Heterocyclic Building Blocks-isoxazole

4369-55-5, 5-Amino-3-phenylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(2) 2,2,2-Trichloroethyl (3-phenylisoxazol-5-yl)carbamate; To a solution of 3-phenylisoxazole-5-amine (420 mg, 2.62 mmol) and pyridine (0.636 ml, 7.87 mmol) in tetrahydrofuran (5 ml) was added 2,2,2-trichloroethyl chloroformate (0.542 ml, 3.93 mmol) with ice-cooling, the mixture was stirred for 30 minutes with ice-cooling, the reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to obtain the desired product (750 mg, 85.3percent) as a solid. 1H-NMR (CDCl3) delta; 4.88 (2H, s), 7.09 (1H, br s), 7.45 – 7.52 (3H, m), 7.77 – 7.81 (2H, m), 8.15 (1H, br s).

4369-55-5, The synthetic route of 4369-55-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); 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.5765-44-6,5-Methylisoxazole,as a common compound, the synthetic route is as follows.

5765-44-6, N-bromosuccinimide (21.4 g, 120 mmole), 5-methylisoxazole (9.97g, 120 mmole) and benzoylperoxide (2.41 g, 12.0 mmole) in carbon tetrachloride (250 mL) were heated while stirring at [80C] for 6 h. The reaction mixture was filtered and then concentrated by rotary evaporation. Distillation at reduced pressure (bp [54-57 C,] 0.5 mm Hg) provided pure product as a colorless oil (14.00 g, 72% yield).

The synthetic route of 5765-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TARGACEPT, INC.; WO2004/9599; (2004); 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.618383-47-4,3-(4-Methoxyphenyl)isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

618383-47-4, Trimethylsilyldiazomethane (3.50 mL of a 2 M soln in Et20, 7.01 mmol) was added to a stirred solution of 3-(4-methoxyphenyl)-5-isoxazolecarboxyIic acid (0.96 g, 4.38 mmol) in dry MeOH (4.38 mL) and dry CH2C12 (39 mL) at 25 C under N2. The reaction was stirred at 25 C for 2 h. The reaction mixture was concentrated in vacuo to afford methyl 3-(4-methoxyphenyl)isoxazole- 5-carboxyIate, as a colorless solid. LCMS calc = 234 08; found = 233.98 (M+H)+. 1H NMR (600 MHz, CDC13): delta 7.76 (d, J= 8.4 Hz, 2 H); 7.19 (s, 1 H); 6.98 (d, J- 8.4 Hz, 2 H); 3.99 (s, 3 H); 3.86 (s, 3 H).

The synthetic route of 618383-47-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LU, Zhijian; CHEN, Yi-Heng; SMITH, Cameron; LI, Hong; THOMPSON, Christopher, F.; SWEIS, Ramzi; SINCLAIR, Peter; KALLASHI, Florida; HUNT, Julianne; ADAMSON, Samantha, E.; DONG, Guizhen; ONDEYKA, Debra, L.; QIAN, Xiaoxia; SUN, Wanying; VACHAL, Petr; ZHAO, Kake; WO2012/58187; (2012); 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.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Into a 50-mL round-bottom flask, was placed a solution of l-[l-[trans-3-aminocyclobu?yl]-lH-pyrazol-4-yl]ethan-l-ol (226 mg, 1.25 mmol, 1.00 eq.) in DMF (5 mL). To the solution were added 5-phenyl-l,2-oxazole-3-carboxylic acid (282 mg, 1.49 mmol, 1.00 eq.), HATU (700 mg, 1.84 mmol, 1.50 eq.) and DIEA (560 mg, 4.33 mmol, 3.00 eq.). The resulting solution was stirred for 2 hours at 25 C. The resulting solution was diluted with 100 mL of water. The resulting solution was extracted with ethyl acetate (3×50 mL) and the organic layers combined. The resulting mixture was washed with brine (2×100 mL), dried and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 1). The pure isomers were separated by Chiral- Prep-HPLC with the following conditions (Prep-HPLC-004): Column, Phenomenex Lux 5u Cellulose-4 AXIA Packed, 250*21.2mm,5um; mobile phase, Hex and IPA (hold 50.0% IPA in 15 min); Detector, UV 254/220nm. This resulted in 39.6 mg (9%) of 5-phenyl-N-[trans-3-[4- [(lR)-l-hydroxyethyl]-lH-pyrazol-l-yl]cyclobutyl]-l,2-oxazole-3-carboxamide as a white solid and 39.4 mg (9%) of 5-phenyl-N-[trans-3-[4-[(l S)-l-hydroxyethyl]-lH-pyrazol-l- yl]cyclobutyl]-l,2-oxazole-3-carboxamide as a white solid: [0299] Isomer 1: [0300] Analytical data: lH NMR (300 MHz, OMSO-d6): delta 9.31-9.28 (d, J= 7.2 Hz, 2H), 7.96-7.92 (m. 2H), 7.68 (s, 1H), 7.59-7.55 (m, 3H), 7.41 (s, 1H), 7.38 (s, 1H), 5.00-4.89 (m, 1H), 4.88-4.86 (d, J= 4.8Hz, 1H), 4.71-4.64 (m, 2H), 2.76-2.61 (m, 4H), 1.34-1.32 (d, J = 6.3 Hz, 3H). [0301] LC-MS: (M+H)+ = 353 [0302] HPLC purity: 99.24 at 254 nm [0303] Isomer 2: [0304] Analytical data: XH NMR (300 MHz, DMSO-c): delta 9.31-9.28 (d, J = 7.5 Hz, 2H), 7.96-7.93 (m, 2H), 7.68 (s, 1H), 7.57-7.55 (m, 3H), 7.41 (s, 1H), 7.38 (s, 1H), 4.97-4.89 (m, 1H), 4.88-4.86 (d, J= 4.8 Hz, 1H), 4.70-4.64 (m, 2H), 2.72-2.61 (m, 4H), 1.34-1.32 (d, J = 6.6 Hz, 3H). [0305] LC-MS: (M+H)+ = 353 [0306] HPLC purity: 99.74 at 254 nm.

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

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; LEE, Po-shun; (180 pag.)WO2017/40606; (2017); 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.42831-50-5,5-Methylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Stage a) 5-Methylisoxazole-4-carboxylic acid (4-aminophenyl)amide 10.1 g (0.08 mol) of 5-methylisoxazole-4-carboxylic acid and 8.65 g (0.08 mol) of p-phenylenediamine are dissolved in 300 ml of tetrahydrofuran and 18.05 g (0.088 mol) of dicyclohexyicarbodiimide are added. After 5 hours (“h”), the deposited precipitate is filtered off with suction, the organic phase is concentrated and the product is chromatographed on silica gel by means of ethyl acetate/petroleum ether with addition of 1% glacial acetic acid and then crystallized from ethyl acetate/petroleum ether. The yield of the process was 6.8 g of acetate salt with a melting point of 123 C. to 128 C.

42831-50-5, As the paragraph descriping shows that 42831-50-5 is playing an increasingly important role.

Reference£º
Patent; Hoechst Aktiengesellschaft; US5977151; (1999); A;,
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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 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.51677-09-9,Methyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

51677-09-9, EXAMPLES 32 TO 34General Reaction Sequence[00350] To diisopropylamine (0.04 mL, 0.314 mmol) in THF was added a solution of butyllithium (2.6 M in hexanes, 0.12 mL, 0.314 mmol) at 0 C and stirred for 30 mins. at 0 C. To the reaction mixture was added 6-methoxy-3,4-dihydronaphthalen-l(2H)-one oxime (Intermediate 2) (30 mg, 0.157 mmol) dissolved in 0.5 mL of THF at 0 C and stirred for 30 mins. The corresponding ester (0.102 mmol, 0.65 eqv.) in 0.5 mL of THF was added at 0 C and stirred at room temperature for 40 mins. To the reaction mixture was then added 0.1 mL of concentrated sulfuric acid at 0 C and stirred for 1 h at room temperature. The reaction was monitored by LCMS and when complete conversion to the product was observed, the reaction mixture was concentrated, water added (2 mL) and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulphate and concentrated to give the crude isoxazole derivative.[00351] To the crude isoxazole derivative was added 0.5 mL of dichloromethane followed by 3 mL of boron tribromide in dichloromethane at 0 C and stirred for 5 h at room temperature. The reaction mixture was quenched with methanol (2 mL) and concentrated. The residue was purified by Prep HPLC (XBridge, 19 x 100, 5u, 20 min. gradient; Solvent A: 10 mM NH4OAc, Solvent B: MeOH) to afford products shown in Table 1. The following esters were employed in the synthesis of final products employing this protocol.

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DHAR, T.G. Murali; XIAO, Hai-Yun; WATTERSON, Scott Hunter; KO, Soo S.; DYCKMAN, Alaric J.; LANGEVINE, Charles M.; DAS, Jagabandhu; CHERNEY, Robert J.; WO2011/59784; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1006-67-3, 5-Phenylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Triarylpyridylidene-gold complex AuCl(PyC) (6.4 mg, 10 mumol, 5 mol %), heteroarene (0.20 mmol), and aryl(trimethyl)silane (0.20 mmol), 2-iodosobenzoic acids (IBA) (53 mg, 0.20 mmol), (+)-10-camphorsulfonic acid (CSA) (47 mg, 0.20 mmol) and a stirring bar were placed in a screw test tube, and dry chloroform/methanol (1.0 mL/0.10 mL) was added under N2 atmosphere. The tube was sealed with a cap equipped with a Teflon-coated silicon rubber septum, and the mixture was stirred at 65 C for 18-48 h. The reaction was quenched by addition of excess saturated NaHCO3 aq, the aqueous layer was extracted with dichloromethane and the combined organic layers were dried over Na2SO4, filtrated, and concentrated under reduced pressure. The residue was purified by flash chromatography (FC) to afford the coupling product.

1006-67-3, As the paragraph descriping shows that 1006-67-3 is playing an increasingly important role.

Reference£º
Article; Hata, Kazuhiro; Ito, Hideto; Segawa, Yasutomo; Itami, Kenichiro; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 2737 – 2746;,
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.

A solution of 5-methyl-3-phenylisoxazole-4-carboxylic acid (60 mg, 0.3 mmol), DIEA (46 mg, 0.36 mmol), and DPPA (100 mg, 0.38 mmol) in toluene (1 mL) was shaken for 30 minutes at room temperature and then heated and shaken at 90 C for 16 h. The reaction mixture was then added to the resin from step A and mixture shaken for 5 h at 90 C. The reaction mixture was filtered and the resin was washed with 3 times each with DMF, 1 : 1 acetic acid/DCM, water, isopropanol and finally with DCM. The resin was then dried in a vacuum oven for 2 h., 1136-45-4

1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew, J.; STUMP, Craig, A.; ZHANG, Xu-Fang; LI, Chun Sing; MAO, Qinghua; WO2015/42085; (2015); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4,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.

EXAMPLE 33 Isoxazole-5-carboxylic acid [6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-amide As described for example 18, 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-ylamine (280 mg, 1 mmol) was converted, using isoxazole-5-carbonyl chloride instead of methoxyacetyl chloride, to the title compound (290 mg, 77%) which was obtained as a white solid. MS: m/e=378.2 [M+H]+.

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

Reference£º
Patent; Buettelmann, Bernd; Jakob-Roetne, Roland; Knust, Henner; Thomas, Andrew; US2009/143385; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem