Pyrimidines

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. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine, molecular formula is C6H2Cl2N2O, 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. Safety of 2,4-Dichlorofuro[3,2-d]pyrimidine

Weigh 4-hydroxy-3,5-dimethylbenzonitrile (1.5 g, 10 mmol)And potassium carbonate (1.7 g, 12 mmol) in 30 mL of DMF,Stir at room temperature for 15 minutes.Then 2,4-dichlorofuro[3,2-d]pyrimidine 1 (1.9 g, 10 mmol) was addedStirring was continued for 2 h at room temperature (TLC detection was completed).Wait for a lot of white solids to form,Slowly add 100mL of ice water to it.filter,Vacuum drying,Recrystallization from ethanol gave Intermediate 5.White solid,Yield 96%,

With the rapid development of chemical substances, we look forward to future research findings about 956034-07-4.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; Fang Zengjun; Wang Zhao; (11 pag.)CN108586471; (2018); A;,
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Reference of 374930-88-8, 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 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: ferf-Butyl 4-(5-cyanopyrimidin-2-yl)piperazine-l -carboxylate; Into a 200 mL pressure flask equipped with a magnetic stir bar was added tert- butyl 4-(5-bromopyrimidin-2-yl)piperazine-l-carboxylate (5.0 g, 14.6 mmol) and DMF (73 mL). Copper(I) cyanide (2.6 g, 29.0 mmol) was added and the flask was sealed and heated to 140 0C for 19 h. The reaction mixture was diluted with water (100 mL) and EtOAc (75 mL) and filtered through a short plug of celite on a sintered glass funnel under vacuum. The filtrate was poured into a 250 mL separatory funnel containing water (50 mL) and the aqueous layer was extracted with EtOAc (3 x 75 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography through silica gel, eluting with 0% EtOAc in hexanes to 40% EtOAc in hexanes as a gradient provided the desired compound. MS (ESI, Q+) m/z 312 (M + Na).

According to the analysis of related databases, 374930-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); A1;,
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Synthetic Route of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below.

GB012 (0.5g, 2.06mmol) and 2-methoxy-5-nitroaniline (0.347g, 2.06mmol) were dissolved in 2-pentanol (20mL), p-toluenesulfonic acid monohydrate ( 0.471g, 2.5mmol), then heated to 105 , reacted for 2.5 hours, and finally cooled to room temperature. It was suction filtered, and the filter cake was washed with 2-pentanol (5 mL) and dried to obtain GB104 (0.37 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Guo Dexiang; Yan Ziqin; (89 pag.)CN108069939; (2020); B;,
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Reference of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, 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.

Reference Example 70 Production of ethyl 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylate To a solution of the compound of Reference Example 69 (4.02 g, 18 mmol), amidosulfuric acid (3.50 g, 36 mmol), tert-butanol (72 mL), THF (72 mL) and water (36 mL) was added a solution of sodium chlorite (2.03 g, 18 mmol) in water (36 mL) at -10C, and the mixture was stirred for 10 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with 1% aqueous sodium thiosulfate solution and brine, dried over magnesium sulfate, and concentrated under reduced pressure to give 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid as a crude product. To a solution of this crude product in THF (50 mL) were added oxalyl chloride (2.36 mL, 27 mmol) and DMF (1 drop), and the mixture was stirred at room temperature for 1 hr. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To the residue were added ethanol (50 mL) and triethylamine (3.76 mL, 27 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=99:1?90:10) to give the title compound (3.28 g, 68%) as a pale-yellow oil. 1H NMR (300 MHz, CDCl3) delta:1.41 (3 H, t, J = 7.2 Hz), 2.59 (3 H, s), 4.45 (2 H, q, J = 7.1 Hz).

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 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
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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. 2802-62-2, name is 4,6-Difluoropyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4,6-Difluoropyrimidine

To a mixture of 1-[(1S,1R)-1-(4-fluoro-phenyl)-ethyl]-piperazine, Example 2(b), (0.50 g, 2.4 mmol) and 4,6-difluoropyrimidine (0.28 mL, 2.4 mmol, ABCR) in DMF (8 mL) was added cesium carbonate (2.3 g, 7.2 mmol) with stirring at 0 C. The reaction mixture was stirred at 0 C. for 20 min, diluted with H2O (20 mL) and extracted with DCM (2×40 mL). The combined organic extracts were washed with H2O (2×40 mL), dried over Na2SO4 and filtered. The filtrate was evaporated and the residue was dried in vacuo to yield the title compound. MS (ESI, pos. ion.) m/z: 305 (M+1)

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, 2802-62-2, 4,6-Difluoropyrimidine.

Reference:
Patent; Wang, Hui-Ling; Balan, Chenera; Doherty, Elizabeth M.; Falsey, James R.; Gore, Vijay Keshav; Katon, Jodie; Norman, Mark H.; US2005/176726; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, 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, 91717-22-5, blongs to pyrimidines compound. Quality Control of 2-Amino-4-piperidino-6-methylpyrimidine

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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,91717-22-5, its application will become more common.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
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Application of 4994-86-9 , The common heterocyclic compound, 4994-86-9, name is 4-Chloro-2-methylpyrimidine, molecular formula is C5H5ClN2, 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 stirred solution of 4-chloro-2-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) under a argon atmosphere were added diisopropyl ethyl amine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol) at RT. The reaction mixture was stirred at 150 C for 3 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% MeOH: DCM to afford tert-butyl (1 -(2-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.5 g, 66%) as an off-white solid. ?H-NMR (DMSO-d6, 500 MHz): oe 8.04-8.02 (m, 1H), 6.83- 6.82 (m, 1H), 6.61-6.60 (m, 1H), 4.27-4.25 (m, 2H), 3.51 (s, 1H), 2.96-2.91 (m, 2H), 2.33 (s, 3H), 1.77-1.74 (m, 2H), 1.37 (s, 9H), 1.28-1.22 (m, 2H); LC-MS: 293.3 (M+1); (column; XBridge C-18 (50 x 3.0 mm, 3.5 jim); RT 2.90 mm. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R1: 0.2).

The synthetic route of 4994-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
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Synthetic Route of 3977-29-5, 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. 3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one. A new synthetic method of this compound is introduced below.

In a two-neck round-bottom flask containing precooled sulfuricacid (3 mL) was added 2-amino-4-hydroxy-6-methylpyrimidine(1) (100 mg, 0.8 mmol). An effective temperature control isrequired to the nitration occur properly. Nitric acid (0.2 mL,3.0 mmol) was added to the solution dropwise maintaining thetemperature below 6 C using an ice bath. The mixture waswarmed to room temperature and stirred for 3 h. The reaction mixturewas added in cold ethyl ether (10 mL), remaining the temperaturebelow 10 C. The precipitate was filtered and dissolved inboiling 1 mol/L NaOH solution. Acetic acid was added to the solutionfor precipitation of the product (pH among 6-8). The solid wasfiltered under vacuum, washed with water (2 1 mL) and dried invacuum for 8 h. The pyrimidinone 2 was obtained in 69% yield(117 mg)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3977-29-5, its application will become more common.

Reference:
Article; Rodrigues, Marili V.N.; Barbosa, Alexandre F.; Da Silva, Julia F.; Dos Santos, Deborah A.; Vanzolini, Kenia L.; De Moraes, Marcela C.; Correa, Arlene G.; Cass, Quezia B.; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 226 – 231;,
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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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H2Cl2N4

Compound 4 (1.5 g, 7.9 mmol),Toluenesulfonic acid (752 mg, 3.96 mmol) was dissolved in THF (30 ml) and DCM (30 ml)Of the mixture,Further 3,4-dihydropyran (2 g, 23.7 mmol) was added,Stir at room temperature 22h,TLC detection (PE: EA = 20: 1),Raw material reaction is complete,Spin drying solvent,Column chromatography (PE: EA = 50: 1) afforded 5 (1.2 g) as a white solid,Yield 54.5%.

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, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; Sichuan Baili Pharmaceutical Co., Ltd.; Wu, Yong; Zhu, Yi; Hai, Li; Wang, Yiqian; Li, Jie; (22 pag.)(2016);,
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Application of 53554-29-3, Adding some certain compound to certain chemical reactions, such as: 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate,molecular formula is C8H10N2O3S, 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 53554-29-3.

Ethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate (6; 10 g;46.7 mmol) was dissolved in a mixture of dioxan and chloroform (1:1;262 mL). Reaction mixture was cooled up to -2C, treated with m-CPBA (60%; 20.14 g, 70.0 mmol) and stirred for 50 min at 0 C.Reaction mixture was quenched by 10% aq. sodium metabisulfite(262 mL), extracted with chloroform and washed with aq. 10% sodiumbicarbonate. The organic layer was dried over sodium sulfate (40 g) andthe solvent was evaporated under reduced pressure to obtain ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate as a white solid.(8.6 g, 80%), which was further used in the next step without purification.To the mixture of ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate (8.6 g; 37.4 mmol) and PTSA (7.82 g; 41.1 mmol), dissolvedin NMP (80 mL) was added 4-(methylsulfonyl)aniline (6.99 g;37.4 mmol), at RT. The reaction mixture was heated at 100-110 C for1-2 h. After completion of reaction, the mixture was diluted with waterand the compound was extracted in EtOAc. Organic layer was driedover sodium sulfate, filtered and concentrated under vacuum to affordthe crude product. Crude product was purified by flash chromatographyover silica gel (100-200 mesh) with 2% MeOH/CHCl3 to get the ethyl4-hydroxy-2-((4-((methylsulfonyl) oxy)phenyl)amino) pyrimidine-5-carboxylate (7) (9.9 g, 75%). 1H NMR (DMSO-d6, 400 MHz) delta ppm 1.26(t, J = 7.0 Hz, 3H), 3.48 (s, 3H), 4.20 (q, J = 6.8 Hz, 2H), 6.57 (d,J = 9.2 Hz, 2H), 7.34 (d, J = 8.8 Hz, 2H), 8.49 (s, 1H), 9.75 (s, 1H),11.25 (s, 1H): ESI-MS: m/z Calcd for C14H16N3O6S [M+1]+ 354.35,found 354.58.

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. 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Argade, Anil; Bahekar, Rajesh; Bandyopadhyay, Debdutta; Chatterjee, Abhijit; Desai, Jigar; Desai, Ranjit C.; Ghoshdastidar, Krishnarup; Gite, Archana; Gite, Sanjay; Kumar, Jeevan; Mahapatra, Jogeswar; Panchal, Nandini; Patel, Bhaumin; Patel, Dipam; Patel, Harilal; Patel, Hoshang; S, Sachchidanand; Soman, Shubhangi; Sundar, Rajesh; Bioorganic Chemistry; vol. 99; (2020);,
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