57054-92-9 | Pyrimidines

22-Sep News The important role of 57054-92-9

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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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-chloro-4-methoxypyrimidine

Step AD1 : 1-(5-Bromo-4-methoxy-pyrimidin-2-yl)-3-methyl-azetidin-3-ol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (3.5 g, 15.7 mmol), 3-methylazetidin-3-ol hydrochloride (2.90 g, 23.5 mmol), and Et3N (4.4 mL, 31.3 mmol) in THF (50 mL) was stirred for 18 h at rt. 3-Methylazetidin-3-ol hydrochloride (1 g) was added. The reaction mixture was stirred for 72 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc 1 :1 ) to afford 2.5 g of the title compound. tR: 0.81 min (LC-MS 2) ; ESI-MS: 274.2 [M+H]+ (LC-MS 2); Rf: 0.25 (hexane/EtOAc 1 : 1 ).

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
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8 Sep 2021 News Extended knowledge of 57054-92-9

The synthetic route of 57054-92-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, Recommanded Product: 5-Bromo-2-chloro-4-methoxypyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-2-chloro-4-methoxypyrimidine

To a solution of 5-bromo-2-chloro-4-methoxypyrimidine (Frontier Scientific, Logan, USA, 0.895 mmol) in THF (2.5 ml) cooled with an ice-bath was added a 2 M solution of ethylamine in MeOH (Aldrich, Buchs, Switzerland, 0.492 ml). The RM was stirred at 00C for 1 h and at rt for 66 h then the reaction mixture was diluted with EtOAc, washed with saturated aqueous NaHCO3, with brine, dried over Na2SO4, filtered and evaporated. The residue was absorbed on silica gel and purified by flash chromatography (CH2CI2/iPr0H 0% to 6%) to give after evaporation of the fractions containing the title compound an off-white solid. (HPLC: tR 2.16min (Method C); M+H = 232, 234 MS-ES).

The synthetic route of 57054-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic; WO2010/139747; (2010); A1;,
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These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57054-92-9, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, 57054-92-9, blongs to pyrimidines compound. Product Details of 57054-92-9

4-Methoxypyrimidine5-Bromo-2-chloro-4-methoxypyrimidine (5.00 g, 22.38 mmol) and 10% Pd/C (2.381 g, 2.24 mmol) and ammonium formate (8.47 g, 134.26 mmol) were stirred in methanol (50 mL) at room temperature for three hours. The reaction mixture was filtered through Celite to get rid of Pd/C, and the filtrate was evaporated to dryness. The residue was dissolved in methylene chloride, washed with water once, dried through MgSO4, filtrated and evaporated to dryness to give a yellow liquid as the title compound (2.25 g, 91.1%). The crude material was used as such without further purification.1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.79 (s, 1 H) 8.41 (d, J=5.7 Hz, 1 H) 6.73 (dd, J=5.8, 1.2 Hz, 1 H) 3.99 (s, 3 H). MS APCI, m/z=152 (M+ACN+H). HPLC 0.73 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57054-92-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
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While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine.

Electric Literature of 57054-92-9, 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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine, molecular formula is C5H4BrClN2O, 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.

To a stirred solution of 5-bromo-2-chloro-4-methoxypyrimidine (Intermediate 60, 60 mmol, 13.5 g) and 3-chloro-4-fluoroaniline (60.3 mmol, 9.23 g) in acetonitrile (140 mL), 4 M HCl in 1,4-dioxane (14 mL) was added dropwise. The resulting solution was refluxed at 100 C with constant stirring. The solvent was removed in vacuo and the residue was basified with 10% NaHCO3 solution, then extracted with ethyl acetate (2 x 250 mL). The combined organic layers were washed with water and brine, dried over sodium sulfate and concentrated under vacuum. The residue was purified by column chromatography (silicagel, 60-120 mesh) using 5% EtOAc in hexane to yield (5-bromo-4-methoxy-pyrimidin-2-yl)-(3-chloro-4-fluoro- phenyl)-amine as a white solid in 70 % yield (42 mmol, 14 g). MS(ES): 332 (M) for CnH8BrClFN3O.1H-NMR (400 MHz, DMSO-d6): delta 4.0 (s, 3H), 7.37 (t, J= 9.20 Hz, IH), 7.62 (ddd, J = 9.02, 4.12, 2.84 Hz, IH), 8.04 (dd, J= 6.80, 2.60 Hz, IH), 8.41 (s, IH), 9.94 (s, IH).

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BORIACK-SJODIN, Ann; CARCANAGUE, Daniel, Robert; DUSSAULT, Daemian, David; HATOUM-MOKDAD, Holia; HULL, Kenneth, Gregory; IOANNIDIS, Georgine; MANCHESTER, John, Irvin; McGUIRE, Helen, Maureen; McKINNEY, David, Charles; STOKES, Suzanne; WO2010/38081; (2010); A2;,
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Pyrimidine – Wikipedia

Extended knowledge of 57054-92-9

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Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, Product Details of 57054-92-9, blongs to pyrimidines compound. Product Details of 57054-92-9

To a mixture of (1S,2R)-2-(4-amino-3-cyclopropyl-pyrazol-1-yl)cyclopropanecarbonitrile (0.1 g, 531.27 mumol) and 5-bromo-2-chloro-4-methoxy-pyrimidine (119 mg, 531.27 mumol) in 1,4-dioxane (2 mL) was added p-TsOH.H2O (30 mg, 159.38 mumol) at 20 C. under N2. The mixture was stirred at 85 C. for 4 h. The mixture was poured into aq. NaHCO3 (5 mL) and extracted with EtOAc (3*5 mL). The combined organic phase was washed with brine (10 mL), dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc=100:1 to 1:1) and separated by SFC to give (1S,2R)-2-[4-[(5-bromo-4-methoxy-pyrimidin-2-yl)amino]-3-cyclopropyl-pyrazol-1-yl]cyclopropanecarbonitrile and (1R,25)-2-[4-[(5-bromo-4-methoxy-pyrimidin-2-yl)amino]-3-cyclopropyl-pyrazol-1-yl]cyclopropanecarbonitriles

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Reference:
Patent; Denali Therapeutics Inc.; Estrada, Anthony A.; Feng, Jianwen A.; Lyssikatos, Joseph P.; Sweeney, Zachary K.; de Vicente Fidalgo, Javier; (79 pag.)US2017/362206; (2017); A1;,
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A new synthetic route of 5-Bromo-2-chloro-4-methoxypyrimidine

Nitrogen was bubbled for 5 minutes through a mixture of 5-bromo-2-chloro-4- methoxypyrimidine (Preparation 25a, 0.51 g, 2.3 mmol), pyridin-3-yl boronic acid (0.30 g, 2.5 mmol) and potassium carbonate (0.93 g, 6.7 mmol) in toluene (8.0 mL) and Nu,Nu’- dimethylformamide (1.0 mL) contained in a microwave vessel. Then [1 , 1 – bis(diphenylphosphino)ferrocene] dichloropalladium (II) complex with dichloromethane (1 :1) (68 mg, 0.1 1 mmol) was added and the vessel was sealed and subjected to microwave irradiation for 10 minutes at 185 C. The reaction mixture was filtered through Celite, washing the filter cake with ethyl acetate. The combined filtrate and washings were evaporated and the residue was purified by flash chromatography (2:1 hexanes/ethyl acetate) to give the title compound (0.066 g, 1 %) as a solid.LRMS (m/z): 222 (M+1)+

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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Related Products of 57054-92-9, 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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine, molecular formula is C5H4BrClN2O, 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.

Step X1 : 2-r(5-Bromo-4-methoxy-pyrimidin-2-yl)-methyl-aminol-ethanol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (5 g, 22.4 mmol) and 2-(methylamino)ethanol (2.19 g, 29.1 mmol) in THF (40 ml.) was stirred for 18 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 3:2) to afford 5.38 g of the title compound. tR: 0.84 min (LC-MS 2); ESI-MS: 262.1/264.1 [M+H]+ (LC-MS 2); Rf: 0.15 (hexane/EtOAc 3:2).

The important role of 57054-92-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, and friends who are interested can also refer to it.

Electric Literature of 57054-92-9, 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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine. A new synthetic method of this compound is introduced below.

Step Y1 : 2-(5-Bromo-4-methoxy-pyrimidin-2-ylamino)-ethanol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (5 g, 22.4 mmol) and 2-amino ethanol (1.76 mL, 29.1 mmol) in THF (50 mL) was stirred for 18 h at rt. 2-Amino ethanol (2 mL) was added. The reaction mixture was stirred for 18 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 3:2) to afford 4.08 g of the title compound. tR: 0.70 min (LC-MS 2); ESI-MS: 248.2 [M+H]+ (LC-MS 2); Rf: 0.06 (hexane/EtOAc 3:2).

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Electric Literature of 57054-92-9, Adding some certain compound to certain chemical reactions, such as: 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine,molecular formula is C5H4BrClN2O, 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 57054-92-9.

Step Z1 : (5-Bromo-4-methoxy-pyrimidin-2-yl)-methyl-amine A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (3 g, 13.4 mmol) and methylamine (2 M in THF, 50 mL, 100 mmol) in THF (20 mL) was stirred for 40 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 1 :1 ) to afford 2.5 g of the title compound. tR: 0.81 min (LC-MS 2) ; ESI-MS: 218/220.1 [M+H]+ (LC-MS 2); Rf: 0.39 (hexane/EtOAc 1 :1 ).