Pyrimidines

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 175277-33-5, name is 4-(Dimethoxymethyl)-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

4-Dimethoxymethyl-2-methyl-pyrimidine (4.5 g, 26.7 mmol) was added to a solution of HBr (48% in H2O, 10 niL) and stirred at room temperature for 2 hours. It was then diluted with water and washed with diethylether (2x). The aqueous layer was carefully neutralized with saturated sodium carbonate and extracted with ethyl acetate (2x). The combined extracts were dried over MgSO4. 2-Propanol (100 mL) was added. To this solution, aniline (2.5 mL, 26.7 mmol) was added and followed with diphenylphosphite (5.1 mL, 26.7 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified on silica gel column with 20% ethyl acetate/CH2Cl2 to give a yellow solid (3.3 g, 29% for 2 steps) as the desired product. MS (ESP+) m/z 432.2 (M + 1).

With the rapid development of chemical substances, we look forward to future research findings about 175277-33-5.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2164-67-2, name is (2-Aminopyrimidin-4-yl)methanol, the common compound, a new synthetic route is introduced below. Formula: C5H7N3O

2-Amino-4-hydroxymethylpyrimidine (750mg,6.0mmol,Reference Compound No.4-1) and tert-butyldimethylsilyl chloride (990mg, 6.6mmol) were suspended in anhydrous N,N-dimethylformamide (8.0mL), then imidazole (0.90g, 13mmol) was added thereto and the mixture was stirred for 1 hour at room temperature. The reaction mixture was diluted with ethyl acetate (50mL), washed twice with saturated aqueous sodium hydrogencarbonate solution (50mL), and then washed with brine (50mL), and dried over anhydrous magnesium sulfate. Then the solvent was evaporated under reduced pressure, the precipitated solid was filtered off with 50percent ethyl acetate-n-hexane solution, and dried under reduced pressure to give 1.2g of the title Reference Compound as a white solid (Yield: 84percent). 1H-NMR(400MHz,CDCl3) delta 0.11(s,6H),0.95(s,9H),4.59(s,2H),5.03(s,2H),6.87(d,J = 5.1 Hz,1H),8.29(d,J = 5.1 Hz,1H)

The synthetic route of 2164-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, 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, 14394-70-8, blongs to pyrimidines compound. Safety of 2-Chloro-5-methylpyrimidin-4-amine

[0464] A mixture of 4-bromo-l -chloro-2-(trifluoromethyl)benzene (259 mg, 1.0 mmol), 4- amino-2-chloro-5~methylpyrimidine (143 mg, 1.0 mmol), Pd2(dba)3 (9 mg, 0.01 mmol), xantphos (14 mg, 0.02 mmol) and cesium carbonate (650 mg, 2.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1O h under argon. The solvent was removed and the residue was purified by HPLC to give an intermediate 2-chloro-7Vr-(4-chloro-3-(trifluoromethyl) phenyl)-5-methylpyrimidin-4-amine as brown solid (200 mg, 62 %). A mixture of this intermediate (161 mg, 0.5 mmol) and 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (103 mg, 0.5 mmol) in glacial acetic acid (5 mL) was heated under refluxed for 3 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as brown solid (75 mg, 31 %).[0465] 1H NMR (500 MHz, DMSO-d6): delta 1.65-1.72 (m, 4H), 2.10 (s, 3H), 2.51-2.55 (m, 4H, superimposed with solvent peak), 2.75 (t, J= 6.0 Hz, 2H), 4.0 (t, J= 5.9 Hz, 2H), 6.79 (d, J= 8.5 Hz, 2H), 7.47 (d, J= 9.0 Hz, 2H), 7.58 (d, J= 9.0 Hz, 2H), 7.93 (s, IH), 8.01 (d, J = 2.5 Hz, IH), 8.22 (d, J= 8.5 Hz, 2H), 8.60, 8.88 (2 s, IH each). MS (ES+): m/z 492 (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,14394-70-8, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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Application of 151266-23-8, 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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Compound 2-4 is synthesized as shown in Scheme 2. Compound 1-3 is reacted with isopropyl bromide in dimethylformamide with potassium carbonate at 80 C., to provide the 1-isopropyl pyrazolopyrimidine intermediate, compound 2-1. This intermediate with the protected indolyl boronic acid species 2-2, using tetrakistriphenylphosphine palladium catalysis in DME-water solvent at 80 C. for 4-5 hours, to produce the Suzuki coupling product, compound 2-3. Removal of the protecting groups with acid in dioxane yields the product, 2-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl) iodide (Cpd. 2-4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,151266-23-8, its application will become more common.

Reference:
Patent; The Regents of the University of California; Intellikine, Inc.; Shokat, Kevan M.; Fruman, David; Ren, Pingda; Wilson, Troy Edward; Li, Liansheng; Hsieh, Andrew; Feldman, Morris; Apsel, Beth; Liu, Yi; Rommel, Christian; Chan, Katrina; Ruggero, Davide; Pearce, David; Janes, Matthew; (84 pag.)US2016/789; (2016); A1;,
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Synthetic Route of 37131-87-6 , The common heterocyclic compound, 37131-87-6, name is 5-Bromopyrimidine-2-carboxylic acid, molecular formula is C5H3BrN2O2, 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.

Preparation 65 5-Bromo-pyrimidine-2-carboxylic acid methyl ester Fuming hydrochloric acid was passed through an ice-cooled SOTUTIBN OF THE- product of preparation 64 (5. 5g. 27mmol) in methanol (50mL) until saturated The reaction mixture was warmed to room temperature and was stirred for 18- hours. The solvent was then evaporated under reduced pressure and. the- residue was dissolved in dichloromethane, washed with water and sodium HYDROGEN CARBONATE SOLUTION, DRIED-OVER MAGNESIUM SULFATE. AND CONCENTRATED IN-: O AFFORD THE”TITLE compound as yellow. solid in 57% yield, 3.5g. HNMR (CDC) 3. 400MHZ) § : 4, 65 (s, 3H), 9. 00 (s, 2H). MS AP +

The synthetic route of 37131-87-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/28452; (2005); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Product Details of 4270-27-3

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
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Reference of 1337962-47-6, Adding some certain compound to certain chemical reactions, such as: 1337962-47-6, name is 5-Bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine,molecular formula is C10H8BrN7, 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 1337962-47-6.

A mixture of 8.9 mg (13.1 mu?iotaomicron) of Pd-PEPPSI-IPr-catalyst, 0.1 g (0.33 mmol) of 5-bromo-2,6- di(lH-pyrazol-l-yl)pyrimidin-4-amine (Example 1), 0.1 g (0.65 mmol) of cesium fluoride and activated, crushed 4A molecular sieves (33 mg) in a glass vial was purged with argon and 1 ml of dioxane was added. 0.15 (0.39 mmol) of 2-tributylstannylthiazole was then added and the reaction was stirred at 80C for 24 h. The mixture was filtered throw celite/CsF. The solvent was removed in vacuum. The residue was purified by column chromatography with silica gel and methylene chloride and methanol as eluent to give 47.9 mg (47.2 %) of the desired product.1H-RM (300 MHz, DMSO-d6): delta = 6.57 (dd, 1H), 6.58 (dd, 1H), 7.34 (d, 1H), 7.52 (s, 1H), 7.81 (d, 1H), 7.86 (d, 1H), 7.92 (d, 1H), 8.41 (s, 1H), 8.51 (d, 1H), 8.60 (d, 1H).

According to the analysis of related databases, 1337962-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PALOBIOFARMA, S.L.; CAMACHO GOMEZ, Juan Alberto; CASTRO-PALOMINO LARIA, Julio Cesar; WO2011/121418; (2011); A1;,
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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. 698-29-3, name is 4-Amino-2-methylpyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6N4

EXAMPLE 8 4-Amino-2-methyl-5-pyrimidinecarbothioamide Hydrogen sulfide is passed through a mixture of 4-amino-2-methyl-5-pyrimidinecarbonitrile (6.707 g., 0.050 m.), triethylamine (7.0 ml., 0.050 m.), dimethylformamide (25 ml.) and pyridine (100 ml.) with stirring for 3 hours at ambient temperature. The mixture is poured into ice water (500 ml.) and the cream-colored solid which separates is collected by filtration, washed with water, dried at 110 C./0.1 mm. The yield of product melting at 260 C. dec. (uncorr.) is 7.663 g. (91.1%). This material is recrystallized from dimethylformamide-water (Darco G-60) affording colorless crystals melting at 264 C. dec. (uncorr.) in a yield of 5.110 g. (60.8%). Analysis for: C6 H8 N4 S; Calculated: C, 42.83; H, 4.79; N, 33.32; S, 19.06; Found: C, 42.79; H, 4.83; N, 33.34; S, 19.19.

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, 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile.

Reference:
Patent; American Home Products Corporation; US4323681; (1982); A;,
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Pyrimidine – Wikipedia

Application of 5767-35-1, 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-chloro-6-hydrazinylpyrimidine (2.00 g, 13.8 mmol) and ethyl 2,4-dioxopentanoate (2.19 g, 13.8 mmol) in ethanol (40 ml) was refluxed overnight. After cooling to room temperature a precipitate was formed which was filtered and dried to afford 2.25 g (61% yield) of the desired product. The filtrate was processed further to yield the regioisomeric product. LC-MS (method 11): Rt = 1.33 min; MS (ESIpos): m/z = 267 [M+H]+ 1H-NMR (600MHz, DMSO-d6): delta [ppm] : 1.32 (t, 4H), 4.34 (q, 3H), 6.88 (d, 1H), 8.02 (d, 1H), 9.05 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5767-35-1, 4-Chloro-6-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; KLAR, Juergen; EHRMANN, Alexander; WILLWACHER, Jens; ENGEL, David; DIESKAU, Andre Philippe; KAHNERT, Antje; GROMOV, Alexey; SCHMECK, Carsten; LINDNER, Niels; MUeLLER, Thomas; ANDREEVSKI, Anna Lena; DREHER, Jan; COLLINS, Karl; (861 pag.)WO2018/69222; (2018); A1;,
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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.145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, molecular weight is 238.14, as common compound, the synthetic route is as follows.Computed Properties of C7H9Cl2N3S

Compound (1-a?) (524 mg, 2.2 mmol), compound (2?) (703 mmg, 2.4 mmol) and NaHCO3 (203 mg, 2.4 mmol) were added to DMF (25 ml). Under the nitrogen atmosphere, the mixture was stirred for 12-15 h at 90-95 C. The reaction was monitored by TLC. After completion, H2O (110 ml) and CH2Cl2 (110 ml) were added to the mixture and then stirring for 30 min. Then the aqueous and organic layers were separated. The CH2Cl2 was washed to neutral with H2O (25 ml*3). The organic layer was dried with anhydrous sodium sulfate, and then filtered. The CH2Cl2 layer was removed by distillation at reduced pressure to obtain crude product (compound (1-c?). The crude product was crystallized from a mixture of dichloromethane and petroleum ether to obtain a white solid (933 mg, yield 79.0%). HPLC purification is above 98%. 1HNMR (400 MHz, CDCl3) delta: 7.31-7.34 (m, 5H), 6.79 (b, 2H), 5.36 (s, 2H), 4.60-4.72 (m, 2H), 4.51-4.53 (m, 1H), 3.94 (d, J=7.6 Hz, 1H), 3.64-3.80 (m, 3H), 3.63-3.64 (m, 1H), 3.02-3.22 (m, 2H), 2.31-2.33 (m, 1H), 1.93-1.94 (m, 1H), 1.72-1.82 (m, 2H), 1.08 (t, J=7.6 Hz, 3H). MS (m/z): [M+H]+=495.15.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; BRIGHTGENE BIO-MEDICAL TECHNOLOGY (SUZHOU) CO., LTD; YUAN, Jiandong; JIANG, Qiao; LI, Xiang; US2015/322071; (2015); A1;,
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