Month: September 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

STEP A: ethyl 4-bromo-5-methyl-l-((3-methylisoxazol-5-yl)methyl)-lH-pyrazole- 3-carboxylate and ethyl 4-bromo-3-methyl-l-((3-methylisoxazol-5-yl)methyl)-lH-pyrazole- 5-carboxylate and [1124] To a mixture of ethyl 4-bromo-3-methyl-lH-pyrazole-5-carboxylate (0.331 g, 1.420 mmol) in DMF (10 mL) were added CS2CO3 (1.157 g, 3.55 mmol) and 5-(bromomethyl)-3- methylisoxazole (0.5 g, 2.84 mmol). The reaction mixture was stirred at room temperature for 20 hours and then diluted with water. The product was extracted into EtOAc. The organic phase was dried over Na2S04 and concentrated to give the title compounds as a crude mixture that was used without further purification (0.24 g).

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
Isoxazole – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10557-85-4,3,5-Dimethyl-4-iodoisoxazole,as a common compound, the synthetic route is as follows.,10557-85-4

General procedure: Raw material 4-iodo-3,5-dimethylisoxazole25 (0.28 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93 mol/L n-BuLi hexane solution (0.47 mL, 1.4 mmol) at -78 C under an argon atmosphere. Stirring was continued for 30 min and 8a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at -78 C and stirred for 1 h at this temperature. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated, and evaporated. The crude product was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (v/v=6/1) as the eluent resulting in 0.23 g of 1o being obtained in 38% yield as a pale yellow solid.

The synthetic route of 10557-85-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pu, Shouzhi; Li, Hui; Liu, Gang; Liu, Weijun; Cui, Shiqiang; Fan, Congbin; Tetrahedron; vol. 67; 7; (2011); p. 1438 – 1447;,
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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

Example 19: l-oxo-N-(3-phenyl-l,2-oxazol-5-yl)-2,3,4,5-tetrahydi[l,4]diazepino[l,2-a]benzimidazole-8-carboxamideA solution of l-oxo-2,3,4,5-tetrahydro-lH-[l,4]diazepino[l,2-a]benzimidazole-8- carboxylc acid (Intermediate B, 71 mg, 0.29 mmol) and Iota,Gamma-carbonyldiimidazole (117 mg, 0.72 mmol) in THF (10 mL) is heated to 60 ¡ãC for 1 h. The solution is cooled to room temperature and 5-methyl-3-aminoisoxazole (191 mg, 1.16 mmol) is added. After 10 min DBU (0.11 mL, 0.72 mmol) is added and the mixture heated at 60 ¡ãC for 16 h. The solvent is evaporated and H20 is added to the residue. The resulting solid is collected by filtration and is purified via preparative HPLC to afford the title compound (17 mg, 12percent).

4369-55-5, As the paragraph descriping shows that 4369-55-5 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
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Isoxazole | C3H3NO – PubChem

925006-96-8,925006-96-8, Ethyl 5-(4-methoxyphenyl)isoxazole-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 CH3CN (0.43mL, 7.32mmol) in anhydrous THF (10mL) was added 1.6M methyl lithium in diethyl ether (2.30mL, 3.66mmol) at-78C under nitrogen. The mixture was stirred at-78C for 0.5h, and ethyl 5-(4-(tert-butyl)phenyl)isoxazole-3-carboxylate 3a (500mg, 1.83mmol) in THF (10mL) was then added dropwise. The solution was stirred at-78C for 1h and then quenched with acetic acid (0.21mL, 3.66mmol). The mixture was warmed to 0C and poured onto ice/ water (10mL) and extracted with ethyl acetate (20mL). The organic lay was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue 4a (330mg, 75%) was obtained as a white solid and directly used for next step without further purification.

As the paragraph descriping shows that 925006-96-8 is playing an increasingly important role.

Reference£º
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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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.

62348-13-4, EXAMPLE 11 Preparation of 5-chloro-2-(isoxazol-5-yl)-7-[2-(pyridin-2-yl)ethyl]-benzoxazole This is prepared from 2-amino-4-chloro-6-[2-(pyridin-2-yl)ethyl]phenol and isoxazole-5-carbonyl chloride using method A with 1,4-dioxan as solvent to give the intermediate amide (65%). This is cyclised with methanesulphonic acid in toluene at reflux under standard conditions to give the title compound (46%) as a white crystalline solid m.p. 109-112 C. TLC (SiO2, EtOAc:hexanes 1:1, Rf=0.30). Mass spectrum CI (methane) m/z=326 [M+H]+.

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

Reference£º
Patent; Euro-Celtique, S.A.; US6166041; (2000); A;,
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Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4369-55-5,5-Amino-3-phenylisoxazole,as a common compound, the synthetic route is as follows.

Scheme 42 [0546] A mixture of tert-butyl (lS,2R)-2-(5-bromo-4-cyano-2- fluorophenylamino)cyclohexylcarbamate (165 mg, 0.400 mmol), 5-amino-3-phenylisoxazole (96 mg, 0.600 mmol), sodium phenoxide trihydrate (136 mg, 0.800 mmol), xantphos (30 mg, 0.051 mmol) and Pd2(dba)3 (30 mg, 0.032 mmol) in dioxane (2 mL) was degassed with Ar, then was heated at 170 C for 30 min by microwave. It was concentrated in vacuo. The residue was purified by HPLC to give tert-butyl (lS,2R)-2-(4-cyano-2-fluoro-5-(3- phenylisoxazol-5 -ylamino)phenylamino)cyclohexylcarbamate (40 mg) .

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; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong, J.; SONG, Yonghong; XU, Qing; KANE, Brian; BAUER, Shawn, M.; PANDEY, Anjali; WO2012/61418; (2012); 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.131052-47-6,(3,5-Dimethylisoxazol-4-yl)methanamine,as a common compound, the synthetic route is as follows.

A mixture of (3,5-dimethylisoxazol-4-yl)methanamine (70 mg, 0.6 mmol), 4- phenoxycarbonylamino-benzoic acid ethyl ester (150 mg, 0.5 mmol) and TEA (0.2 mL, 1.6 mmol) in MeCN (8 mL) was stirred at 80 C for 1 h and then concentrated. The residue was diluted with DCM (40 mL), washed with aq.HC1 (1 N, 20 mL) and Sat.NaHCO3 (20 mL). The DCM solution was dried over Na2SO4, concentrated and purified by Prep-HPLC (NH3.H20) to give ethyl 4-(3-((3,5- dimethylisoxazol-4-yl)methyl)ureido)benzoate (50 mg, yield: 30%) as a white solid. ?H NIVIR (400 IVIHz, DMSO-d6): oe = 8.85 (s, 1H), 7.82 (d, J= 8.8 Hz, 2H), 7.50 (d, J 8.8 Hz, 2H), 6.64 (t, J 5.6 Hz, 1H), 4.26 (q, J= 7.2 Hz, 2H), 4.06 (d, J= 5.6 Hz, 2H), 2.38 (s, 3H), 2.21 (s, 3H), 1.29 (t, J 7.2 Hz, 3H). MS: m/z 318.0 (M+H).

131052-47-6, The synthetic route of 131052-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
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Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the product from step 2 (57 mg, 0.17 mmol) and 5-methylisoxazole-3-carboxylicacid (23 mg, 0.18 mmol) in CH2C12 (2 mL) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride (38 mg, 0.20 mmol) and HOBTH2O (2.5 mg, 0.017 mmol) and the solution stirred at RT for 20 h. 5-Methylisoxazole-3-carboxylic acid (23 mg, 0.18 mmol) and 1-ethyl-3-(3-dimethylamino- propyl)carbodiimide hydrochloride (38 mg, 0.20 mmol) were added and the solution stirred at RT for 3 days. Water (2 mL) was added then the aqueous extracted with CH2C12 (2 mL). The combined organicswere passed through a hydrophobic fit and concentrated in vacuo to leave a colourless residue. Flash chromatography (10-45percent EtOAc-cyclohexane) gave a clear gum (62 mg). Freeze-drying from acetonitrile-water (1:1, 3 mL) left a white solid (56 mg). 1H NMR (400 MHz, DMSO-d6) -3:1 ratio rotamers: 1H NMR (400 MHz, CDC13) 7.42 – 7.35 (2H, m), 7.03 (2H, dd, J=8.0, 8.0 Hz), 6.56 (1H, s), 4.47 (1H, d, J=14.3 Hz), 4.21 – 3.91 (3H, m), 2.97 (1H, d, J=4.0 Hz), 2.36 – 2.34 (6H, m), 1.37 – 1.23 (7H,m), 0.70 (3H, s); MS (ESI): [M+H] 453.2., 3405-77-4

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; FAUBER, Benjamin; CRAWFORD, James J.; BRONNER, Sarah M.; BODIL VAN NIEL, Monique; CRIDLAND, Andrew; GANCIA, Emanuela; HURLEY, Christopher; KILLEN, Jonathan; WARD, Stuart; (108 pag.)WO2016/177760; (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.91252-54-9,Ethyl 5-(tert-butyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

91252-54-9, Step 2: Synthesis of 2-bromo-1-(5-tert-butyl-isoxazol-3-yl)-ethanone The title compound is prepared from 5-tert-butyl-isoxazole-3-carboxylic acid ethyl ester by those skilled in the art by adaptation of a literature procedure (Kaluza et al, Tetrahedron, 2003, 59, 31,5893-5903). To a solution of 5-tert-butyl-isoxazole-3-carboxylic acid ethyl ester (0.5 g, 2.54 mmol) in anhydrous tetrahydrofuran (10 mL) is added under nitrogen dibromomethane (356 muL, 0.88 g, 5.07 mmol). The mixture is cooled to -78 C and 1.6M methyl lithium in diethyl ether (3.2 mL, 5.07 mmol) is added dropwise. The solution is stirred at -78 C for 40 min and then quenched with acetic acid (582 muL, 610 mg, 10.16 mmol). The mixture is warmed to 0 C and poured onto ice/water (40 mL) and extracted with tert-butyl methyl ether (3 x 40 mL). The organic layers are combined, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue is purified by chromatography on silica eluting with a heptane/dichloromethane gradient (1/0 to 1/1) to provide the title compound as a yellow oil (351 mg, 62%), m/z 246 [M+H+]. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.39 (9 H, s), 4.58 (2 H, s), 6.41 (1 H, s).

The synthetic route of 91252-54-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Boehringer Ingelheim International GmbH; Boehringer Ingelheim Pharma GmbH & Co. KG; EP2418207; (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.

Step 1: ethyl 5-(2-(5-phenylisoxazole-3-carboxamido)ethyl)-1,3,4-thiadiazole-2-carboxylate HATU (0.45 g, 0.001 mol) was added to a solution of 5-phenylisoxazole-3-carboxylic acid (0.15 g, 0.7 mmol) and ethyl 5-(2-aminoethyl)-1,3,4-thiadiazole-2-carboxylate (0.2 g, 1 mmol) in THF (4 mL) followed by DIPEA (0.3 g, 2 mmol) and the resulting reaction mixture was stirred at room temperature for 4 h. Progress of the reaction was monitored by TLC. The reaction mixture was poured onto ice cooled water (10 mL) and the precipitate thus formed was filtered. Residue was washed with water and hexane (2*10 mL) and dried under reduced pressure to afford the product (0.14 g, 48.2%) as off white solid. 1H NMR (400 MHz, CDCl3): delta 7.79-7.76 (m, 2H), 7.50-7.45 (m, 3H), 7.38 (t, J=5.6 Hz, 1H), 6.93 (s, 1H), 4.50 (q, J=7.1 Hz, 2H), 4.00 (q, J=6.3 Hz, 2H), 3.51 (t, J=6.4 Hz, 2H), 1.44 (t, J=7.1 Hz, 3H); LC-MS: [M+H]+=373.7.

14441-90-8, 14441-90-8 5-Phenylisoxazole-3-carboxylic acid 151916, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PROTEOSTASIS TEHRAPEUTICS, INC.; Bastos, Cecilia M.; Munoz, Benito; Tait, Bradley; (48 pag.)US2017/1993; (2017); A1;,
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Isoxazole | C3H3NO – PubChem