Pyrimidines

Synthetic Route of 24415-66-5, Adding some certain compound to certain chemical reactions, such as: 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine,molecular formula is C6H5ClN4, 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 24415-66-5.

The preparation method of the compound e14 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol1-(2-fluorobenzyl)-1H-indole was added to a 10 mL microwave reaction tube.Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e14.The compound e14 is a yellow solid with a yield of 82%.

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. 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
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Related Products of 1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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.

General procedure: A mixture of aromatic aldehyde (1 mmol), malononitrile (0.66 g, 1 mmol), 6-aminouracil(1 mmol), and KBr (0.1 g, 1 mmol) in EtOH (15 mL) was electrolyzed at 78 C in an undividedcell equipped with a magnetic stirrer, a platinum anode and a zinc cathode under a constantcurrent density of 5 mA cm-2. The progress of the reaction was monitored by thin layerchromatography. After the electrolysis was finished, the mixture was filtered and the filtercake was washed twice with an ethanol/water (1:1) solution to yield pure products 4a-j.

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 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine.

Reference:
Article; Kazemi-Rad, Reyhaneh; Azizian, Javad; Kefayati, Hassan; Journal of the Serbian Chemical Society; vol. 81; 1; (2016); p. 29 – 34;,
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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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 10320-42-0

A dry 50 mL reaction jar was vacuumed three times with nitrogen, and then aniline (107 mg, 1.0 mmol, 1.0 equiv) was added to the reaction flask.Add 10.0 mL of dried acetonitrile and stir until the toluidine is fully dissolved.Then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask.All mixtures react under nitrogen pressure for 4-5 hours. The reaction detects the progress of the reaction by TLC.The reaction can be stopped if it is detected that all the aniline is completely reacted.The experimental treatment is to drain the solution in the reaction;The solute in the reaction flask was dissolved with ethyl acetate.And transferred to a 100 mL round bottom flask,Add 2 mL (200-300 mesh) of silica gel to the round bottom flask for spin-drying.(petroleum ether and ethyl acetate) over silica gel in column. Wait until the intermediate product is pale yellow crystal5-nitro-N-(m-tolyl)pyrimidin-2-amine(209 mg, 97% yield).

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Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (25 pag.)CN108148005; (2018); A;,
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Electric Literature of 1421372-94-2, 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. 1421372-94-2, name is N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, molecular formula is C20H16FN5O3, 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.

in room temperature,801 ml of N, N-dimethylacetamide was added to a 2 L reaction flask,80.1 g of the compound represented by the formula (II)20.6 g of N, N, N’-trimethylethylenediamine,28.1 grams of potassium carbonate. The mixture was heated at 110 C,Reaction for 7 hours. Slow down to 25 ~ 28 ,Slowly add 801 ml of water,Starch crystallization for 1 hour.Filter,The filter cake was washed with 160 ml of water Polyester.Filter cake into the vacuum drying oven,To give 92.8 grams of orange-red solid,Yield: 95.9%

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 1421372-94-2, N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine.

Reference:
Patent; Luoxin Bio-technology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Pan Longgang; Cai Zhengyuan; Li Guoliang; Yang Wenqian; Wang Tielin; (10 pag.)CN107188888; (2017); A;,
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Application of 2565-47-1 ,Some common heterocyclic compound, 2565-47-1, molecular formula is C5H6N2O3, 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 mixture of barbituric acid 1 (1 mmol) and aldehyde 2 (1mmol) was refluxed in 5 mL of water for an appropriate timeuntil the generation of 5-arylidenebarbituric acid as indicatedby TLC. Next 2-aminothiophenol (3, 1 mmol) and benzaldehyde(2a, 1 mmol) were added, and the reaction mixture was furtherrefluxed for an appropriate time. On completion of the reactionas indicated by TLC the reaction mixture was allowed to cool toroom temperature and was extracted with EtOAc (3 × 10 mL).After drying with anhydrous Na2SO4 and evaporation underreduced pressure, the crude product was purified suitablyeither by recrystallization from a DCM/EtOH (1:1) solventmixture or column chromatography on silica gel usingEtOAc/hexane (2:8) as the eluent to afford 5-monoalkylbarbiturate4.

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. 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kalita, Subarna Jyoti; Deka, Dibakar Chandra; Synlett; vol. 29; 4; (2018); p. 477 – 482;,
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Adding a certain compound to certain chemical reactions, such as: 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, 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, Computed Properties of C4H4N2O5, blongs to pyrimidines compound. Computed Properties of C4H4N2O5

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds. 5.1.2.2 5-[2-(4′-Methylbiphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (8) 69% Yield, mp > 250 C 1H NMR delta 11.46 (s, 2H, NH), 8.02 (d, 2H, Jo = 8.7), 7.82 (d, 2H, Jo = 8.7), 7.65 (d, 2H, Jo = 8.4), 7.30 (d, 2H, Jo = 8.4), 7.31 (s, 1H, OH), 3.91 (s, 2H), 2.34 (s, 3H). Anal. % (C19H16N2O5) calculated: C 64.77, H 4.58, N 7.95; found C 64.56, H 4.60, N 7.82.

The synthetic route of 2244-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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Electric Literature of 18592-13-7 ,Some common heterocyclic compound, 18592-13-7, molecular formula is C5H5ClN2O2, 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.

Part A A mixture of 100 g (0.623 mole) of 6-chloromethylpyrimidine-2,4-dione and 200 ml of anhydrous ammonia was allowed to react overnight in a sealed bomb at about 20 C. The solid residue was slurried in ethyl acetate, and was then separated by filtration and washed sequentially with water and methanol to provide 6-aminomethylpyrimidine-2,4-dione, m.p. 295-297 C.

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. 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Riker Laboratories, Inc.; US4478835; (1984); 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. 38275-55-7, name is 5-Fluoropyrimidine-2-carbonitrile. A new synthetic method of this compound is introduced below., Computed Properties of C5H2FN3

To a mixture of 1-ethyl-7-fluoro-6-methoxy-1,2,3,4-tetrahydroisoquinoline (0.3 g, 1.43 mmol) and 5-fluoropyrimidine-2-carbonitrile (0.26 g, 2.15 mmol) in DMF (8 mL) was added cesium carbonate (1.4 g, 4.3 mmol) under N2. The mixture was stirred at 100 C for 12 hours. The reaction mixture was cooled to rt, diluted with H2O (30 mL) and extracted with EtOAc (3 x 30 mL). The combined organic phase was washed with saturated aqueous brine solution (30 mL), dried over anhydrous sulfate, filtered and concentrated in vacuum. The residue was purified via normal phase SiO2 chromatography (0-20% EtOAc/petroleum ether) to give 5-(1-ethyl-7-fluoro-6-methoxy-3,4-dihydro-1H-isoquinolin-2-yl) pyrimidine-2- carbonitrile as a yellow solid (0.2 g, 45% yield, m/z: 313 [M+H]+ observed). 1H NMR (400 MHz, CDCl3) d 8.31 (s, 2H), 6.89 (d, J = 10.8 Hz, 1H), 6.80 (d, J = 8 Hz, 1H), 4.54 (t, J = 7.6 Hz, 1H), 3.90 (s, 3H), 3.73-3.67 (m, 1H), 3.61-3.54 (m, 1H), 3.03 (t, J = 6 Hz, 2H), 2.00-1.93 (m, 1H), 1.81-1.74 (m, 1H), 1.01 (t, J = 7.6 Hz, 3H).

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, 38275-55-7, 5-Fluoropyrimidine-2-carbonitrile.

Reference:
Patent; ARBUTUS BIOPHARMA, INC.; CHEN, Shuai; COLE, Andrew G.; DORSEY, Bruce D.; DUGAN, Benjamin J.; FAN, Yi; GOTCHEV, Dimitar B.; KAKARLA, Ramesh; QUINTERO, Jorge; SOFIA, Michael J.; (220 pag.)WO2019/222238; (2019); A2;,
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Reference of 155405-80-4, 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. 155405-80-4, name is Methyl 4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoate, molecular formula is C16H16N4O3, 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.

The current synthetic route for the preparation of Pemetrexed IM8 starts with an aldol-condensation reaction of Methyl-4-formylbenzoate (SM1 ) with 1 ,1- Dimethoxyacetone (SM2) to give Pemetrexed IM1a. As Pemetrexed IM1a irreversibly converts to its aldol-addition product Pemetrexed IM1 b under reaction conditions the reaction mixture is directly submitted to hydrogenation (i.e. without isolation of Pemetrexed IM1a) over Pd/C to give Pemetrexed IM2. As under the hydrogenation conditions not only the double- bond of IM1a is hydrogenated but also some amount of Pemetrexed IM2 is converted to Pemetrexed IM3 (hydrogenation of the carbonyl function to the corresponding secondary alcohol) a solution of NaBH4 is added to the reaction mixture to ensure complete conversion to Pemetrexed IM3. The Pd- catalyst is removed by filtration and the reaction mixture is extracted with toluene. The combined organic layers are evaporated to give crude Pemetrexed IM3 as oil. This oil is dissolved in THF and the alcohol functionality is converted to a mesylate using MsCI and NEt3. The salts are removed by filtration, glacial acetic acid is added and THF is removed by distillation. Upon addition of water Pemetrexed IM4 crystallizes and is isolated by filtration. The dried Pemetrexed IM4 is dissolved in glacial acetic acid and gaseous HCI is added to cleave the dimethoxy acetale and liberate the aldehyde functionality of Pemetrexed IM5. Upon complete deprotection a solution of 2,6-diamino-4-hydroxypyrimidine in aq. NaOH and acetonitrile is added. Upon complete conversion the crystallized Pemetrexed IM6 is isolated by filtration. The saponification of the methyl ester of Pemetrexed IM6 to Pemetrexed IM7 is done using aqueous NaOH. Upon addition of aq. HCI first the Na-salt of Pemetrexed IM7 crystallizes from the reaction mixture. The salt is isolated by filtration, purified by slurry in a mixture of MeOH and water and then converted to Pemetrexed IM7 by pH adjustment in water using aq. HCI. Dried Pemetrexed IM7 (water content not more than 6.0%) is dissolved in DMF, activated using 1 ,1-carbonyldiimidazolide (CDI) and then reacted with dimethyl-L-glutamate hydrochlorid to give, upon addition of water and filtration, crude Pemetrexed IM8. This intermediate is purified by tosylate salt formation, followed by recrystallization and liberation to give pure Pemetrexed IM8. Starting with the saponification of Pemetrexed IM8 the preparation of different solid forms of Pemetrexed Disodium can be achieved. Methods for Preparing Pemetrexed Disodium Form IV and Investigation of its Stability

According to the analysis of related databases, 155405-80-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AZAD PHARMACEUTICAL INGREDIENTS AG; ALBRECHT, Uwe, Jens; HELMBOLDT, Hannes; NIKOLAEV, Vsevolod, Valiervich; WO2011/64256; (2011); A1;,
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Synthetic Route of 58347-49-2, Adding some certain compound to certain chemical reactions, such as: 58347-49-2, name is 7-Chloropyrazolo[1,5-a]pyrimidine,molecular formula is C6H4ClN3, 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 58347-49-2.

A solution of 7-chloropyrazolo[l,5-ajpyrimidine (0.1 g, 0.651 mmol), 6-bromo-2-(difluoromethyl)-3 -fluoropyridine (0.162 g, 0.716 mmol) and 1,1,1,2,2,2-hexamethyldistannane (0.235 g, 0.7 16 mmol) in 1,4-dioxane (2 mL) was purged with nitrogen gas for 10 mi Pd(Ph3P)4 (0.075 g, 0.065 mmol) was added to the reaction mixture and the solution was purged with nitrogen gas for another 10 mm. The reaction mixture was heated at 150 C for 1.5 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue waspurified by silica-gel chromatography (pet ether/ethyl acetate (0-40%)) to afford 7- (6-(difluoromethyl)-5-fluoropyridin-2-yl) pyrazolo [1,5-al pyrimidine (40 mg, 0.151 mmol, 23% yield) as a yellow solid .LCMS (ESI) m/e 265.0 [(M+H), calcd for C12H8F3N4 265.11; LC/MS retention time (Method Al): tR = 2.08 mm.

According to the analysis of related databases, 58347-49-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
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