Brief introduction of 2346-26-1

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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

Into a 8-mE vial, were placed (Z/E)-5-((6-(8-fluo- ronaphthalen-2-yl)-2-methoxypyridin-3-yl)methylene)ox- azolidine-2,4-dione (50 mg, 0.123 mmol, 1.00 equiv), CH3CN (3 ml), sodium iodide (92 mg, 0.615 mmol, 5 equiv). To the mixture was then added chiorotrimethylsilane (66 mg, 0.615 mmol, 5.00 equiv) dropwise with stirring at room temperature. The resulting solution was stirred for 2 irs at 25 C. The reaction progress was monitored by ECMS. The reaction was then quenched by the addition of MeOH (2 mE). The resulting mixture was concentrated under vacuum. The product was purified by Prep-HPEC with the following conditions (1-Waters 2767-5): Column, SunFire Prep C18, 5 um, 19* 100 mm; mobile phase, Water of 0.05% NH4HCO3 and CH3CN (28% CH3CN up to 38% in 12 mm, up to 100% in 2 mm, down to 15% in 2 mm; Detector, 254 nm to yield (E)-5-(1-(6-(8-fluoronaphthalen- 2-yl)-2-oxo- 1 ,2-dihydropyridin-3-yl)-2-methylpropylidene) oxazolidine-2,4-dione a light yellow solid10356] ?H NMR (300 MHz, CD3OD) oe: 8.44 (s, 1H), 8.06 (d, J=8.4 Hz, 1H), 7.85-7.89 (m, 1H), 7.76 (d, J=8.4 Hz, 1H),7.46-7.61 (m, 2H), 7.25-7.31 (m, 1H), 6.83 (d, J=10.8 Hz, 1H), 3.15-3.24 (m, 1H), 1.18 (brm, 6H). ?9F NMR (300 MHz, CD3OD) oe: -124.51. Mass spectrum (ESI, mlz):Calculated for C22H,7FN204, 393.1 (M+H), found 393.0. 10357] and (Z)-5-(1 -(6-(8-fluoronaphthalen-2-yl)-2-oxo-1 ,2-dihydropyridin-3-yl)-2-methylpropylidene)oxazolidine-2,4-dione as a light yellow solid. ?H NMR (300 MHz, CD3OD) oe: 8.36 (s, 1H), 7.98 (d, J=8.4 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.67 (d, J=8.4 Hz, 1H), 7.41-7.49 (m, 2H), 7.16-7.23 (m, 1H), 6.74 (d, J=7.2 Hz, 1H), 4.02-4.11 (m, 1H), 1.04 (d, J=6.9 Hz, 6H). ?9F NMR (300 MHz, CD3OD) oe: -124.40. Mass spectrum (ESI, mlz): Calculated for C22H,7FN204, 393.1 (M+H), found393.0., 2346-26-1

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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 2346-26-1

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.

EXAMPLE 7 A mixture of 20.2 g. of 2,4-oxazolidinedione, 6.6 g. of paraformaldehyde and 0.1 g. Ba(OH)2 was melted and heated at 90C. for one hour. The melt was taken into 100 ml. methylene chloride and 18.2 g. phosphorous tribromide added at 0-10C. The mixture was let stand at 25C. overnight, the methylene chloride solution decanted and the solvent removed. The residue was washed with water and recrystallized to give 16.7 g. of 3-bromomethyl-2,4-oxazolidinedione; m.p. 63-64C. An NMR spectrum was consistent with its structure. A mixture of 15.0 g.

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

Reference£º
Patent; Hercules Incorporated; US3962431; (1976); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 2346-26-1

The synthetic route of 2346-26-1 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

(7S)-3-Chloro-2-chloromethyl-5,6,7,8-tetrahydro-4-(4- methoxyphenyl)-N-[(lR)-l-phenylethyl][l]benzothieno[2,3- b] pyridine-7-carboxamide (1.2 g) obtained in Reference Example 12,2,4-dioxo-1,3-oxazolidine (0.25 g) and potassium carbonate (0.47 g) were added to N,N-dimethylformamide (6 ml), and the mixture was stirred at 80C for 1 hr. The mixture was allowed to cool to room temperature, and acetonitrile (6 ml), 2N HC1 (2 ml) and water (7 ml) were added dropwise. The precipitated crystals were collected by filtration and washed with acetonitrile-water (1: 1, 6 ml) to give the title compound as white crystals (1.27 g, yield 94.3%). ?H-NMR (300 MHz, CDC13) 8; 1.48 (3H, m), 1.67-1.88 (5H, m), 2.41- 2.50 (1H, m) , 2.88-3.17 (2H, m) , 3.88 (3H, s) , 4.91 (2H, s) , 4.99 (2H, s), 5.05-5.17 (1H, m), 5.71-5.73 (1H, m), 6.94-7.34 (9H, m) ., 2346-26-1

The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/111046; (2005); 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.

Reference Example 28 A mixture of 4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamaldehyde (2.5 g), 2,4-oxazolidinedione (1.14 g), piperidine (0.211 g) and ethanol (50 ml) was refluxed under heating conditions for 4 hours. After the reaction mixture was concentrated, chloroform was added to the residue; the mixture was washed with 2 N HCl and water. The chloroform layer was washed with water, dried (MgSO4) and then concentrated to yield 5-[4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamylidene]-2,4-oxazolidinedione[mixture of the (E)- and (Z)- configurations](0.81 g, 26%), which was then recrystallized from ethyl acetate to yield light yellow prisms having a melting point of 161-162 C., 2346-26-1

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5614544; (1997); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 2346-26-1

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

Part II – Synthesis of [(S)-l-(3-chloro-benzenesulfonyl)-3-(2,4-dioxo-oxazolidin-3- ylmethyl)-2,3-dihydro-lH-p ester [0335] To a solution of (91 mg, 0.2 mmol ) [(i?)-l-(3-chloro-benzenesulfonyl)-3- hydroxymethyl-2,3-dihydro-lH-pyrido[2,3-b][l,4]oxazin-7-yl]-carbamic acid tert-butyl ester), oxazolidine-2,4-dione (20 mg, 0.20 mmol), triphenylphosphine (78.6 mg, 0.30 mmol) in THF (2 mL) was added diisopropylazodicarboxylate (60.6 mg, 0.30 mmol) and the mixture was stirred for 12 hours at room temperature. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography eluting with a gradient of hexane:ethyl acetate (5: 1 to 1 : 1) to afford the title compound (ESI) m/z 539.1.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine; WO2013/169704; (2013); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 2346-26-1

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

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

WORKING EXAMPLE 14 In substantially the same manner as in Working Example 11, 3-isopropoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)cinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[3-[3-isopropoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propyl]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-hexane to give colorless needles, m.p.120-121 C., 2346-26-1

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 2346-26-1

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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

Into a 100 mL three neck round-bottom flask, were placed oxazolidine-2,4-dione (515 mg, 5.096 mmol, 1 equiv.), LiCl (648 mg, 15.3 mmol, 3 equiv.) and THF (30 mL). The reaction was purged with an inert atmosphere of nitrogen. The mixture was then added t-BuLi (9.6 mL, 15.3 mmol, 1.6M) dropwise with stirring at -78 C. The resulting solution was stirred for 30 min at -78. 1-(6-(8-Fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-2-methylpropan-1-one (500 mg, 1.546 mmol, 0.3 equiv.)/THF (3 mL) was added to above solution at -78 C. The resulting solution was stirred for 30 min at -78 C. and 1 hrs at room temperature. The reaction progress was monitored by TLC/LCMS (DCM/MeOH=20:1). The reaction was then quenched by the addition of 3 mL of NH4Cl (aqueous). The reaction was extracted with ethyl acetate and concentrated under vacuum. The residue was applied onto a silica gel column with DCM/MeOH (5:95) to yield 5-(1-(6-(8-fluoronaphthalen-2-yl)-2-methoxypyridin-3-yl)-1-hydroxy-2-methylpropyl)oxazolidine-2,4-dione as a white solid. Mass spectrum (ESI, m/z): Calculated for C23H21FN2O5, 425.1 (M+H), found 425.1.

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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

 

Brief introduction of 2346-26-1

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

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

0.5 ml (6.0 mmol) of methanesulphonyl chloride is added dropwise to a solution, cooled with an ice bath, of 1.30 g (5.47 mmol) of 3-[3-(4-chlorophenyl)isoxazol-5-yl]propan-1-ol, prepared in stage 4.1., and of 0.9 ml (7.11 mmol) of triethylamine in 70 ml of dichloromethane. The mixture is subsequently stirred at room temperature for 2 hours. 70 ml of water are added and the organic phase is separated. The aqueous phase is extracted with 2 times 70 ml of dichloromethane. The organic phases are subsequently washed with 100 ml of water and 100 ml of a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is redissolved in 60 ml of tetrahydrofuran, and 0.9 g (8.9 mmol) of 1,3-oxazolidine-2,4-dione and 1.1 ml (8.7 mmol) of 1,1,3,3-tetramethylguanidine are added. The mixture is heated at 65 C. overnight. It is taken up in a mixture of 100 ml of water and of 100 ml of ethyl acetate. The organic phase is separated and the aqueous phase is extracted with 2 times 80 ml of ethyl acetate. The organic phases are washed with 100 ml of water and then with 100 ml of a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is purified by chromatography on silica gel, elution being carried out with a 90.5/0.5 mixture of dichloromethane and of methanol, to produce 1.0 g (3.1 mmol) of product in the form of a white solid.

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21426; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 2346-26-1

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

EXAMPLE 35 A mixture of 4-[4-[2-(1,3-dioxolan-2-yl) ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole (1.8 g), 2,4-oxazolidinedione (0.925 g), piperidine (0.12 g) and acetic acid (30 ml) was heated for 15 hours under reflux. The reaction mixture was concentrated under reduced pressure. To the concentrate was added a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with chloroform. The chloroform layer was washed with water, dried (MgSO4), followed by distilling off the solvent. The oily residue was subjected to a silica gel column chromatography. From the fractions eluted with methanol-chloroform (1:30, v/v) was obtained 5-[3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]phenyl]propylidene]-2,4-oxazolidinedione. This compound was dissolved in tetrahydrofuran (THF) (30 ml), to which was added palladium-carbon (5%, 0.3 g).

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5665748; (1997); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

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.

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.

A solution of 3.1 g (11.1 mmol) of 1-[(4-bromobutyl)oxy]naphthalene (Eur. J. Med. Chem. 1997, 32, 175-179) and 1.35 g (13.3 mmol) of 1,3-oxazolidine-2,4-dione (J. Med. Chem. 1991, 34, 1542-1543) in 30 ml of tetrahydrofuran is admixed dropwise with a solution of 2.55 g (22.2 mmol) of 1,1,3,3-tetramethylguanidine in 15 ml of tetrahydrofuran. The mixture is heated at reflux for 8 hours. 0.28 g (2.7 mmol) of 1,3-oxazolidine-2,4-dione and 0.32 g (2.7 mmol) of 1,1,3,3-tetramethylguanidine are added and the mixture is heated at reflux for 4 more hours. The reaction mixture is cooled using an ice bath, and 100 ml of ethyl acetate and then 50 ml of 1M aqueous hydrochloric acid are added. The system is decanted and the aqueous phase is extracted with 2*80 ml of ethyl acetate. The organic phases are subsequently washed with 80 ml of water and then with 80 ml of saturated aqueous sodium chloride solution. They are dried over sodium sulfate and then evaporated to dryness. The product is purified by chromatography on silica gel, eluding with an 80/20 mixture of cyclohexane and ethyl acetate, to give 2.0 g of product, which is used as it is in the following step.

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

Reference£º
Patent; SANOFI-AVENTIS; US2007/21424; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem