Month: September 2020

1228690-37-6, (R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4- yl]-carbamic acid (R)-l-phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l’-carboxyl- cyclopropyl)phenylboronic acid (0.16Og, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2:1 DME:H2theta. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 8O0C for 2 hours. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound.

1228690-37-6, As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); 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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

21169-71-1, The synthetic route of 21169-71-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Step B: Ethyl 4-iodo-5-phenylisoxazole-3-carboxylate (I-5B)[00198] A mixture of ethyl 5-phenylisoxazole-3-carboxylate (Intermediate I-5A, 3.05 g, 14.0 mmol) and N-iodosuccinimide (3.79 g, 16.9 mmol) in TFA (78 mL) was stirred at room temperature for 3.5 h. The volatiles were removed under reduced pressure, and the residue was partitioned between ethyl acetate (150 mL) and water (150 mL). The organic layer was washed with a IN aqueous solution of sodium hydroxide (150 mL), washed with a 3% aqueous solution of sodium bisulfite (2 x 150 mL), washed with brine (150 mL), and dried over anhydrous magnesium sulfate. Concentration under reduced pressure afforded ethyl 4-iodo-5-phenylisoxazole-3-carboxylate (4.69 g, 13.7 mmol, 97% yield) as a light yellow oil. The compound had an HPLC retention time = 3.36 minutes (condition A); MS:(M+H) = 343.97; XH NMR (400 MHz, CDC13) delta ppm 1.47 (t, J=7.1 Hz, 3H), 4.50 (q, J=7.0Hz, 2H), 7.52-7.56 (m, 3H), and 8.05 (m, 2H).

The synthetic route of 7063-99-2 has been constantly updated, and we look forward to future research findings.

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

206055-91-6, (3-(4-Bromophenyl)isoxazol-5-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Preparation of 3-(4-bromophenyl)-5-(methoxymethyl)isoxazoIe (llf)3-(4-bromophenyl)isoxazol-5-yl)methanol (5.0 g, 19.7 mmol) synthesized in Step 1 of Preparation Example 7, and 60% sodium hydride (1 g) were added to N,N-dimethylformamide (50 niL) and the mixture was stirred for 15 min. After methyl iodide was added thereto and completion of the reaction was confirmed by TLC, extraction was carried out with water (20 mL) and ethyl acetate (100 niL). The organic layer was washed with water (50 mL X 2) and brine (20 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered under reduced pressure to remove methylene chloride. The residue was purified by silica gel column chromatography using ethyl acetate and hexane as a developing solvent, thus affording the title compound 3-(4-bromophenyl)-5-(methoxymethyl)isoxazole (l lf). Yield: 95%.1H NMR(CDCl3, 400MHz): 7.67(d, 2H, J=7.2Hz), 7.58(d, 2H, J=7.6Hz), 6.53(s, IH), 4.57(s, 2H), and 3.45(s, 3H)., 206055-91-6

The synthetic route of 206055-91-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DONG-A PHARM. CO., LTD.; YUHAN CO., LTD.; WO2008/108602; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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;,
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

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