Category: 10457-14-4

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a solution of 2,4-bis(trimethylsilyloxy)pyrimidine (4.58 g, 17.84 mmol) in anhydrous methylene chloride (30 mL) was added a solution of [[2-(4-bromobenzyloxy)ethoxy]methoxy]methyl chloride (18) (5.0 g, 17.88 mmol) in methylene chloride (20 mL) and stirred for 16 h at room temperature. Ethanol (95%, 10 mL) was added and the resulting mixture was stirred for 30 min, filtered, evaporated to dryness under reduced pressure and purified by short-column flash chromatography using a mixture of CHCl3/EtOH (10:1). Analytical sample was recrystallized from ethyl acetate to give compound 19 as white crystals (4.25 g, 67%), mp 103.5-104.5 C, Rf 0.39 (ethyl acetate); 1H NMR (400 MHz, DMSO-d6): delta 3.54 (2H, dd, J = 5.9 and 3.2 Hz, CH2), 3.66 (2H, dd, J = 5.5 and 3.5 Hz, CH2), 4.44 (2H, s, NCH2), 5.10 (2H, s, OCH2), 5.60 (1H, d, J = 7.8 Hz, Ura-H-5), 7.26 (2H, d, J = 8.3 Hz, H-2′, H-6′), 7.52 (2H, d, J = 8.3 Hz, H-3′, H-5′), 7.70 (1H, d, J = 8.1 Hz, Ura-H-6), 11.33 (1H, s, NH); 13C NMR (100 MHz, DMSO-d6): delta 68.4, 69.2, 71.5, 76.9, 101.9, 120.7, 129.8, 131.5, 138.2, 145.3, 151.4, 163.9.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine.

Reference:
Article; Babkov, Denis A.; Khandazhinskaya, Anastasia L.; Chizhov, Alexander O.; Andrei, Graciela; Snoeck, Robert; Seley-Radtke, Katherine L.; Novikov, Mikhail S.; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 7035 – 7044;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10457-14-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 16 (3.4326 g, 8.2913 mmol, 1 eq.) in CH2Cl2 (100 mL) at 0 C, was added2,4-O,O-bis(trimethylsilyl)uracil (6.3677 g, 24.8739 mmol, 3 eq.) and trimethylsilytrifluoromethanesulfone(3.0 mL, 16.5826 mmol, 2 eq.) and stirring was continued at 0 C for 2h and atroom temp for 3 h. The reaction was quenched with saturated aq. NaHCO3 at 0 C. The organiclayer was separated and the aqueous layer was extracted with ethyl acetate. The organic layerswere combined and dried over MgSO4. Solvent was removed under reduced pressure and theresidue was purified by silica gel chromatography (hexanes-ethyl acetate, 1:1) to afford 17(3.1305 g, 94%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kiran; Wakamatsu, Hideaki; Natori, Yoshihiro; Takahata, Hiroki; Yoshimura, Yuichi; Tetrahedron Letters; vol. 54; 30; (2013); p. 3949 – 3952;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

TMS-protected uracil was dissolved in dry MeCN (10 ml) under nitrogen and TMSOTf (7.12 g,32 mmol) was added dropwise. When the reaction mixture was added with stirring, the mixture was clarified and compound V (1 g, 4 mmol ) In MeCN (2 ml) wasadded dropwise to the above reaction mixture. The mixture was stirred at 40 C for 10 h. TLC Compound V was quenched with ice water, filtered through celite and washed withDCM (30 ml * 2 times) The filter cake was separated and the organic phase was washed with NaCl (sat), dried over anhydrous sodium sulfate and the crude product was spin-dried directlyfor the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; Shanghai Hongbozhiyuan Pharmaceutical Co., Ltd.; Li Dafeng; Chen Ping; (15 pag.)CN107200757; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine, molecular formula is C10H20N2O2Si2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C10H20N2O2Si2

A mixture of uracil (6.00 g, 53.53 mmol) and ammonium chloride (0.3 g, 5.60 mmol) in HMDS (15 ml) was refluxed for 10 h with the exclusion of moisture until a clear solution was obtained. The excess of silylating agent was removed under vacuum. The residual clear oil of 2,4-bis(trimethylsilyloxy)pyrimidine was dissolved in 25 ml of anhydrous 1,2-dichloroethane, and ethyl bromoacetate (5.92 ml, 53.53 mmol) was added. The reaction mixture was heated at reflux for 20 h, cooled to room temperature and treated with 15 ml of iPrOH. The resulting precipitate was collected and purified by flash chromatography eluting with 1:10 EtOH/1,2-dichloroethane to give 13 (9.45 g, 92%) as white crystals, mp 118-120 C, Rf 0.42 (EtOAc); 1H NMR (400 MHz, DMSO-d6) delta ppm 1.21 (3H, t, J = 7.1 Hz, CH3), 4.15 (2H, q, J = 7.1 Hz, CH2), 4.51 (2H, s, NCH2), 5.62 (1H, d, J = 7.8 Hz, H-5), 7.62 (1H, d, J = 7.8 Hz, H-6), 11.40 (1H, br s, H-3); 13C NMR (100 MHz, DMSO-d6) delta ppm 14.0, 39.1, 39.3, 39.5, 39.7, 39.9, 48.6, 61.2, 101.1, 145.9, 151.0, 163.8, 168.2.

With the rapid development of chemical substances, we look forward to future research findings about 10457-14-4.

Reference:
Article; Babkov, Denis A.; Valuev-Elliston, Vladimir T.; Paramonova, Maria P.; Ozerov, Alexander A.; Ivanov, Alexander V.; Chizhov, Alexander O.; Khandazhinskaya, Anastasia L.; Kochetkov, Sergey N.; Balzarini, Jan; Daelemans, Dirk; Pannecouque, Christophe; Seley-Radtke, Katherine L.; Novikov, Mikhail S.; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 1069 – 1081;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A suspension of uracil (422 mg, 3.76 mmol) was treated with hexamethyldisilazane (HMDS, 21 mL) and a catalytic amount of ammonium sulfate during 17 hours under reflux. After cooling to room temperature, the mixture was evaporated under reduced pressure, and the residue, obtained as a colorless oil, was diluted with anhydrous 1,2-dichloroethane (7.5 mL). To the resulting solution was added 7 (0.99 g, 2.51 mmol) in anhydrous 1,2-dichloroethane (14 mL), followed by addition of trimethylsilyl trifluoromethanesulfonate (TMSTf, 0.97 mL, 5.02 mmol). The solution was stirred for 2.5 hours at room temperature under argon atmosphere, then diluted with chloroform (150 mL), washed with the same volume of a saturated aqueous sodium hydrogen carbonate solution and finally with water (2×100 mL). The organic phase was dried over sodium sulfate, then evaporated under reduced pressure. The resulting crude material was purified by silica gel column chromatography [eluent: stepwise gradient of methanol (0-2%) in chloroform] to afford pure 8 (1.07 g, 95%) as a foam. 1H-NMR (DMSO-d6): delta11.48 (s, 1H, NH), 8.1-7.5 (m, 6H, C6H5CO and H-6), 5.94 (d, 1H, H-1′, J1′-2’=3.3 Hz), 5.61 (m, 3H, H-5, H-2′ and H-3′), 4.47 (d, 1H, H-5′, J5′-5=11.7 Hz), 4.35 (d, 1H, H-5, J5-5’=11.7 Hz), 2.12 (s, 3H, CH3CO2), 2.09 (s, 3H, CH3CO2), 1.38 (s, 3H, CH3); MS (matrix GT): FAB>0 m/z 893 (2M+H)+, 447 (M+H)+, 335 (S)+, 113 (BH2)+, 105 (C6H5CO)+, 43 (CH3CO)+ FAB<0 m/z 891 (2M-H)-, 445 (M-H)-, 121 (C6H5CO2)-, 111 (B)-, 59 (CH3CO2)-. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common. Reference:
Patent; Gosselin, Gilles; Imbach, Jean-Louis; Sommadossi, Jean-Pierre; US2004/6007; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 10457-14-4, blongs to pyrimidines compound. SDS of cas: 10457-14-4

The reaction mixture of the compound 3 (18.0 g, 33.8 mmol) obtained in the step 2, 2,4-bis((trimethylsilyl)oxy)pyrimidine (15.2 g, 59.2 mmol) and silver trifluoromethanesulfonate (AgOTf) (13.0 g, 50.9 mmol) in acetonitrile (MeCN)/ 1,2-dichloroethene (DCE) (163 mL/163 mL) was stirred at 100 C for 5 h, cooled down to 25 C and quenched with brine. The precipitates were filtered off and the filtrate was extracted with DCM. The organic layer was dried over MgSO4, filtered and evaporated. The residue was purified by silica gel column chromatography (DCM : EtOAc = 5 : 1) to give the compound 4 (14.5 g, 64%) as a yellow solid. 1H NMR (400 MHz, CDC13) delta 8.47 (br s, 1 H), 8.07-7.92 (m, 6 H), 7.70 (d, J= 8.4 Hz, 1 H), 7.62-7.53 (m, 3 H), 7.48-7.34 (m, 6 H), 6.33 (d, J= 5.6 Hz, 1 H), 5.88 (t, J= 5.6 Hz, 1 H), 5.61 (d, J= 8.4 Hz, 1 H), 5.07-5.04 (m, 1 H), 4.93 (dd, J= 13.2, 2.8 Hz, 1 H), 4.58 (dd, J= 12.8, 3.2 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; KAINOS MEDICINE, INC.; SHIN, Sunmi; KIM, Hyangmi; OH, Su-Sung; WO2015/72784; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 10457-14-4, blongs to pyrimidines compound. Product Details of 10457-14-4

Compound 3a (prepared according to Tetrahedron Letters, 1993, 8579; 16.4 g, 30 mmol) was dissolved in 75 mL of each DCE and ACN in a 400 mL high pressure vessel. To this was added Bis(TMS)uracil (12 g, 47 mmol) as solid and lastly Ag(OTf) (11 g, 43 mmol) was added. The reaction was sealed and heated at 135 C. for 90 minutes. The reaction mixture was then cooled to rt and precipitous AgBr filtered off. Solvents were then removed under vacuum and resulting residue was redissolved in EtOAc and aq. NaHCO3. Resulting mixture was extracted 3× with EtOAc, then organics were washed with water (1×), aq. sodium bicarbonate (2×), water (2×) and brine (1×) before drying over sodium sulfate. The solution was then filtered and evaporated to dryness. The residue was purified by silica gel chromatography with Hex:EtOAc to afford 3b (12.8 g; yield 74%). MS [M+H+]=581.9. 1H NMR: (400 MHz, CD3OD) delta 8.15 (1H, d, J=8.4 Hz), 5.68 (1H, d, J=8.4 Hz), 4.52 (1H, d), 4.26 (1H, m), 4.06 (1H, dd), 3.97 (1H, dd, J=12.8, 2.0 Hz), 3.73 (1H, dd, J=12.8, 2.0 Hz). MS [M-H+]=268.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; US2012/263678; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10457-14-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine, molecular formula is C10H20N2O2Si2, molecular weight is 256.449, as common compound, the synthetic route is as follows.

To a solution of Compound 39 (927 mg, 2.00 mmol) in dry CH2CI2 (5 mL) was added HBr (1.16 mL, 4.28 mmol, 33% in AcOH) under N2. And the resultant mixture was stirred under N2 for 17 h. The reaction mixture was washed with twice H2O and NaHCC>3, dried (MgSC^) and concentrated under reduced pressure to give the crude bromide (838 mg) as a pale yellow oil. In a separate flask, uracil (269 mg, 2.40 mmol) and (NH4)2S04 (16 mg) in hexamethyldisilazane (5.0 mL) was heated to reflux under N2 for 22 h. The reaction mixture was concentrated under reduced pressure and dried under high vacuum to give the crude bis-TMS-uracil as a colorless oil. The crude bromide in dry CHCI3 (10 mL) was added to crude bis-TMS-uracil via cannula under N2. The resultant mixture was heated to reflux under N2 for 18 h and then quenched with H2O and stirred at RT for 30 min. The phases were separated and the aqueous phase was extracted twice with CH2CI2. The combined organic extracts were dried (MgS04) and concentrated under reduced pressure. Recrystalhzation from EtOH gave Compound 40 (598 mg) as a colorless solid.

Statistics shows that 10457-14-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Bis((trimethylsilyl)oxy)pyrimidine.

Reference:
Patent; NOVADEX PHARMACEUTICALS AB; ZHOU, Xiao Xiong; TORSSELL, Staffan; WALLNER, Olov; SUN, Piaoyang; WO2011/75052; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Compound 8c (703 mg, 1.24 mmol), bis-TMS uracil (630 mg, 2.46 mmol), and silver(I)triflate (630 mg, 2.46 mmol) were placed into a microwave vial under argon, and anhydrous dichloroethane (5 mL) and acetonitrile (5 mL) were added. The mixture was heated at 135 C. for 30 minutes via use of a microwave reactor. The reaction mixture was cooled to room temperature, filtered, and the volatiles were removed in vacuo. The crude material was purified via chromatography on silica gel (eluent: hexanes/EtOAc) affording Compound 8d (504 mg, 0.845 mmol) as a single isomer. 1H-NMR (400 MHz, CDCl3): delta 8.08 (d, J=7.2 Hz, 2H), 8.03-8.00 (m, 4H), 7.62-7.37 (m, 10H), 6.36 (d, J=5.6 Hz, 1H), 6.11 (m, 1H), 5.66 (dq, J=7.2/2.8 Hz, 1H), 4.50 (dd, J=8.4/2.4 Hz, 1H), 4.90 (m, 1H), 1.57 (d, J=6.8 Hz, 3H) ppm. MS=596 (M+H+). LC/MS retention time on a 6 minute LC/MS method (Polar RP column)=4.43 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; US2012/263678; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C10H20N2O2Si2, blongs to pyrimidines compound. Computed Properties of C10H20N2O2Si2

Example 172 Synthesis of N-(5-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methylthio)-2-methylpentan-2-yl)benzenesulfonamide [Show Image] The tert-butyl 5-(methoxymethylthio)-2-methylpentan-2-ylcarbamate (780 mg) obtained in Reference Example 241 was dissolved in dichloromethane (3.0 mL). To the solution, a solution of BCl3 in dichloromethane (1.0 M, 940 muL) was gradually added at 0C, and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was then dissolved in DCE (28 mL). To the mixture, 2,4-bis(trimethylsilyloxy)pyrimidine (1.08 g) obtained according to a method described in the document (Nucleosides & Nucleotides, 4, 565-585 (1985)) and iodine (28 mg) were added, and the mixture was heated to reflux at 93C for 24 hours. The reaction mixture was cooled to room temperature, an aqueous saturated sodium bisulfite solution (25 mL) was then added thereto, and the resultant mixture was then extracted with ethyl acetate (50 mL). The organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (85% ethyl acetate/hexane). An aliquot (220 mg) of the obtained colorless gum (503 mg) was dissolved in a hydrochloric acid-dioxane solution (4.0 M, 4.0 mL), and the solution was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was then co-evaporated with toluene (5.0 mL ¡Á 3). The residue was dissolved in dichloromethane (3.0 mL) and DMF (2.0 mL). To the mixture, triethylamine (260 muL) and benzenesulfonyl chloride (120 muL) were added, and the mixture was stirred at room temperature for 24 hours. To the reaction mixture, water (5.0 mL) was added, and the resultant mixture was then extracted with ethyl acetate (10 mL). The organic layer was washed with brine (5.0 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (90% ethyl acetate/hexane) to obtain the title compound (23.4 mg, yield: 9.5%) as a foam. 1H-NMR (DMSO-d6) delta (ppm): 1.00 (6H, s), 1.38-1.43 (4H, m), 2.40-2.45 (2H, m), 4.81 (2H, s), 5.62 (1H, dd, J = 2.0, 7.9 Hz), 7.44 (1H, brs), 7.50-7.61 (3H, m), 7.70 (1H, d, J = 7.9 Hz), 7.79-7.82 (2H, m), 11.34 (1H, brs)

The synthetic route of 10457-14-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; EP2295414; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia