol)/ heptanes) to give the title compound as a white solid (2.85 g, 13.07 mmol, 64%).

The synthetic route of 87988-94-1 has been constantly updated, and we look forward to future research findings.

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

1072-67-9, 5-Methylisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure as for 14 except using 3-amino-5-methyl-isoxazole (1.5 g, 15 mmol, 1.00 equiv) and the reaction mixture was allowed to stir at RT overnight. The precipitate obtained was washed with CH2Cl2 and then vacuum dried. Pure 25b was obtained as a white crystalline solid (766 mg, 30%). m/z (ES), found 175.0221 (C6H8-ClN2O2 [M+H]+) requires 175.0196; deltaH/ppm (400 MHz, d6-DMSO):11.25 (1H, s, NH), 6.62 (1H, s, Ar-H), 4.29 (2H, s, CH2), 2.38 (3H,s, CH3).

As the paragraph descriping shows that 1072-67-9 is playing an increasingly important role.

Reference£º
Article; Reddy, Tummala R.K.; Li, Chan; Guo, Xiaoxia; Fischer, Peter M.; Dekker, Lodewijk V.; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5378 – 5391;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

91252-54-9, Ethyl 5-(tert-butyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 5-tert-butyl-isoxazole-3-carboxylic acid (58) A solution of tert-butyl-substituted isoxazole ethyl ester (54) (2.97 g, 15.1 mmol) in ethanol (30 mL) was stirred at room temperature. To this solution was added a 2M NaOH solution (11.3 mL, 22.6 mmol). After 5 min., TLC showed a complete reaction. 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-tert-butyl-isoxazole-3-carboxylic acid (58) as a colorless oil (1.54 g; 94%). 58: 1H NMR (500 MHz, CDCl3): delta 6.44 (s, 1H), 1.39 (s, 9H).

The synthetic route of 91252-54-9 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;,
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

General procedure: To a solution of the obtained ethyl ester intermediate (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH¡¤H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 1-8.

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Article; Xu, Xue; Deng, Liming; Nie, Lu; Chen, Yueming; Liu, Yanzhi; Xie, Rongrong; Li, Zheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 525 – 528;,
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.

Ethyl chlorooximidoacetate (10 g, 66 mmol) in CHCl3 (80 mL) is slowly added to propargyl alcohol (4.7 mL, 81 mmol) and K2CO3 (27 g, 198 mmol) in CHCl3 (80 mL). The addition is accompanied by an exothermic reaction which causes the chloroform to reflux. After being allowed to cool to RT, the mixture is stirred overnight. The reaction mixture is filtered and the residue is rinsed with chloroform and concentrated in vacuo. The crude product is purified by chromatohraphy (Biotage 40M, EtOAc/Hex:20/80) to yield 3.23 g (29% yield) of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate as an oil. 1H NMR (400 MHz, CDCl3) delta 6.69, 4.86, 4.45, 4.42. A solution of diethylaminosulfur trifluoride (DAST) (2.8 mL, 21 mmol) in 30 mL CH2Cl2 is added dropwise to a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (3.0 g, 18 mmol) in 30 mL CH2Cl2 at -78 C. The mixture is stirred at -78 C. for 1 h and then warmed to RT over 3 h. Water (10 mL) and 30 mL of 2.5% aqueous sodium bicarbonate solution are added successively and the organic layer is separated, dried (MgSO4) and evaporated in vacuo. The residue is purified by chromatography (Biotage 40M, EtOAc/Hex:20/80) to give 1.83 g (60% yield) of ethyl 5-(fluoromethyl)isoxazole-3-carboxylate as an oil. 1H NMR (400 MHz, CDCl3) delta 6.82, 5.54, 5.42, 4.47, 1.43. 10% Aqueous sodium hydroxide solution (5 mL) is added to a solution of ethyl 5-(fluoromethyl)isoxazole-3-carboxylate (1.82 g, 10 mmol) in ethanol (30 mL) at RT. The mixture is stirred for 2 h and the solvents are evaporated in vacuo. The residue is dissolved in water and acidified to pH 1 with 35% HCl. Ethanol is added, solvents are evaporated in vacuo and the residue is azeotroped with ethanol. Ethanol is added and the mixture filtered to remove inorganic solids. Evaporation in vacuo of the filtrate gives 0.95 g (63% yield) of 5-(fluoromethyl)isoxazole-3-carboxylic acid as a tan solid. 1H NMR (400 MHz, DMSO-d6) delta 7.05, 5.67, 5.56. Oxalyl chloride (0.85 mL, 9.8 mmol) is added dropwise to a suspension of 5-(fluoromethyl)isoxazole-3-carboxylic acid (0.94 g, 6.5 mmol) and a catalytic amount of DMF in 20 mL CH2Cl2. After 1 h, the volatiles are removed in vacuo and the remaining residue is dissolved in acetone. To this solution is added an aqueous solution of sodium azide (0.59 g, 9.1 mmol) at 0 C. with vigorous stirring. Volatiles are removed in vacuo and the residue washed with water and dried under nitrogen to yield 0.57 g (51% yield) of 5-(fluoromethyl)isoxazole-3-carbonyl azide as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 7.21, 5.71, 5.59. Example 605 is prepared according to Method F, making non-critical modifications. Yield 37%. HRMS (ESI) calcd for Cl3H13ClFN3O4+H 330.0657 found 330.0649

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

4- [2- (4-BENZO [d] isothiazol-3-yl-piperazin-1-yl)-ethyl]-phenylamine was diluted to 0.20 M with anhydrous DICHLOROMETHANE, then delivered to an 8 mL vial via pipette (0.20 MMOL). To the amine solution was added base (0.4 M triethylamine in DICHLOROMETHANE, 0.40 mmol). Isoxazole-5- carbonyl chloride was diluted to 0.20 M with DICHLOROMETHANE, and added at rt (0.40 MMOL). The solution was shaken overnight at rt. Polyamine scavenging resin was added (0.5 mmol). The solution was shaken overnight at rt, then filtered into an 8 mL vial. The filtrate was evaluated by MS, then concentrated using an HT-12 GeneVac. Crude was purified by HPLC (30×100 mm ODS-A C (18) 5u COLUMN). 4- [2- (4-BENZO [d] ISOTHIAZOL- 3-YL-PIPERAZIN-1-YL)-ETHYL]-PHENYLAMINE was isolated in 94.5% purity @ 254 nm, LCMS (APCI) : 434 [M+H] +.

62348-13-4 Isoxazole-5-carbonyl chloride 2736707, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); A1;,
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

Example 24 5-Cyclopropyl-isoxazole-3-carboxylic acid (1-{4-[3-chloro-2-(2-methyl-2H-tetrazol-5-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide A mixture of 23.0 mg (0.15 mmol) of 5-cyclopropyl-isoxazole-3-carboxylic acid, 30 mul (0.21 mmol) of triethylamine, 63.2 mg (0.18 mmol) of 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(2-methyl-2H-tetrazol-5-yl)-indol-1-yl]-benzylamide (Reference Example 4) 60.0 mg (0.16 mmol) of HATU and 1 mL of N,N-dimethylformamide was stirred at room temperature for 24 h. The reaction mixture was purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and hexane:ethyl acetate=4:1 as eluent to yield 26 mg (31%) of the title compound. MS (EI) 557.2 (MH+).

The synthetic route of 110256-15-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Richter Gedeon Nyrt.; Beke, Gyula; Benyei, Gyula Attila; Borza, Istvan; Bozo, Eva; Farkas, Sandor; Hornok, Katalin; Papp, Andrea; Vago, Istvan; Vastag, Monika; US2013/217702; (2013); 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.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

Thionylchloride (62 ml, 0.52 mol) was added slowly to a solution of (5 -cyclopropyl-3 – (2,6-dichlorophenyl)isoxazol-4-yl)methanol (21 g, 0.073 mol) in dichloromethane (100 ml) at 0-5 C. The reaction mixture was then allowed to warm to 25-30 C and stirred for a further 2 h before being concentrated under reduced pressure. The crude product was then added to a mixture of bromo-3-chloro-phenol (16.2 g 0.081 mol), potassium carbonate (67 g 0.48 mol) and sodium iodide (19 g 0.12 mol) in DMF (100 ml). The mixture was heated at 60-65 C for 16 h, poured into water (500 ml) and extracted with ethyl acetate (600 ml). The organic layers were washed with water, brine, dried, concentrated under reduced pressure and the crude product purified by chromatography on silica gel eluting with 20% EtOAc in petroleum ether to afford the titled compound as a solid (18 g, 60 %). LC-MS: 2.63mins, [M+H]+ 472

As the paragraph descriping shows that 946426-89-7 is playing an increasingly important role.

Reference£º
Patent; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1750-42-1, Isoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 64 Preparation of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl}-N-(1,2-oxazol-3-yl)acetamide. Oxalyl chloride (44.8 muL; 0.51 mmol; 2 eq) and dimethylformamide (0.3 mL) were added to a solution of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl}acetic acid (1-3) (100 mg; 0.26 mmol; 1 eq) in dichloromethane (6 mL). The reaction mixture was stirred at room temperature for 3 hours. Then, pyridine (62 muL; 0.77 mmol; 3 eq) and 1,2-oxazol-3-amine (38 muL; 0.51 mmol; 2 eq) were added. The mixture was stirred at room temperature over the week-end. Saturated ammonium chloride (30 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated sodium chloride (3 x 30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel using dichloromethane/ethyl acetate (95/5 to 50/50) as an eluent. After trituration in diethyl ether and lyophilisation, the title compound 2- {3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl}-N-(1,2-oxazol-3-yl)acetamide was obtained in 25% yield (29.25 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.89 (m, 1H), 3.03 (m, 1H), 3.18 (m, 1H), 3.39 (m, 1H), 3.71 (m, 1H), 4.17 (m, 1H), 4.8 (t, 1H), 6.9 (d, 1H), 7.32 (m, 4H), 7.38 (m, 2H), 7.48 (m, 3H), 8.81 (d, 1H), 11.34 (s, 1H); MS (ESI+): m/z = 454.8, 456.8 [M+H]+.

As the paragraph descriping shows that 1750-42-1 is playing an increasingly important role.

Reference£º
Patent; Vivalis; Guedat, Philippe; Berecibar, Amaya; Ciapetti, Paola; Venkata Pithani ,Subhash; Trouche, Nathalie; EP2664616; (2013); 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.110256-15-0,5-Cyclopropylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 23.0 mg (0.15 mmol) of 5-cyclopropyl-isoxazole-3-carboxylic acid, 30 mu (0.21 mmol) of triethylamine, 63.2 mg (0.18 mmol) of 1-amino- cyclopropanecarboxylic acid 4-[3-chloro-2-(2-methyl-2H-tetrazol-5-yl)-indol-l -yl]- benzylamide (Reference Example 4) 60.0 mg (0.16 mmol) of HATU and 1 mL of N,N- dimethylformamide was stirred at room temperature for 24 h. The reaction mixture was purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and hexane:ethyl acetate = 4: 1 as eluent to yield 26 mg (31 %) of the title compound. MS (EI) 557.2 (MH+).

As the paragraph descriping shows that 110256-15-0 is playing an increasingly important role.

Reference£º
Patent; RICHTER GEDEON NYRT.; BEKE, Gyula; BENYEI, Gyula Attila; BORZA, Istvan; BOZO, Eva; FARKAS, Sandor; HORNOK, Katalin; PAPP, Andrea; VAGO, Istvan; VASTAG, Monika; WO2012/59776; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem