Day: March 2, 2021

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, SDS of cas: 131860-97-4, blongs to pyrimidines compound. SDS of cas: 131860-97-4

A slurry containing methyl (¡ê)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (65.4g at 98%, 0.2mols), 2-cyanophenol (26.8g at 97.5%, 0.22mols) and 1,8- diazabicyclo[5.4.0]undec-7-ene (DBU) (36.9g at 99%, 0.24mols) in N,N- diisopropylethylamine (105mls) was heated to 50-600C. A solution of DABCO (0.224g, 0.002mols) in N,JV-diisopropylethylamine (1 OmIs) was added. The mixture was stirred at this temperature until the reaction was complete (3 hours). The solvent was removed by vacuum distillation to 9O0C. Toluene (130ml) was added to the distillation residues, maintaining the temperature between 70-800C, followed by water (21OmIs), maintaining the temperature as before. The mixture was stirred for 10 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (180.2g) contained methyl (E)-2- {2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (39.1%w/w) 87.4% of theory.

The synthetic route of 131860-97-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, 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, Formula: C16H19BrFN3O2S, blongs to pyrimidines compound. Formula: C16H19BrFN3O2S

39.68 grams of 5-methoxy-2-mercapto benzimidazole compound of formula-19b is added to aqueous sodium hydroxide solution(9.61 gm sodium hydroxide in 200 ml water) at 25 to 350C and stirred for 15 minutes, then added a solution of 400 ml of acetone and 100 grams of [4-(4-Fluoro phenyl) – 6 -isopropyl -2-(N-Methyl-N-methane Sulphonyl amino pyrimidine-5yl] methyl bromide compound of formula- 18a and stirred for 2 hours at 25 to 3O0C. Quenched the reaction mass with chilled water filtered the obtained precipitate and dried the compound at 60-650C for 3 hours to get the title compound. Yield: 110 grams. M.R: 159-163C.

The synthetic route of 799842-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; SAHADEVA REDDY, Maramreddy; WO2007/125547; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62802-42-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 62802-42-0 as follows.

2-Chloro-5-fluoropyrimidine (30g, 227mmol, 1 equiv), Zn(CN)2 (53g, 454mmol, 2 equiv), Pd(PPh3)4 (13. lg, l l .35mmol, 0.05 equiv) and DMF were charged into round bottom flask The mixture was degassed and refilled with N2 three times. Then the mixture was stirred at l30C overnight. The suspension was filtered. The filtrate was diluted with water and extracted with EtOAc three times. The organic layers were washed with brine, dried over anhydrous Na2S04, and filtered. The filtrate was adjusted to PH = 4 with 4 mol/L HCl/MeOH solution. Then the solution was concentrated to give crude 5- fluoropyrimidine-2-carbonitrile as brown oil which was used in next step without further purification. LC-MS: m/z 124.0 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 108-79-2, 4,6-Dimethylpyrimidin-2(1H)-one, 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, 108-79-2, blongs to pyrimidines compound. category: pyrimidines

Phosphoric trichloride was added to 4,6-dimethylpyrimidin-2-ol at 0 C. and was heated at 110 C. for 16 h. The solvent was evaporated from the reaction mixture. The reaction was quenched with ice cold water and extracted with ethyl acetate. The combined organic layer was dried with sodium sulphate and evaporated under reduced pressure to obtain 2-chloro-4,6-dimethylpyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-79-2, its application will become more common.

Reference:
Patent; LANDOS BIOPHARMA, INC.; Bassaganya-Riera, Josep; Leber, Andrew; Hontecillas, Raquel; (43 pag.)US10487057; (2019); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4994-86-9, Adding some certain compound to certain chemical reactions, such as: 4994-86-9, name is 4-Chloro-2-methylpyrimidine,molecular formula is C5H5ClN2, 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 4994-86-9.

To a mixture of 4-chloro-2-methyl-pyrimidine (10.0 g, 7.8 mmol) and AIBN (5.1 g, 31.1 mmol) in CCl4 (100 mL) was added NBS (16.6 g, 93.3 mmol) at 25 C. and the mixture was stirred at 80 C. for 16 hrs. LCMS showed the reaction was completed. The reaction mixture was cooled down to room temperature, poured into H2O (150 mL) and extracted with DCM (80 mL¡Á2). The organic layers were combined and washed with brine (80 mL¡Á2), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 2-(bromomethyl)-4-chloropyrimidine (1.7 g, yield 10.5%) as yellow oil. 1H NMR (400 MHz, CDCl3) delta=8.64 (d, J=5.6 Hz, 1H), 7.29 (d, J=5.2 Hz, 1H), 4.56 (s, 2H).

According to the analysis of related databases, 4994-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ESSA Pharma, Inc.; Zhou, Han-Jie; Virsik, Peter; (216 pag.)US2020/123117; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 39906-04-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro-6-(4-methoxy-phenyl)-2-methyl-pyhmidin-5-ylamine (Intermediate compound6}To a solution of commercially available 5-amino-4,6-dichloro-2- methylpyrimidine (6.000 g, 33.7038 mmol) in DME (50 ml) and water (10 ml), 4- methoxy phenyl boronic acid (5.122 g, 33.7038 mmol) and sodium carbonate (7.144 g, 67.4076 mmol) were added. The reaction mixture was degassed and kept under nitrogen atmosphere during the entire course of the reaction. Palladium (II) (bistriphenylphosphine)dichloride (1.183 g, 1.6852 mmol) was added and the resulting reaction mixture, heated at 9O0C for 3 hours, was worked up by addition of water and extraction with AcOEt. The organic phase, dried over anhydrous MgSO4, afforded upon evaporation a residue (-6 g), which eluted through silica gel with 4% AcOEt in hexane gave 4.503 g (-75% yield) of the pure title compound as a yellow solid.

According to the analysis of related databases, 39906-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROSEARCH A/S; WO2009/112461; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., Safety of 2,4-Dichloro-5-methoxypyrimidine

Production Example 1Synthesis of 2-methoxy-4-methylpyrimidin-5-ol (Prep 1-5)(1) 2-Chloro-5-methoxy-4-methylpyrimidine (Prep 1-1)2,4-Dichloro-5-methoxypyrimidine (10 g) was dissolved in THF (100 ml), and while cooling, iron(III) acetylacetone (1.97 g), methyl magnesium chloride (3.0 M: 22.4 ml) were then added to the solution. The obtained mixture was stirred at room temperature overnight. Thereafter, iron(III) acetylacetone (1.97 g), and methyl magnesium chloride (3.0 M: 22.4 ml) were added to the reaction solution further twice. Thereafter, a 1 N hydrochloric acid aqueous solution was added to the reaction mixture, and diethyl ether was then added to the reaction solution to carry out liquid separation and extraction. The organic layer was dried over magnesium sulfate, and the solvent was then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-heptane:ethyl acetate), so as to obtain the title compound (6.6 g).1H-NMR (400 MHz, CDCl3) 5 (ppm): 2.46 (s, 3H), 3.92 (s, 3H), 8.06 (s, 1H).

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, 19646-07-2, 2,4-Dichloro-5-methoxypyrimidine.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/95031; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4425-56-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 4425-56-3 as follows.

EXAMPLE 78 In 400 ml. of acetic acid is suspended 2.05 g. of 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbonitrile and, with vigorous stirring a mixed gas of fluorine and nitrogen (15:85 (V/V)) is introduced. When about 1.5 molar equivalents to fluorine to the substrate has been introduced, the reaction mixture is evapolated to dryness. Ethanol (70 ml.) is added to the residue and the mixture is heated under reflux for 2 hours and, then, evapolated to dryness again. The resultant syrup is subjected to column chromatography on silica gel (solvent:benzene-acetone=4:1(V/V)) to recover 1.54 g. of 5-fluoro-6-ethoxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carbonitrile as white crystals. Melting Point: 195-196 C. NMR spectrum (DMSO-d6) delta: 1.07(3H, t, J=7HZ), 3.64(2H, q*d, J=7HZ and J=2HZ), 5.42(1H, d*d, J=4HZ and J=2HZ), 9.38(1H, broad), 11.59(1H, broad). Elemental analysis, for C7 H8 FN3 O3: Calcd.: C, 41.80; H, 4.01; N, 20.89. Found: C, 41.44; H, 3.95; N, 20.70.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4425-56-3, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4329460; (1982); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5 , The common heterocyclic compound, 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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 mixture of equimolar pyrimidine-5-carbaldehyde and 3-acetylindole in ethanol (50 mL) was refluxed for 3 h following up the drop by drop addition of 20% sodium hydroxide solution yielded(2E)-1-(1H-indol-3-yl)-3-(pyrimidine-5-yl)prop-2-en-1-one (1). On completion of the reaction, the product was achieved by pouring the reaction mixture on to the ice cooled water to yield the precipitate [53]. Yield 81%; yellow-colored crystals; m. p: 125-127 C; Anal. calc. for C15H11N3O:C 72.28%,H 4.45%, N 16.86%; found: C 72.32%, H 4.40%, N 16.91%;IR numax(cm-1): 1535 (C=N), 1610 (C=N), 1734 (C=O), 3190(NH), 2985 (CH-Ar); 1H NMR (CDCl3)delta(ppm): 7.083 (s, 1H,Ar-H), 7.142 (s, 1H, Ar-H), 7.310 (s, 1H, Ar-H), 7.371 (s,1H, Ar-H), 7.410-7.489 (d, 1H, -HC=CH-), 8.198-8.257(m, 4H, Ar-H), 8.294-8.310 (d, 1H, -HC=CH-), 10.805 (s,1H, NH); 13C NMR (CDCl3)deltappm: 121.41, 121.89, 122.33,123.10, 124.21, 124.93, 125.09, 125.48, 125.88, 126.22,126.95, 127.37, 131.47, 132.51, 174.29 (C=O); ESI-MS(m/z): [M++1] 250.25 (250.09).

The synthetic route of 10070-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arshad, Mohammad; Journal of the Iranian Chemical Society; vol. 17; 6; (2020); p. 1305 – 1315;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 91717-22-5 , The common heterocyclic compound, 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, molecular formula is C10H16N4, 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.

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

The synthetic route of 91717-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia