Category: pyrimidines

Reference of 23945-50-8 ,Some common heterocyclic compound, 23945-50-8, molecular formula is C5H4N2O3S, 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.

Example 2 Under an atmosphere of nitrogen, an acetonitrile solution (30 ml) of methacryloyl chloride (20.9 g, 0.2 mol) was slowly added dropwise at room temperature, using a dropping funnel, to 1,6-hexanediol (47.3 g, 0.40 mol), molecular sieve 3A powder (40 g) and acetonitrile (470 ml) in a 1-L three-necked flask. After the completion of the dropwise addition, the mixture was refluxed with heating for 5 hours. The mixture was then left alone to cool to room temperature, the molecular sieve 3A powder was filtered out from the reaction mixture, and acetonitrile was distilled off under reduced pressure from the filtrate. Methylene chloride (300 ml) was added to the residue, and the resultant methylene chloride solution was washed with water. The methylene chloride layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. 6-Hydroxyhexyl methacrylate (33.3 g) was separated and purified as a colorless transparent liquid from this residue by silica gel column chromatography. 6-Hydroxyhexyl methacrylate (5.59 g, 30 mmol), N,N’-di cyclohexylca rbodii mide (2.27 g, 11 mmol), 5-carboxy-2-thiouracil (1.72 g, 10 mmol) and tetrahydrofuran (50 ml) were put in a 200-ml three-necked flask to make a solution, and the solution was continuously stirred at room temperature for 3 days. A white precipitate was formed as the reaction progressed, and after the completion of the reaction, the white precipitate was filtered out. Then the same separation and purification operations were carried out as in Example 1 to give 6-methacryloyloxyhexyl 2-thiouracil-5-carboxylate [B] (1.13 g, 3.3 mmol) repre- sented by the following formula. The results of NMR (d6DMSO), MASS and elementary analysis are shown below. MASS (M+1)+=341

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 23945-50-8, 4-Oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOKUYAMA CORPORATION; EP802194; (1997); A3;,
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Pyrimidine – Wikipedia

Related Products of 29274-18-8, 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. 29274-18-8, name is Ethyl 7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate. A new synthetic method of this compound is introduced below.

A suspension of ethyl 7-oxo-4,7-dihydropyrazolo[l,5-a]pyrimidine-6- carboxylate (1.9 g, 9.2 mmol) in 10% aq. NaOH (12 mL, 30.0 mmol) was refluxed for 2 hours. The reaction mixture was allowed to cool to room temperature; the solution was acidified to pH 3-4 with 6 M HCl. The forming precipitate was filtered, washed with water and dried to afford 7-oxo-4,7-dihydropyrazolo[l,5-a]pyrimidine-6-carboxylic acid; 1.6 g (97%). 1H NMR (300 MHz, DMSO) delta 8.53 (s, 1 H), 7.94 (d, J= 1.8 Hz, 1 H), 6.32 (d, J= 1.8 Hz, 1 H). MS (ESI) m/z: 177.9 [M-H]”.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-18-8, Ethyl 7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/76593; (2009); A1;,
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Pyrimidine – Wikipedia

Application of 53557-69-0 , The common heterocyclic compound, 53557-69-0, name is 6-Iodopyrimidin-4-amine, molecular formula is C4H4IN3, 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: A flask containing a solution of 55-iodide (4.09g, 18.5mmol) in NMP (75ml) was purged with argon for 5min. Zinc cyanide (2.28g, 19.4mmol) and tetrakis(triphenylphosphine)palladium (0) (1.71g, 1.48mmol) were added and the mixture was stirred at 80C for 2h. The mixture was cooled to room temperature, EtOAc (200ml) and 30% aqueous NH4OH (200ml) was added, and stirring was continued for 1h. The layers were separated, the aqueous layer was extracted with EtOAc (4×200ml), and the combined organic layers were concentrated under reduced pressure. Et2O (30ml) was added and the precipitate was collected by filtration and washed with Et2O to deliver 2-aminopyrimidine-4-carbonitrile (1.66g, 13.8mmol, 75% yield) as a white solid.

The synthetic route of 53557-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
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Synthetic Route of 1211522-68-7 ,Some common heterocyclic compound, 1211522-68-7, molecular formula is C6H4Cl2N4, 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.

To a solution of ethanol (0.227 g, 4.93 mmol) in THF (60 mL) was added sodium hydride inice bath. After stirred for 20 mm, 4, 6-dichloro-3-methyl-1H-pyrazolo [3,4-d]pyrimidine (1 g,4.93 mmol) was added. The mixture was gradually allowed to room temperature and stirredovernight at room temperature. The mixture was then diluted with water (20 mL),concentrated to remove solvent and diluted with ethyl acetate (220 mL). The organic layerwas washed with water (60 mLx 2), dried over Na2SO4, filtered and concentrated. The crudeproduct (900 mg, 86% yield) was directly used into next step.LCMS: 213[M+H]. tR=2.775 (LCMS condition 1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211522-68-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; LIU, Qian; LONG, Kai; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; XU, Qiongfeng; EDGE, Colin Michael; WO2015/113451; (2015); A1;,
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Electric Literature of 38275-42-2, 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. 38275-42-2, name is 5-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 7 2-(Chloromethyl)thio-5-chloropyrimidine 2-Methylthio-5-chloropyrimidine (75 mmol) and sulfuryl chloride (104 mmol) were heated together in refluxing dichloromethane (100 ml) for 3 h. Evaporation of the mixture left a solid which was recrystallized from ethanol; yield 82%, m.p. 78 C. 1 H NMR (CDCl3): 5.20 (SCH2), 8.54 (H-4, H-6).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-42-2, 5-Chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Nyegaard & Co. A/S; US4423047; (1983); A;,
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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. 31462-58-5, name is 5-Iodopyrimidine. A new synthetic method of this compound is introduced below., Formula: C4H3IN2

General procedure: Ir[dF(CF3)ppy]2(dtbpy))PF6(5.6 mg, 4.99 mumol) was added to a stirred solution of aryl iodide (1.00 mmol), iminodimethyl-lambda6-sulfanone (102 mg, 1.10 mmol), 4,4′-di-tert-butyl-2,2′-bipyridine (20 mg, 0.07 mmol), TEA (0.279 mL, 2.00 mmol) and NiCl2(glyme) (11 mg, 0.05 mmol) in acetonitrile (5.6 mL). The resulting mixture was irradiated with a blue LED (450 nm, Penn Optical Photoreactor m1) and stirred at 29 C for 16 hours. The reaction mixture was quenched with saturated aqueous NaHCO3(2 mL) and extracted with EtOAc. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure.The resulting residue was purified by flash silica chromatography to afford the corresponding products.

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, 31462-58-5, 5-Iodopyrimidine.

Reference:
Article; Hande, Sudhir; Mfuh, Adelphe; Throner, Scott; Wu, Ye; Ye, Qing; Zheng, XiaoLan; Tetrahedron Letters; vol. 60; 41; (2019);,
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Reference of 199678-12-1 , The common heterocyclic compound, 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid, molecular formula is C11H8N2O2, 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.

To a mixture of compound 3 (2g, lOmmol), EDCI (2.3g, l2mmol), HOBT(1 .4g, 1 Ommol), DIEA (2. 6g, 2Ommol) and N,O-dimethylhydroxylamine hydrochloride(1.2g, l2mmol) in DCM, stirred at RT for 2h. Water was added and extracted withDCM. The extracts were concentrated to give 2.5g of compound 4.

The synthetic route of 199678-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; KOYUNCU, Emre; SUN, Qun; CHIANG, Lillian; (98 pag.)WO2016/77232; (2016); A2;,
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Related Products of 163263-91-0, 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 163263-91-0 as follows.

To a solution of 2, 4-dichloro-6- (4-methoxyphenyl) pyrimidine (1.01 g, 3.92 mmol) and (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (1.02 g, 5.56 mmol) in N, N-dimethylformamide (20 mL) was added potassium carbonate (0.81 g, 5.88 mmol) . The mixture was stirred at 50 overnight. To the reaction mixture was added water (70 mL) , and the resulting mixture was extracted with ethyl acetate (100 mL × 3) . The combined organic layers were washed with saturated brine (100 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) =20/1-5/1) to give the title compound as a white solid (1.01 g, 64%) .MS-ESI: (ESI, pos. ion) m/z: 402.2 [M+H]+;1H NMR (400 MHz, CDCl3) delta (ppm) : 7.98 (d, J = 8.7 Hz, 2H) , 6.98 (d, J = 8.9 Hz, 2H) , 6.72 (s, 1H) , 5.46 (d, J = 6.3 Hz, 1H) , 4.32 (s, 1H) , 3.88 (s, 4H) , 3.74 (s, 3H) , 2.39 (d, J = 5.1 Hz, 1H) , 2.08 (s, 1H) , 1.90-1.84 (m, 1H) , 1.78-1.71 (m, 2H) , 1.70-1.63 (m, 4H) , 1.58 (d, J = 10.2 Hz, 2H) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,163263-91-0, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (2018); 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. 1513-69-5, name is 2-Amino-4-hydroxy-6-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

33.4 g (0.186 mol) of 4-hydroxy-6-trifluoromethylpyrimidin-2-ylamine are added in portions (in each case ca. 5 g) to a mixture of 85 ml of phosphorus oxychloride and 47.5 ml of dimethylaniline and the mixture is heated at reflux until the added solid has dissolved. The mixture is then heated at reflux for a further 90 minutes. After cooling, the reaction mixture is added to ice water while observing the safety precautions for phosphorus oxychloride. The aqueous phase is extracted with methylene chloride, the organic phase is separated off and dried with sodium sulfate, and the drying agent is filtered off. Following concentration by evaporation, 47.8 g of a crude mixture are obtained. Following column chromatographic separation with ethyl acetate/heptane as eluent, 8.5 g of 4-chloro-6-trifluoromethylpyrimidin-2-ylamine were obtained (solid, 22% yield, purity 95%).

The synthetic route of 1513-69-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; US2010/167935; (2010); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29458-38-6, 6-Methoxypyrimidine-2,4(1H,3H)-dione, 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: 6-Methoxypyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Recommanded Product: 6-Methoxypyrimidine-2,4(1H,3H)-dione

A mixture of 2,4-dihydroxy-6-methoxypyrimidine (15g, 0.106mol) in phosphorus (III) oxychloride (400ml) was heated under reflux for 4 hours to give solution. Excess is phosphorus (III) oxychloride was removed by evaporation, the residue treated with ice/water and extracted with EtOAc. The combined extracts were washed with water, dried (Na2SO4) and the solvent removed by evaporation to give 2,4-dichloro-6-methoxypyrimidine (5.5g, 30%) as an oil. NMR.3.96 (3H, s), 6.63 (IH, s); m/z.179 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29458-38-6, 6-Methoxypyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/117051; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia