New learning discoveries about 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.,497-25-6

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), oxazolidin-2-one (322 mg, 2.5 mmol), copper(I) iodide (96 mg, 0.5 mmol), N,N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120 C. for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2¡Á150 mL), washed with water (2¡Á50 mL) and saturated aqueous ammonium chloride solution (2¡Á50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm¡Á100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 3,3-dimethyl-2-[3-(2-oxo-oxazolidin-3-yl)-phenyl]-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (498 mg, 80%) as a white solid: LC/MS m/e calcd for C21H22N2O4 (M+H)+: 367.42, observed: 367.1

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,497-25-6

A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 min. Pd2 dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 C. for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes:ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) ? ppm: 7.73 (1H, dd, J=5.8, 8.6 Hz), 7.43 (1H, dd, J=2.5, 9.6 Hz), 7.11 (1H, ddd, J=2.5, 7.5, 8.7 Hz), 4.60 (2H, t, J=7.1 Hz), 4.29 (2H, t, J=7.1 HJz); LCMS (+ESI, M+H+) m/z 207.

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,497-25-6

Step a) 5-(2-Oxo-oxazolidin-3-yl)-isophthalic acid dimethyl ester (Acid-14a); Tris(dibenzylideneacetone)palladium (58 mg, 0.063 mmol) was added to a degassed mixture of 5-bromo-isophthalic acid dimethyl ester (345 mg, 1.26 mmol), 2-oxazolidinone (220 mg, 2.52 mmol), CS2CO3 (1.03 g, 3.16 mmol) and Xantphos (109 mg, 0.189 mmol) in dioxane (10 ml). The mixture was stirred at 105 0C under N2 for 4 h. The solvent was evaporated and the residue taken up in DCM/water. The organic phase was separated and concentrated. The residue was purified by flash chromatography using 2% MeOH in DCM which gave the title compound (264 mg, 75%) as a beige solid.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDIVIR AB; LUNDBERG, Stina; AYESA, Susana; BELDA, Oscar; DORANGE, Ismet; ERSMARK, Karolina; HAMMER, Kristin; JOHANSSON, Per-Ola; LINDSTROeM, Stefan; ROSENQUIST, Asa; SAMUELSSON, Bertil; BAeCK, Marcus; KVARNSTROeM, Ingemar; WANGSELL, Fredrik; BJOeRKLUND, Katarina; WO2010/42030; (2010); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

497-25-6,497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), oxazolidin-2-one (322 mg, 2.5 mmol), copper(I) iodide (96 mg, 0.5 mmol), N, N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120C for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2 x 150 mL), washed with water (2 x 50 mL) and saturated aqueous ammonium chloride solution (2 x 50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm x 100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 3,3- dimethyl-2-[3-(2-oxo-oxazolidin-3-yl)-phenyl] -l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (498 mg, 80%) as a white solid : LC/MS m/e calcd for C21H22N2O4 (M+H)+: 367.42, observed: 367.1.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; WU, Jim, Zhen; ZHOU, Mingwei; WO2011/128251; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

1) Mix 2-oxazolidinone and sodium hydride in a molar ratio of 1: 1, and add N, N-dimethylformamide to dissolve thoroughly,propargyl bromide (the molar ratio of propargyl bromide to 2-oxazolidinone is 1: 1) is added dropwise to the above reaction solution,The reaction was stirred at room temperature for 0.5 and then quenched with water. The organic layer was extracted with ethyl acetate.After drying and concentration, column chromatography (eluent system: petroleum ether: ethyl acetate = 1: 1) to obtain a compound of the general formula II-1;

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; Chongqing University; Xia Yi; Zhang Yanhua; Liu Qian; Lin Yun; (25 pag.)CN110590686; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A Schlenk tube was charged with aryl bromide(1 mmol), oxazolidone(1.2 mmol), N,N-dimethylglycine(10.3mg, 0.1 mmol), recrystallized CuI(9.5mg, 0.05 mmol) and K2CO3(276mg, 2 mmol). The tube was evacuated and backfilled with argon(3 times) before dry DMF(0.5 ml) was added. The reaction mixture was stirred at 120 C until the corresponding aryl bromidewas completely consumed as monitored by TLC. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with H2O and brine, and dried by Na2SO4. Removal of solvent in vacuo and purified by column chromatography on silica gel to provide the desired product.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Jiaojiao; Zhang, Yihua; Jiang, Yongwen; Ma, Dawei; Tetrahedron Letters; vol. 53; 31; (2012); p. 3981 – 3983;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 25ml Schlenk reaction tube was added 1.0mmol (87 ¡¤ 1mg) oxazolidin-2-one, 0. 05mmol(11.2 mg) of palladium acetate, 0.001 mmol (1.7 mg) of H5PMo10V2O40, 0.05 mmol (5.6 mg) of 1,4-hydroquinone, 0.1 mmol(8.2 mg) of NaOAc followed by 1 mL of N, N-dimethylformamide solvent and then measuring 2.0 mmo 1 (236 mg) of 4-methylstyrene with a pipette in an oil bath at 60 C. 24 hours, after the reaction, the resulting product using a simple column chromatography device,The product was eluted with dichloromethane and then three times with distilled water, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated by rotary evaporationThe crude product was reduced. The crude product was isolated by column (200-300 mesh silica gel) using petroleum ether and ethyl acetate as eluant (5: 1) to give 150.2 mg of 3- (1- (4-methylphenyl) vinyl) oxazolidin-2-one having a purity of more than 99%. Isolated yield 74%.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fujian Normal University; Huang Qiufeng; Qiu Lin; Ke Shaojia; Zhang Xiaofeng; Lin Shen; (12 pag.)CN104230835; (2017); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 497-25-6

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

3-But-3-ynyl-1,3-oxazolidin-2-one (25). A flask was charged with 2-oxazolidinone (1.721 g, 19.17 mmol), tetrabutylammonium bromide (715 mg, 2.20 mmol), potassium carbonate (19.09 g, 138 mmol) and toluene (90 mL). 3-Butynyl-1-tosylate (24) (11.72 g, 52.26 mmol) was added. After the resulting mixture was stirred at 100 C. for 4 h, more tosylate 24 (10.62 g, 47.35 mmol) was added. After stirring overnight, more potassium carbonate (7.52 g, 54.41 mmol) and tosylate 24 (11.94 g, 53.24 mmol) were added. The resulting mixture was stirred at 105 C. for 5.5 h, and potassium carbonate (10.00 g, 72.35 mmol) and tosylate 24 (11.312 g, 50.44 mmol) were added. The mixture was heated at 105 C. overnight, and more tosylate 24 (10.70 g, 47.71 mmol) and potassium carbonate (9.29 g, 67.22 mmol) were added. The mixture was heated to reflux for another 5 h and then cooled to room temperature. Water was added to quench the reaction. The mixture was extracted ethyl acetate (4¡Á200 mL). The organic solution was washed with brine, dried over Na2SO4 and concentrated to afford a residue, which was purified by column chromatography on silica gel (40 g), eluting with EtOAc-hexanes (0-30%), to afford the product 25 as an oil (2.197 g) in 83% yield. IR (KBr film) 3286, 2919, 2118, 1744, 1485, 1429, 1366, 1271, 1236, 1093, 1042, 970, 763 cm-1; 1H NMR (300 MHz, CDCl3) delta 4.32 (t, J=7.8 Hz, 2H), 3.70 (t, J=7.8 Hz, 2H), 3.42 (t, J=6.6 Hz, 2H), 2.45 (dt, J=2.7 Hz, J=6.6 Hz, 2H), 2.00 (t, J=2.7 Hz, 1H); 13C NMR (75 MHz, CDCl3) delta 157.9, 80.6, 70.0, 61.5, 44.5, 42.5, 17.4; ESIMS m/z (rel intensity) 139.98 (100). Anal. (C7H9NO2) C, H, N.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PURDUE RESEARCH FOUNDATION; US2008/300288; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 497-25-6

#N/A

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

E. 3-benzoyl-2-oxazolidinone, VI To a solution of 2-oxazolidinone (4.68 g; 0.05 mol) in 1,2-dichlorethane (60 ml), there is added benzoyl chloride (5.6 ml, 0.05 mol) and triethylamine (7.0 ml; 0.05 mol), with stirring at ambient temperature for 30 mins. The solution is then concentrated at reduced pressure and ethyl acetate is added, thereafter it is filtered to remove the base hydrochloride; the filtrate is partly evaporated and diluted with n-heptane and the precipitated solid is removed by filtration. After washing with water and drying, it gives 3-benzoyl-2-oxazolidinone (5.94 g; 90%). From absolute ethanol it crystallizes in nacar scales with m.p. = 166-170C. A portion of the substance in ethanol, with a catalytic amount of sodium ethoxide at room temperature immediately gives ethyl benzoate and, with aniline, benzanilide.

#N/A

Reference£º
Patent; Palomo Coll; Antonio Luis; US3947465; (1976); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 497-25-6

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 90:3-[2-({6-[(trans-4-hydroxycyclohexyl)amino]-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2- pyridinyl}amino)-1 ,3-benzothiazol-6-yl]-1 ,3-oxazolidin-2-oneUnder an atmosphere of nitrogen, a mixture of trans-4-({6-[(6-bromo-1 ,3-benzothiazol-2- yl)amino]-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2-pyridinyl}amino)cyclohexanol [example 79] (150mg, 0.29mmol), 1 ,3-oxazolidin-2-one (76mg, 0.88mmol), caesium carbonate (286mg, 0.88mmol) and copper(l) iodide (167mg, 0.88mmol) in dry N,N- dimethylformamide (3mL) was thoroughly degassed by the repeated alternate application of vacuum and nitrogen pressure, then treated with N,N’-dimethylethylenediamine (0.125ml_, 1.17mmol) and the mixture was heated at 1 10C for 1 hour. The mixture was cooled to ambient temperature, filtered and evaporated to dryness. The product was subjected to purification by mass-directed automated preparative HPLC (formic acid modifier) to afford the title compound (122mg, 0.24mmol, 80% yield). LCMS (Method A): Rt 0.59 minutes; m/z 520 (MH+)

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem