Tag: M.W:200-300

1018297-63-6, (3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Alternative 2: Telescoped process To as suspension of sodium hydride (60% in mineral oil, 3.95 g, 99 mmol, 1.6 eq.) in THF (120 mL) was added within 120 minutes at 25-32C a solution of [3-(4-Fluorophenyl)-5-methyl- isoxazol-4-yl] -methanol (12.50 g, 60 mmol) and 6-chloronicotinonitrile (8.36 g, 60 mmol) in THF (60 mL) and the resulting mixture was stirred for one hour at approx. 30C. The mixture was then treated drop wise at room temperature with water (100 mL). THF was distilled off under reduced pressure (200-70 mbar) with a jacket temperature of 50C. The residue was diluted with ethanol (90 mL) and subsequently treated at 20 to 35C with 28% sodium hydroxide solution (69.6 g, 487 mmol). The mixture was heated to 50-55C and subsequently stirred at this temperature for 15 hour. The reaction mixture was treated with toluene (150 mL) and the resulting biphasic mixture was stirred for 15 minutes and the layers were then allowed to separate for 30 minutes. The lower product-containing aqueous layer was separated and the toluene layer was extracted at 30C with water (1×50 mL). The combined aqueous layers were acidified with 20% sulfuric acid (approx. 150 g) until a pH of 3.0-3.3 was obtained. The suspension was treated with THF (120 mL) and the resulting biphasic mixture was stirred for 15 minutes and the layers were then allowed to separate for 30 minutes. The lower aqueous layer was removed and the product-containing organic layer was diluted with toluene (150 mL) to afford a biphasic mixture from which the lower aqueous layer was separated. The aqueous layer was removed and the organic layer was washed with water (2×30 mL). From the organic layer THF, Ethanol and water were then completely distilled off under reduced pressure and at a jacket temperature of 40-80C and continuously replaced by toluene (250 mL in total). At the end of the distillation a volume of approx. 300 mL was adjusted in the reactor. The partly precipitated product was completely re-dissolved by heating the suspension to 100-105C. The clear solution was cooled to 15-20C within 5-10 hours whereupon crystallization occurred. The crystals were filtered off, washed with toluene (100 mL) and subsequently dried at 55C/

1018297-63-6, As the paragraph descriping shows that 1018297-63-6 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; HANLON, Steven Paul; HILDBRAND, Stefan; IDING, Hans; THOMAS, Andrew; WALDMEIER, Pius; WO2013/57123; (2013); A1;,
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33282-16-5, 5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid (219 mg, 1.0 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (230 mg, 1.2 mmol) were dissolved in dimethylformamide (5 mL). N,N-Diisopropylethylamine (260 muL, 1.5 mmol) was added and the solution was stirred for 10 minutes. To this solution was added 8-aminoquinaldine (158 mg, 1.0 mmol) and the mixture was stirred for 20 hrs. The mixture was diluted with water and extracted with 2 volumes of ethyl acetate. The organic layers were collected and the solvent was removed by rotary evaporation. The residue was purified by preparative reverse-phase HPLC using a water-acetonitrile gradient to afford compound A24. ESI-MS: m/z 360 [M+H]+.

33282-16-5, 33282-16-5 5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid 1090978, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Dahl, Rusell; (76 pag.)US2019/151303; (2019); A1;,
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33282-16-5, 5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of compound 15 (1.0 mmol) in dichloromethane (20 ml) was added EDCI¡¤HCl (1.2 mmol) and HOBt (0.1 mmol). Then added corresponding hetroaromatic acids 10a-i, 14a-i and 12a-d (1.0 mmol) and the reaction mixture was stirred at room temperature for 10 h. The reaction was monitored by TLC. After completion of reaction, water was added to reaction mixture and extracted with dichloromethane (2 ¡Á 30 ml). The solvent was evaporated under reduced pressure to afford the crude product which was further purified by column chromatography on silica gel using ethyl acetate and hexane as solvent system to obtain the pure products as solids.

33282-16-5, As the paragraph descriping shows that 33282-16-5 is playing an increasingly important role.

Reference£º
Article; Kamal, Ahmed; Tamboli, Jaki R.; Vishnuvardhan; Adil; Nayak, V. Lakshma; Ramakrishna; Bioorganic and Medicinal Chemistry Letters; vol. 23; 1; (2013); p. 273 – 280;,
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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.

To a stirred THF solution (80 mL) of compound 6 (3.62 g, 20.10 mmol) was added dropwise a 2.5 M n-BuLi/hexane solution (8.80 mL, 22 mmol) at 195 K under nitrogen atmosphere. Stirring was continued for 30 min at 195 K, octafluorocyclopentene (C5F8) (2.80 mL, 20.50 mmol) was slowly added and the reaction mixture was stirred for 2 h at this low temperature. The reaction was quenched by water. After being extracted with ether, the organic layer was washed with 1 M aqueous HCl and water. The organic layer dried over anhydrous MgSO4, filtrated, and evaporated. The crude product was purified by column chromatography on silica gel using petroleum ether as the eluent to give 2.80 g compound 7 as pale yellow liquid in 48% yield. 1H NMR (400 MHz, CDCl3): delta 2.26 (s, 3H, -CH3), 2.43 (s, 3H, -CH3); 13C NMR (100 MHz, CDCl3): delta 10.7, 12.2, 99.9, 158.5, 170.6., 10557-85-4

10557-85-4 3,5-Dimethyl-4-iodoisoxazole 613883, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Gang; Liu, Ming; Pu, Shouzhi; Fan, Congbin; Cui, Shiqiang; Tetrahedron; vol. 68; 10; (2012); p. 2267 – 2275;,
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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

A mixture of ethyl 5-phenylisoxazole-3-carboxylate (406 mg, 1.87 mmol) and N-iodosuccinimide (505 mg, 2.24 mmol) in trifluoroacetic acid (10 mL) was stirred at room temperature for 1.5 h. The volatiles were removed under reduced pressure, and the residue was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with a IN aqueous solution of sodium hydroxide (50 mL), washed with a 2.5% aqueous solution of sodium bisulfite (50 mL), washed with brine (50 mL), and dried over anhydrous magnesium sulfate. Concentration under reduced pressure afforded ethyl 4-iodo-5-phenylisoxazole-3-carboxylate (641 mg, 1.87 mmol, 100% yield) as a light yellow oil. The compound had an HPLC retention time = 3.36 minutes (YMC-Combi 4.6 x 50 mm S-5 ODS column) eluting with 10-90% aqueous methanol + 0.2% phosphoric acid over a 4 minute gradient. 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).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Robert J.; ZHANG, Yanlei; WO2011/133734; (2011); A1;,
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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.

5-Methyl-3-phenylisooxazole-4-carboxylic acid (40 mg, 0.197 mmol), 3-phenyl-pyrrolidine (31.6 mg, 0.215 mmol), O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate (86.2 mg, 0.268 mmol) and diisopropylethylamine (25.4 mg, 0.197 mmol) were mixed in dimethylformamide (1.5 mL) and stirred at room temperature. Solvent was evaporated in vacuo, and the residue was taken up in methanol (1 mL), filtered and purified by preparative chromatography. The combined fractions were partitioned between NaHCO3 (sat) and ethylacetate. The organic layer was washed with water and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C21H20N2O2: 332.1525, found 332.1539.

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

Reference£º
Patent; Amgen Inc.; Biovitrum AB; US2008/21022; (2008); A1;,
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91182-60-4,91182-60-4, 5-(4-Bromophenyl)-3-methylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-1-phenyl-ethyl ester5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (25 g, 88.7 mmol) in toluene (500 mL) was added triethylamine (18.5 mL, 133 mmol), followed by diphenylphosphoryl azide (22.1 mL, 101.9 mmol). (R)-(+)-1-Phenylethyl alcohol (11.9 mL, 97.5 mmol) was added, and the reaction was stirred at 75 C. for 2 hours. The mixture was partitioned between EtOAc and H2O and filtered through Celite. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated to give the title compound.

91182-60-4 5-(4-Bromophenyl)-3-methylisoxazole-4-carboxylic acid 56604559, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; US2010/152257; (2010); 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.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1; 3-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[l,5-a]pyridinea) S-Methyl-S-phenyl-isoxazole-phicarboxyric acid (pyridin-2-ylmethyl)-amide A mixture of 5-methyl-3-phenyl-isoxazole-4-carboxylic acid (4.06 g, 20 mmol, commercially available) and thionyl chloride (5 mL) was heated under reflux for 3 h. Evaporation of all volatiles afforded 5-methyl-3-phenyl-isoxazole-4-carboxylic acid chloride (4.4 g, 93%) as yellow oil, which was used without further purification in the next reaction. To a mixture of an aqueous solution of 2-picolylamine (0.182 g, 1.68 mmol) in water (2 mL) and ethyl acetate (4 mL) were added sodium hydrogen carbonate (362 mg, 4.2 mmol) in one portion. Then 5-methyl-3-phenyl-isoxazole-4-carboxylic acid chloride (0.31 g, 1.4 mmol) in ethyl acetate (2 mL) was added dropwise with vigorous stirring under ice-bath cooling keeping the temperature at 0 0C. After addition, the reaction mixture was stirred at room temperature for 18 h. The resulting solution was then diluted with ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined extracts were then washed with brine, dried over sodium sulphate, and concentrated to afford the title compound (0.38 g, 93%) as a white solid. MS: m/e: 294.1 [M+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 fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/74089; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

53983-15-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53983-15-6,Ethyl 5-amino-4-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

5.0 g (23 mmol) of ethyl phenylcyanopyruvate were reacted according to the method described in Chem. Ber. 107 (1974) 2794-2795 and Ber. Deutsch. Chem. Ges. 33 (1900) 2592-2595. Whereby there was obtained in 69.7% yield ethyl 5-amino-4-phenyl-3-isoxazolecarboxylate as beige crystals which melted at 119-121 after recrystallization from ethyl acetate/hexane. 2.9 g (12.5 mmol) of ethyl 5-amino-4-phenyl-3-isoxazolecarboxylate were heated to 110 for 2 hours under reduced pressure with 5.0 g (31.2 mmol) of t-butyl (2-aminoethyl)carbamate, whereby the ethanol formed was distilled off continuously. The cooled reaction mixture was dissolved in methylene chloride and chromatographed on 100 g of silica gel. Elution with methylene chloride which contains 5%. 10% and, respectively, 20% of ethyl acetate, combining of the pure fractions and evaporation yielded 1.9 g of crystals. Recrystallization from ethyl acetate/hexane yielded 1.5 g (34.7%) of t-butyl [2-(5-amino-4-phenyl-3-isoxazolecarboxamido)ethyl]carbamate as white crystals, melting point 144.

The synthetic route of 53983-15-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; US5011849; (1991); A;,
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Isoxazole | C3H3NO – PubChem

51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51677-09-9

General procedure: Ester (1 eq.)was dissolved in methanol and cooled down to 0 C.NaBH4 (4 eq.) was added in small portions to the solution over10 min. The mixturewaswarmed slowly to 50 C and stirred for 5 h.NH4Cl aqueous solution was added and the organic solvent wasremoved under reduced pressure. The resulting aqueous layer wasextracted with ethyl acetate (3 x ), and the organic layers werecombined and dried over Na2SO4, and the solvents was removedunder reduced pressure. This hydroxyl intermediate was used forthe next step without further purification.

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ye, Jiqing; Yang, Xiao; Xu, Min; Chan, Paul Kay-sheung; Ma, Cong; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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