Category: pyrimidines

Related Products of 31737-09-4, Adding some certain compound to certain chemical reactions, such as: 31737-09-4, name is 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione,molecular formula is C5H5ClN2O2, 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 31737-09-4.

Scheme 85 represents an alternative method of synthesizing compounds of formula [I-EII.] Briefly, compound IX, which is prepared as described in [KAZIMIERCZUK,] et al., Intermediates in the synthesis of purines and [PTERIDINES] : N- methylated 6-chlorouracils, Acta Biochim. Pol. (1970), 17 (4), 325-9; Pfleider, et al. , Liebigs Ann. Chem, 612,158, (1958); and Hirota, et al. , Pyrimidines. 65. Synthesis of 6-substituted thieno [2,3-d] pyrimidine-2,4 (1H, 3H)-diones, J. Heterocycl. Chem. (1990), 27 (3), 717-21; each of which are incorporated herein by reference, is reacted with 3,4-di-fluorobenzyl bromide (1.1 equiv. ) in DMF at room temperature for 18 hours in the presence of cesium carbonate 1.5 equiv. ) to give product X. Reaction of X (1.0 equiv. ) with thiogylcolic acid ethyl ester (1.0 equiv. ) in room temperature ethanol in the presence of triethyl amine (1.0 equiv. ) for 1.5 hour provided [[1- (3,] 4-Difluoro-benzyl) -3-methyl-2, 6-oxo-1, 2,3, 6-tetrahydro- [PYRIMIDIN-4-YLSULFANYL]-ACETIC] acid ethyl ester, compound XI. This material is treated with POC13 (1.2 equiv. ) and DMF (1.1 equiv. ) in methylene chloride at [0 XB0;C] to reflux under Vilsmeier-Haack conditions to provide [FORMYLATED] product XII. Heating this material in the presence of sodium carbonate (1.5 equiv. ) in ethanol at-reflux for 18 hours provides the cyclized product [3- (3,] 4-difluoro- [BENZYL)-1-METHYL-2,] 4-dioxo-1,2, 3,4-tetrahydro-thieno [2,3-d] pyrimidine-6- carboxylic acid ethyl ester XIII. Saponification of XIII with sodium hydroxide sodium hydroxide (1.2 equiv) in methanol/water (1: 1) mixture at room temperature for 18 hours gives XIV. EDAC HCl (1.3 equiv. ) coupling of XIV in DMF with [3- (OR 4-)- (Z-L)-BENZYLAMINE] (1.3 equiv. ), and HOBT (1.3 equiv. ) for 18 hours at room temperature provided [Z-L- {3- (3, 4-DIFLUORO-BENZYL)-1-METHYL-] 2, 4-oxo-1, 2,3, 4-tetrahydro-thieno [2,3-d] pyrimidine-6-carboxylic acid [BENZYLAMIDE}] XV.

According to the analysis of related databases, 31737-09-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14384; (2004); A2;,
Pyrimidine | C4H4N2 – PubChem,
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Electric Literature of 31462-58-5, 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. 31462-58-5, name is 5-Iodopyrimidine, molecular formula is C4H3IN2, 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: To a round-bottom flask, aryl electrophile (1.0mmol), Pdnanocatalyst (1.5 mol%), Cs2CO3(1.5 mmol), PhB(OH)2(1.3 mmol), and EtOH (3.0 mL) were added, stirred andheated at 80C. The progress of the reaction was checked using TLC. After the completion of the reaction, the mixturewas cooled down and the catalyst was isolated usingan external magnet. The solvent was evaporated and furtherpurification was achieved using column chromatography onsilica gel to deliver the desired biphenyl derivatives in highyields.

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 31462-58-5, 5-Iodopyrimidine.

Reference:
Article; Khalili, Dariush; Banazadeh, Ali Reza; Etemadi-Davan, Elham; Catalysis Letters; vol. 147; 10; (2017); p. 2674 – 2687;,
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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. 1450-86-8, name is Pyrimidine-4(3H)-thione, molecular formula is C4H4N2S, 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. Application In Synthesis of Pyrimidine-4(3H)-thione

EXAMPLE 1 4-(N-oxidopyridyl-3-methyl)thiopyrimidine 11.2 g (0.1 moles) 4-mercaptopyrimidine is dissolved in 100 ml ethanol containing 10.8 g sodium methoxide. 18 g (0.1 moles) 3-chloromethylpyridine-N-oxide hydrochloride is added; the mixture is heated under reflux for about one hours. The solution is cooled to ambient temperature, the sodium chloride filtered off, and the filtrate evaporated under vacuum to eliminate the solvent. The residue is crystallized from ethyl acetate to give 15.35 g of product (M.P.=105-108 C.; yield=70%).

With the rapid development of chemical substances, we look forward to future research findings about 1450-86-8.

Reference:
Patent; Poli Industria Chimica S.p.A.; US4224327; (1980); A;,
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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. 1398507-08-8, name is 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile

Example 2a: Preparation of 4-(4-amino-5-bromo-6-chloropyrimidin-2-ylamino) benzonitrile (“Compound 3a”)A suspension of 4-(4-amino-6-chloropyrimidin-2-ylamino)benzonitrile (“CAPBN”, compound la; 0.4 g; 1.628 mmol) in methanol (5 ml) was cooled to 0-5 C. Bromine (167.2 mu?; 3.26 mmol; 2 eq) was added dropwise to the suspension over 10 minutes. The resulting reaction mixture was stirred at 0-5 C for 2 hours, and then water (0.83 ml) and 10 % aqueous NaOH (1.95 ml; 4.88 mmol; 3 eq) was added dropwise. The resulting suspension was stirred lhour at 0- 5 C. A solid was separated from the suspension by filtration and washed with a MeOH / water mixture (1 : 1 ; 3 ml), and dried (4h/ 40 CI 10 mbar).Yield: 423 mg (80.1 %) of 4-(4-amino-5-bromo-6-chloropyrimidin-2-ylamino)benzonitrile. Purity (HPLC/ MS): 95.71 Area %M+ 326.4 (± 2)1H NMR (DMSO-de, delta): 10.06 (s, 1H, NH), 7.96 (d, 2H, Ph-b, Ji=8.8 Hz), 7.70 (d, 2H, Ph-c, Ji=8.8 Hz), 7.50-6.50 (br, 2H, NH2)13C NMR (DMSO-^6, delta): 161.9 (s, C2), 157.0 (s, C6), 156.7 (s, C4), 144.7 (s, Ph-a), 132.9 (d, Ph-c), 1 19.6 (s, CN), 1 18.5 (d, Ph-b), 102.6 (s, Ph-d), 89.8 (s, C5)1H NMR and 13C NMR spectra for this product are shown in figures 1-2 and 3-4, respectively.

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, 1398507-08-8, 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile.

Reference:
Patent; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; MAJER, Maja, Sepelj; KRIZMANIC, Irena; VRBANEC, Gordana; WO2013/59572; (2013); A1;,
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Related Products of 1159818-57-1 ,Some common heterocyclic compound, 1159818-57-1, molecular formula is C4H4BrN3, 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 6-bromopyrimidin-4-amine (4.17 g, 24 mmol) in 100 mL of HI was added Nal (14.4 g, 96 mmol). The mixture was stirred at ambient temperature for 2 days. Then, the mixture was adjusted to pH=10 with NaOH solution, and the solid was separated and filtered to give 6-iodopyrimidin-4- amine. H NMR (400Mz, DMSO-c/6) delta (ppm): 6.85 (s, 1 H), 6.99(s, 2 H), 7.99 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1159818-57-1, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
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Reference of 1993-63-1, Adding some certain compound to certain chemical reactions, such as: 1993-63-1, name is 5-Fluoro-2-methoxypyrimidin-4-amine,molecular formula is C5H6FN3O, 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 1993-63-1.

Take 27.2kg of Intermediate 5 prepared in the previous step and mix with sulfuric acid, raise the temperature to 95-105 C, maintain the temperature for 1.5h, and then lower the temperature. Then add the mixture to water, adjust the pH to 8-9, cool, and stand still. Set, filter, and dry to obtain 23.3 kg of crude product with a yield of 95.0%. Step 6: Take 20.5 kg of the crude product prepared in the previous step and mix it with 200 kg of water, add 0.6 kg of activated carbon, stir and raise the temperature, maintain the temperature for 1 h, and filter. The resulting mother liquor is cooled and crystallized, filtered, and dried to obtain 19.7 kg of 5-fluorocytosine. The yield is 96.1%, and the purity of HPLC is 99.9% or more. According to the reaction yield of each step, the total yield of the process route provided by the present invention is 57.3%.

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. 1993-63-1, 5-Fluoro-2-methoxypyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Pioneer Technology Co., Ltd.; Gao Junlong; Gao Feifei; Li Ming; Chen Xiaoping; Wei Chenhui; (8 pag.)CN108033917; (2019); B;,
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Electric Literature of 53557-69-0, 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 53557-69-0 as follows.

To a solution of 6-iodopyrimidin-4-amine (442 mg, 2 mmol) in 5 mL of DMF was added (Phen)CuCF2CF3 (1.14 g, 3 mmol, purchased from Aspira scientific). The mixture was stirred at 90 C for 2 hours. Then, the mixture was poured into water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum. The crude product was purified by column chromatography on silica gel to give 6-(1 , 1 ,2,2,2- pentafluoroethyl)pyrimidin-4-amine. H NMR (400Mz, DMSO-c/6) delta (ppm): 6.80 (s, 1 H), 7.50(s, 2 H), 8.47 (s, 1 H). 9F-NMR (300Mz, DMSO-c/6) delta: -79.41 (s, 3 F), -1 16.10 (s, 2 F); ESI-MS(+): 214(M+1 ), ESI-MS(-): 212(M-1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53557-69-0, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
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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 87253-62-1, name is 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H8N4O2

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

With the rapid development of chemical substances, we look forward to future research findings about 87253-62-1.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
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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. 1239460-82-2, name is 5,6-Dibromothieno[2,3-d]pyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below., Product Details of 1239460-82-2

Zinc dust (210 mg, 3.21 mmol) was added to a solution of 5,6- dibromothieno[2,3-T|pyrimidin-4(3H)-one (910 mg, 2.94 mmol) in glacial acetic acid (8 ml) and water (2 ml). After stirring for 4 h, a second portion of zinc dust (214 mg, 3.27 mmol) was added and the heterogeneous mixture was placed into a preheated oil bath at 600C. The heterogeneous mixture became a clear solution in 30 min. The solution was diluted with water and extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford 5-bromothieno[2,3- fiT]pyrimidin-4(3H)-one as a white solid. Method [8] retention time 2.68 min by EtaPLC (M+ 231 and 233).

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, 1239460-82-2, 5,6-Dibromothieno[2,3-d]pyrimidin-4(3H)-one.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely; WO2010/91310; (2010); A1;,
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Related Products of 3438-61-7 ,Some common heterocyclic compound, 3438-61-7, molecular formula is C5H7N3, 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.

4-methylpyrimidin-5-amine (1.09 g, 10 mmol) was dissolved in dry THF (150 mL) under nitrogen. The solution was cooled to -78C and a solution of n-BuLi was added dropwise. The solution was kept at the same temperature for 30min and then warm to r.t., stirred for 2h. Then cooled to -78C, ethyl benzoate (1.5 g, 10 mmol) in THF (30 mL) was added, and the resulting mixture was stirred at -78C for 30min, and was warmed to r.t. for lh. The reaction mixture was quenched with drop some water, and neutralized with NaHC03. EtOAc and water were added, portioned. The organic layer was concentrated and purified by by flush column chromatography on silica gel (eluting with petroleum ether/ethyl acetate =100/1-0/1), to give the title product 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine (0.8 g, 41%). MS (ESI) m/z :196.1 [M+1]+.

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. 3438-61-7, 5-Amino-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
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