Some tips on 2346-26-1

2346-26-1, 2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

1.10 g (4.67 mmol) of (4-isoquinolin-4-ylphenyl)methanol, obtained in step 10.1., are dissolved in 10 ml of chloroform and 1.4 ml (19 mmol) of thionyl chloride are added dropwise. The mixture is stirred at ambient temperature overnight and the filtrate is concentrated to dryness under reduced pressure. The residue is coevaporated with two times 10 ml of dichloroethane. The residue is taken up in 15 ml of tetrahydrofuran. 0.56 g (5.54 mmol) of 1,3-oxazolidine-2,4-dione are added, followed dropwise by a solution of 1.60 g (13.9 mmol) of 1,1,3,3-tetramethylguanidine in 5 ml of tetrahydrofuran. The mixture is heated at reflux overnight. It is cooled to ambient temperature. 20 ml of iced water and 100 ml of ethyl acetate are added. After they have settled, the phases are separated. The organic phase is washed with three times 10 ml of water and 20 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and the filtrate is concentrated under reduced pressure. The residue is purified by chromatography on silica gel, eluting with a 50/50 then 40/60 mixture of cyclohexane and ethyl acetate. This gives 0.84 g of product in the form of a solid yellow foam. m.p. ( C.): 65 C.

2346-26-1, 2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 17016-83-0

17016-83-0, As the paragraph descriping shows that 17016-83-0 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.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

Intermediate S-i H: (4S)-4-(Propan-2-yl)-3 -(5,5,5 -trifluoropentanoyl)- 1,3 -oxazolidin-2- one[00146j To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) in DCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol) dropwise over 5 mm and the solution was stirred until all bubbling subsided. The reaction mixture was concentrated under reduced pressure to give pale yellow oil. To a separate flask charged with a solution of (4S)-4-(propan-2-yl)- 1 ,3-oxazolidin-2-one (4.18g, 32.4 mmol) in THF (100 mL) at -78 C was added n-BuLi (2.5M in hexane) (13.0 mL,32.5 mmol) dropwise via syringe over 5 mm. After stirring for 10 mm, the above acid chloride dissolved in THF (20 mL) was added via cannula over 15 mm. The reaction mixture was warmed to 0 C, and was allowed to warm to room temperature as the bath warmed and stirred overnight. To the reaction mixture was added saturated NH4C1, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, 5% to 60% solvent A/B=hexanes/EtOAc, REDISEP Si02 1 20g). Concentration of appropriate fractions provided Intermediate S-1H (7.39 g, 86%) as a colorless oil: ?H NMR (400 MHz, CDC13)o ppm 4.44 (1 H, dt, J=8.31, 3.53 Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J9.06,3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25(2 H, m), 1.88-2.00 (2 H, m), 0.93 (3 H, d, J=7.05 Hz), 0.88 (3 H, d, J6.80 Hz).

17016-83-0, As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; GILL, Patrice; GAVAI, Ashvinikumar, V.; QUESNELLE, Claude, A.; WO2014/47393; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 80-65-9

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

80-65-9, 3-Aminooxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80-65-9, 0.5g (4.9mmol) 3-amino oxazolidinone (Intermediate 2) was added to a 50ml three-necked flask, 25ml dichloromethane and 0.75g (7.4mmol) triethylamine were added, and 1.0g (5.9mmol) 2-(4-fluorophenyl) acetyl chloride was slowly added dropwise at 0C in an ice bath, and then the mixture was stirred at room temperature overnight, the solvent was distilled under reduced pressure, and the residue was recrystallized in ethanol, to get 0.52g white solid (Compound 31), with a yield of 45%. 1H-NMR(400MHz,DMSO)deltappm:10.41(1H,s),7.30(2H,t,J=4.0Hz,J=8.0Hz),7.17(2H, t,J=8.0Hz,J=8.0Hz),4.35(2H,t,J=8.0Hz,J=8.0Hz),3.65(2H,t,J=8.0Hz,J=8.0Hz),3.49(2H, s);EI-MS(m/z): 239.2[M+H]+; m.p. 131-134C.

The synthetic route of 80-65-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; XIAO, Junhai; ZHAO, Mingming; ZHONG, Wu; WANG, Lili; ZHENG, Zhibing; XIE, Yunde; LI, Xingzhou; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; CHEN, Wei; EP2952509; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2.90 g (12.99 mmol) of 4′-(2-hydroxyethyl)-3-biphenylcarbonitrile, prepared in step 11.1., 2.7 ml (14.29 mmol) of triethylamine and 0.15 g (1.30 mmol) of 4-dimethylaminopyridine in 30 ml of dichloromethane, cooled with an ice bath, is admixed with 1.1 ml (14.29 mmol) of methanesulphonyl chloride. The mixture is subsequently stirred at ambient temperature for 2 hours. 100 ml of dichloromethane and 30 ml of saturated aqueous sodium chloride solution are added. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness to give 3.5 g of product in the form of an oil. The product is redissolved in 60 ml of tetrahydrofuran, and 1.40 g (13.94 mmol) of 1,3-oxazolidine-2,4-dione and 2.87 ml (23.23 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 70 C. overnight. It is evaporated to dryness. The residue is taken up in a mixture of ethyl acetate and saturated aqueous sodium chloride solution. The organic phase is separated off after settling, dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 60/40 then 50/50 mixture of cyclohexane and ethyl acetate, to give 3.3 g of product in the form of a white solid. Melting point ( C.): 121-123, 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 80-65-9

80-65-9 3-Aminooxazolidin-2-one 65725, aoxazolidine compound, is more and more widely used in various fields.

80-65-9, 3-Aminooxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80-65-9, General procedure: Following the addition of 4-(4-fluorophenoxy) butyric acid (0.71 g, 3.6 mmol) to 20 mL ofdichloromethane in a 50 mL three-necked round-bottom flask, thesolution was agitated until dissolution. Subsequently, EDCI (0.85 g,4.44 mmol) HOBt (0.6 g, 4.44 mmol) and triethylamine (0.84 g,9.25 mmol) were added in turn at 0 C. Stirring in an ice bath for 1 h,3-amino-2-oxazolidinone (0.37 g, 3.6 mmol) was added again. Thesolutionwas brought to 25 C and stirred overnight. Following TLC,the product was filtered by vacuum and dried under rotary evaporation.The product was a white solid weighing 0.51 g with a yieldof 50.2%.

80-65-9 3-Aminooxazolidin-2-one 65725, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng; European Journal of Medicinal Chemistry; vol. 194; (2020);,
Oxazolidine – Wikipedia
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Some tips on 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

To a rapidly stirred solution of lithium chloride (510 mg, 12.030 mmol, 3.00 equiv.) and oxazolidine-2,4-dione (380 mg, 3.760 mmol, 1.00 equiv.) in THF (8 mL) under N2 atmosphere at -78 C. was added t-BuLi (7.5 mL, 12.00 mmol, 3.00 equiv) dropwise. The reaction mixture was stirred at -78 C. for 20 minutes then warmed up to 0 C. for 5 minutes. The mixture was recooled to -78 C. and a solution of 2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-3-methylbutanal (400 mg, 1.186 mmol, 0.30 equiv.) in THF (4 mL) was added. The reaction was stirred at -78 C. for 30 minutes. The reaction was monitored by TLC. Saturated aq. NH4Cl was added and the mixture was extracted with EtOAc, and the combined organic layer. The organic layer was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH=20:1) to yield 5-(2-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-3-methylbutyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C24H23FN2O5, 439.2 (M+H), found 439.1., 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 152305-23-2

152305-23-2, As the paragraph descriping shows that 152305-23-2 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.152305-23-2,(S)-4-(4-Aminobenzyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

2. (S)-4-(3-Iodo-4-aminobenzyl)-1.3-oxazolidin-2-one A solution of iodine monochloride (4.84 g, 29.8 mmol) in methanol (35 ml) was added dropwise to a stirred mixture of (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one (5.2 g, 27.0 mmol) and calcium carbonate (5.42 g, 54.2 mmol) in methanol (1 15 ml), at -40¡ã C. The reaction was allowed to warm to room temperature and stir for 16 h. The solvent was removed under reduced pressure, the residue taken up into ethyl acetate (300 ml) and washed with 20percent aqueous sodium thiosulphate (100 ml). The organic layer was separated, washed with water (50 ml) and brine (50 ml), dried (Na2 SO4) and evaporated. The crude product was chromatographed on silica gel eluding with CH2 Cl2 /MeOH/98:2 to give the title-iodoaniline (3.88, 45percent), delta(250 MHz, D6 -DMSO) 2.55-2.60 (2H, m, CH2), 3.90-3.99 (2H, m, CH2 O), 4.19-4.28 (1H, m, CHNH), 5.09 (2H, s, NH2), 6.69 (1H, d, J=8.2 Hz, Ar-H,), 6.95 (1H, dd, J=1.9 and 8.2 Hz, Ar-H), 7.44 (1H, d, J=1.9 Hz, Ar-H). 7.74 (1H, s, NH).

152305-23-2, As the paragraph descriping shows that 152305-23-2 is playing an increasingly important role.

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US5854247; (1998); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 23; 4-r4-(2,4-Dioxo-oxazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-naphthalene-1- carbon itrileTo a mixture of oxazolidine-2,4-dione (50.5 mg, 0.50 mmol), LiCI (128 mg, 3.0 mmol) and anhydrous THF (5.0 mL) cooled to -78 0C was added dropwise 1.7 M tert-butyllithium solution in pentane (0.616 mL, 1.05 mmol). After stirring at -78 0C for 20 minutes, the reaction mixture was warmed to 0 0C for 5 minutes. The mixture was recooled to -78 0C and a solution of 4-(4-formyl-2-methoxy-phenoxy)-naphthalene-1 – carbonitrile (Example 19a) was added dropwise. After stirring at -78 0C for 15 minutes, 1 N HCI (1.05 ml_, 1.05 mol) was added dropwise. The reaction mixture was allowed to warm up to room temperature. After evaporation of most of the solvent, p- toluenesulfonic acid monohydrate (85 mg, 0.5 mmol) and toluene (25 ml_) were added. The mixture was heated to reflux with a Dean-Stark trap for 5 hours. After removal of solvent, the residue was taken up with a mixture of DMF and methanol and purified on a preparative HPLC [Waters XTerra Prep MS C8 OBD Column (5 mum, 30 x 50 mm) using a gradient mixture of 0.1 % aqueous TFA and acetonitrile]. 1H NMR (400 Hz, DMSO-c/e) delta 12.45 (s, 1 H), 8.43 (d, 1 H), 8.16 (s, 1 H), 8.11 (d, 1 H), 8.00 (d, 1 H), 7.88 (t, 1 H), 7.77 (t, 1 H), 7.65 (d, 1 H), 7.32 (d, 1 H), 7.09 (s, 1 H), 6.63 (d, 1 H), 3.73 (s, 3H); LC/MS (m/z) [M+1]+ 386.9 (calculated for C22Hi4N2O5, 386.1 )., 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/109727; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 2346-26-1

As the paragraph descriping shows that 2346-26-1 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

Step 2 3-(2-((3R,4aR,6aS,7R,10bR)-3-(3,4-difluorophenyl)-6a,10b-dimethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethyl)oxazolidine-2,4-dione (4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-(3,4-difluorophenyl)-6a,10b-dimethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin (150 mg, 0.33 mmol) and potassium carbonate (91 mg, 0.66 mmol) were dissolved in N,N-dimethylformamide (2 mL), added with oxazolidine-2,4-dione (67 mg, 0.66 mmol) and stirred at 80 C. for 1.5 hours. The reaction solution was quenched with water and extracted with dichloromethane (50 mL*3). The organic layer was washed with saturated brine and water, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure and separated on a thin layer chromatography plate to give 3-(2-((3R,4aR,6aS,7R,10bR)-3-(3,4-difluorophenyl)-6a,10b-dimethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethyl)oxazolidine-2,4-dione 215 (70 mg, yield: 44.7%). 1H NMR (400 MHz, CDCl3) 7.36-7.31 (m, 1H), 7.19-7.12 (m, 2H), 5.70 (s, 1H), 4.96 (s, 1H), 4.78 (s, 1H), 4.68 (s, 1H), 4.22 (d, J=11.6 Hz, 1H), 3.68-3.45 (m, 4H), 2.48-1.78 (m, 6H), 1.69 (s, 3H), 1.28-1.25 (m, 3H), 0.79 (s, 3H)., 2346-26-1

As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 80-65-9

As the paragraph descriping shows that 80-65-9 is playing an increasingly important role.

80-65-9,80-65-9, 3-Aminooxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE III 3-[(6-Nitro-4-chromanylidene)amino]-2-oxazolidinone An 85 g (0.44 mole) portion of 6-nitro-4-chromanone in 460 ml of benzene was treated with 1 ml of HCl (isopropanol) solution, using mechanical stirring, and refluxed until all water was removed via a Dean-Stark trap. The solution was then treated with 46 g (0.46 mole) of 3-amino-2-oxazolidinone and refluxed for 2.6 hr. A 7.9 ml portion of water was collected (theory: 7.9 ml). The reaction mixture was filtered hot, cooled to 10-11 for 3 hrs. and filtered. The orange crystalline solid was washed with 100 ml of benzene, ether and dried, m.p. 168-170. Yield: 107 g (88%). The product was recrystallized from 650 ml of nitromethane (Darco), washed with 100 ml of cold nitromethane, ether and dried, m.p. 170-171, Yield: 84 g (69%). Anal. Calcd. for C12 H11 N3 O5: C, 51.99; H, 4.00; N, 15.16. Found: C, 51.96; H, 4.03; N, 15.14.

As the paragraph descriping shows that 80-65-9 is playing an increasingly important role.

Reference£º
Patent; Morton-Norwich Products, Inc.; US4093627; (1978); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem