Day: November 11, 2020

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0756] To a solution of 900 mg (2.45 mmol) of tert-butyl [4-(5-chloro-2-fluorophenyl)-5-methoxy-2-oxopyridin-i(2H)-yl]acetate in 18 ml of tetrahydrofuran under argon at-78 C. were added dropwise 3.06 ml (1.0 M in THF, 1.25 eq.) of lithium bis(trimethylsilyl)amide, and the mixture was stirred for 30 mm. Subsequently, 635 mg (3.43 mmol, 1.4 eq.) of 5-(bromomethyl)-3-methyl- 1 ,2-oxazole were added. The resulting reaction mixture was stirred at -78 C. for another 30 mm and at RT for another 90 mi Saturated aqueous ammonium chloride solution was added to the reaction mixture. After phase separation, the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution. The organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was then purified by means of normal phase chromatography (eluent: cyclohexane/ethyl acetate (0-38%) mixtures). Yield: 1.00 g (88% of theory)10757] LC/MS [Method 1]: R=i.i0 mm; MS (ESIpos):mlz=463 (M+H),10758] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.54(ddd, 1H), 7.48 (dd, 1H), 7.35 (t, 1H), 7.31 (s, 1H), 6.43 (s,1H), 6.13 (s, 1H), 5.35 (dd, 1H), 3.68-3.56 (m, 2H), 3.55 (s,3H), 2.16 (s, 3H), 1.40 (m, 9H).

36958-61-9, The synthetic route of 36958-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (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.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

a solution of [5-[3- (aminomethyl)cyclobutyl]-l,3,4-thiadiazol-2-yl]methanol hydrogen chloride (750 mg, 3.17 mmol, 1.00 eq.), 5-phenyl-l,2-oxazole-3-carboxylic acid (860 mg, 4.55 mmol, 1.40 eq.), HCTU (1.59 g, 3.82 mmol, 1.20 eq.) and DIEA (1.66 g, 12.84 mmol, 3.00 eq.) in dichloromethane (50 mL) was stirred for 3 hours at 25 C. The resulting mixture was concentrated under vacuum. This resulted in 800 mg (crude) [5-(3-[[(5-phenyl-l,2-oxazol-3- yl)formamido]methyl]cyclobutyl)-l,3,4-thiadiazol-2-yl]methyl 5-phenyl-l,2-oxazole-3- carboxylate as a yellow oil. The crude product was used in the next step directly without further purification. LC-MS: 542.0 [M+H]+.

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.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.

88511-37-9, General procedure: To a solution of ketone A in THF cooled to -78 C, LiHMDS (e.g., 0.9 equiv, 1.0 M in toluene) was added dropwise via syringe. The reaction was allowed to warm to 0 C, then charged with diethyl oxalate (1.2 equiv). At this time, the reaction was warmed to room temperature and stirred at that temperature until judged complete (e.g., using either TLC or LC/MS analysis). Once the reaction was complete (reaction time was typically 45 minutes), the product dione enolate B was used “as-is” in Step 2, i.e., the cyclization step, without any further purification.

As the paragraph descriping shows that 88511-37-9 is playing an increasingly important role.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; BARDEN, Timothy Claude; SHEPPECK, James Edward; RENNIE, Glen Robert; RENHOWE, Paul Allan; PERL, Nicholas; NAKAI, Takashi; MERMERIAN, Ara; LEE, Thomas Wai-Ho; JUNG, Joon; JIA, James; IYER, Karthik; IYENGAR, Rajesh R.; IM, G-Yoon Jamie; (293 pag.)WO2016/44447; (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.1228689-61-9,Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To an oven dried 5 mL microwave vessel was addedPd(dppf)Cl2¡¤CH2Cl2 (4 mol%), halide/pseudohalide (1 equiv),boron coupling partner (1 equiv), and Cs2CO3 (3 equiv). Thevessel was then capped and purged with N2 before addition ofCyrene (1 mL, 0.25 M) and H2O (1.8 mL). The reaction mixturewas heated to 50 C and maintained at this temperature withstirring for 5 h before the vessel was vented and decapped. Thesolution was then diluted with Et2O (10 mL) and washed withwater (2 ¡Á 20 mL) and brine (2 ¡Á 20 mL). The organics were thenpassed through a hydrophobic frit and concentrated underreduced pressure to give a residue, which was purified by flashchromatography (silica gel) to afford the title compound., 1228689-61-9

As the paragraph descriping shows that 1228689-61-9 is playing an increasingly important role.

Reference£º
Article; Wilson, Kirsty L.; Murray, Jane; Jamieson, Craig; Watson, Allan J. B.; Synlett; vol. 29; 5; (2018); p. 650 – 654;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a N-Methoxy-N-methyl-5-isoxazolecarboxamide A solution of isoxazole 5-carboxylic acid (2.81 g), N-methoxy-N-methylamine hydrochloride (2.49 g), EDCI (4.96 g), dimethylaminopyridine (3.15 g) and 4-methylmorpholine (2.8 ml) in dichloromethane (20 ml) was stirred for 18 h. 2M Hydrochloric acid was added and the mixture was extracted with dichloromethane (three times). The organic layers were washed with aqueous sodium hydrogen carbonate and then brine, combined, dried (magnesium sulphate), evaporated and purified by chromatography on silica eluding with petrol-ether to give the sub-title compound as a colourless oil (2.94 g, 76%). 1H NMR 300 MHz (CDCl3) 8.35 (1H, d), 6.89 (1H, d), 3.83 (3H, s), 3.39 (3H, s)., 21169-71-1

21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Cheshire, David; Connolly, Stephen; Cox, David; Hamley, Peter; Mete, Antonio; Pimm, Austen; US2003/158185; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

847490-69-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.847490-69-1,4-Iodoisoxazole,as a common compound, the synthetic route is as follows.

[00460] Step 2: Synthesis of 3-(isoxazol-4-yl)benzaldehyde: To a mixture of 4- iodoisoxazole (1 g, 5.13 mmol), 3-formylphenylboric acid (923 mg, 6.15 mmol) and sodium carbonate in DME/H20/Toluene/EtOH (15 mL, 3/1/10/6, V/V) was added Pd(PPh3)4 (200 mg). The mixture was purged with N2 for 30 min and heated to 80 C for 3 h. The reaction mixture was cooled followed by a standard aqueous/EtOAc workup and purified by prep- TLC (EA : PE = 1 : 5) to give Intermediate 46 (12 mg, 1.5%).

847490-69-1 4-Iodoisoxazole 22274060, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; WO2011/38204; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14678-02-5, 5-Amino-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-methyl-1,2-oxazol-5-amine (583 mg, 5.94 mmol) and diisopropylethylamine (1.04 g, 8.08 mmol) in dichloromethane (12 mL), was added dropwise a solution of ditrichloromethyl carbonate (601 mg, 2.03 mmol) in dichloromethane (6 mL). The resulting mixture was stirred at room temperature for 20 min. A solution of 32-3 (500 mg, 1.49 mmol) in dichloromethane (2 mL) and triethylamine (902 mg, 8.91 mmol) was added and the reaction mixture was stirred at room temperature for another 5 h. Water and dichloromethane were added. The organic phase was separated, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by silica gel column with ethyl acetate/petroleum ether (1/20) as the eluent to afford the desired product (580 mg, 85% yield)., 14678-02-5

As the paragraph descriping shows that 14678-02-5 is playing an increasingly important role.

Reference£º
Patent; INVENTISBIO INC.; DAI, Xing; WANG, Yaolin; (187 pag.)WO2017/139414; (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.954230-39-8,Ethyl 3-(4-fluorophenyl)-5-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

954230-39-8, Step d: [3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol To a solution of 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (3.0 g, 12 mmol) (6.18 g, 25 mmol) in THF (320 mL) was added portionwise lithiumaluminiumhydride (528 mg, 14 mmol) at 0 C. and the reaction mixture was stirred at room temperature for 3 h. The mixture was then cooled to 0 C. and water (518 muL) added followed by sodium hydroxide (15% solution, 518 muL) and then again water (1.5 mL) and the mixture then stirred overnight at room temperature. The precipitate was then filtered off and washed with THF. The combined washings and filtrate were then evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (1.8 g, 71%) which was obtained as a white solid. MS: m/e=208.1 [M+H]+.

954230-39-8 Ethyl 3-(4-fluorophenyl)-5-methylisoxazole-4-carboxylate 22309061, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Hoffmann-La Roche Inc.; Dott, Pascal; Grassmann, Olaf; Kammerer, Michael; Manns, Joachim; Schwitter, Urs; Thomas, Andrew; Wyttenbach, Nicole; US2013/172329; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4,62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 9f (100 mg, 0.32 mmol) in DMA (3 mL) was added 3-fluorobenzoyl chloride (43 muL, 0.36 mmol), and the mixture was stirred at room temperature overnight. The mixture was diluted with water and extracted with EtOAc. The organic layer was washed with water and brine, dried over MgSO4, and filtered. The filtrate was concentrated in vacuo, and the residue was purified by basic silica gel column chromatography (n-hexane/EtOAc 100:0 to 0:100) to give 10f (56 mg, 40%) as a white solid.

As the paragraph descriping shows that 62348-13-4 is playing an increasingly important role.

Reference£º
Article; Miyamoto, Naoki; Sakai, Nozomu; Hirayama, Takaharu; Miwa, Kazuhiro; Oguro, Yuya; Oki, Hideyuki; Okada, Kengo; Takagi, Terufumi; Iwata, Hidehisa; Awazu, Yoshiko; Yamasaki, Seiji; Takeuchi, Toshiyuki; Miki, Hiroshi; Hori, Akira; Imamura, Shinichi; Bioorganic and Medicinal Chemistry; vol. 21; 8; (2013); p. 2333 – 2345;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1750-42-1,Isoxazol-3-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 305 Synthesis of (f?)-3-chloro-/V-(isoxazol-3-yl)-4-((1-(1-phenylethyl)piperidin-4- yl)oxy)benzenesulfonamide formate Step 1. Preparation of 3-chloro-4-fluoro-/V-(isoxazol-3-yl)benzenesulfonamide To a mixture of isoxazol-3-amine (0.500 g, 5.95 mmol), 4- dimethylaminopyridine (0.0727 g, 0.595 mmol) and pyridine (0.941 g, 1 1.9 mmol) in dichloromethane (2 mL) was added a solution of 3-chloro-4-fluoro-benzene-1-sulfonyl chloride (1.64 g, 7.14 mmol) in dichloromethane (1 mL) at 0 C. The mixture was stirred at ambient temperature for 12 h and was then diluted with water (20 mL) and extracted with dichloromethane (2 chi 30 mL). The combined organic extracts were washed with water (20 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate in vacuo and purification of the residue by preparative reverse phase HPLC, using acetonitrile in water containing 0.1 % of formic acid as eluent, afforded the title compound as a colorless solid (0.250 g, 15% yield): H NMR (400 MHz, CDCIs) 8.31 (d, J = 1.8 Hz, 1 H), 7.92-7.90 (m, 1 H), 7.76-7.74 (m, 1 H), 7.22 (t, J = 8.5 Hz, 1 H), 6.62 (s, 1 H), NH not observed; MS (ES+) m/z 276.9 (M + 1)., 1750-42-1

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

Reference£º
Patent; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BURFORD, Kristen, Nicole; CHOWDHURY, Sultan; COHEN, Charles, Jay; DEHNHARDT, Christoph, Martin; DEVITA, Robert, Joseph; EMPFIELD, James, Roy; FOCKEN, Thilo; GRIMWOOD, Michael, Edward; HASAN, Syed, Abid; JOHNSON, James, Philip, Jr.; ZENOVA, Alla, Yurevna; (493 pag.)WO2017/201468; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem