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 49844-93-1, name is 2-Chloro-4-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-4-(methylthio)pyrimidine

A solution of 2-chloro-4-methylsulfanyl-pyrimidine (1 g, 6.23 mmol), Na2CO3 (9.3 mL of 2 M aq., 18.60 mmol) and 2-[(E)-2-ethoxyvinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.35 g, 6.82 mmol) in 1,2-dimethoxyethane (15 mL) was degassed with nitrogen. Pd(PPh3)4 (600 mg, 0.519 mmol) was added and the mixture again degassed with nitrogen. The mixture was heated under reflux for 2 hours. The reaction mixture was cooled to ambient temperature, partitioned between EtOAc and water and the layers separated. The aqueous layer was extracted with EtOAc and the combined organic extracts washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (silica, EtOAc/petrol gradient) to afford 2-[(E)-2-ethoxyvinyl]-4-methylsulfanyl-pyrimidine (1.10 g, 90%); 1H NMR (500 MHz, Chloroform-d) delta 8.19 (d, 1H), 7.94 (d, 1H), 6.85 (d, 1H), 5.90 (d, 1H), 4.02 (q, 2H), 2.56 (s, 3H), 1.40 (t, 3H); MS m/z 197.1 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 49844-93-1.

Reference:
Patent; MERCK PATENT GMBH; VERTEX PHARMACEUTICALS INCORPORATED; BAYLY, Andrew; BLEICH, Matthew; CHARRIER, Jean-Damien; DODD, James; DURRANT, Steven; ENO, Meredith Suzanne; ETXEBARRIA I JARDI, Gorka; EVERITT, Simon; FRAYSSE, Damien; KELLY, Shazia; KNEGTEL, Ronald; MOCHALKIN, Igor; MORTIMORE, Michael; NORTH, Kiri; PORICHIS, Filippos; PULLIN, Robert; RUTHERFORD, Alistair; STORCK, Pierre-Henri; TWIN, Heather Clare; XIAO, Yufang; (1159 pag.)WO2019/148132; (2019); 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. 3073-77-6, name is 2-Amino-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-5-nitropyrimidine

Example 47. 3-(5-Nitropyrimidin-2-vIamino)-N-(2-hvdroxyethyl)-iV- isopropvlbenzamide (33); [0187] A mixture of 5-nitro-pyrimidin-2-ylamine (141 mg, 1.0 mmol), bromide intermediate 32 described in Example 46 (301 mg, 1.1 mmol), Cs2CO3 (1.3 g, 4.0 mmol), Xantphos (117 mg, 0.2 mmol), and Pd2(dba)3 (92 mg, 0.1 mmol) in dioxane (20 mL) was purged with argon for 5 min, and the suspension was heated to reflux for 16 h. under argon. Dioxane was removed in vacuo, and the crude mixture was adsorbed onto silica gel and purified using an Isco flash chromatography system (0% to 30% Methanol with 1% NH4OH in DCM) to afford a tan solid (142 mg, 41%).1H NMR (DMSO-d6) delta 1.11 (bs, 6H), 3.33-3.36 (m, 2H), 3.56 (bs, 2H), 3.87 (bs, IH), 4.76 (bs, IH), 7.08 (d, J= 7.6 Hz, IH), 7.43 (t, J= 7.9 Hz, IH), 7.78 (bs, IH), 7.79 (dd, J = 8.0, 1.5 Hz, IH), 9.25 (s, 2H), 10.94 (s, IH). MS (ES+): m/z = 346 (MH-H)+. LC retention time: 2.21 min.

The synthetic route of 3073-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
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Related Products of 932-52-5 ,Some common heterocyclic compound, 932-52-5, molecular formula is C4H5N3O2, 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.

15.01g (84.73mmol) 5- amino-uracil was dissolved in 100 mL of 20% hydrochloric acid, stirred for half an hour and then was added 13.5ml (163.62mmol) of freshly distilled crotonaldehyde, the reaction was heated at reflux for 5 hours, the reaction solution was dark brown. The reaction mixture was cooled to room temperature, placed in 4 refrigerator cold storage overnight. The precipitated pale yellow solid was filtered off under reduced pressure using a Buchner funnel, and slowly added dropwise with aqueous ammonia and solid was kept under stirring allowed to become homogeneous slurry, aqueous ammonia was added to stop the detection pH of 7 to 8:00, and again filtered and dried to yield 13.22g of compound 7, an off-white solid, yield 63.2%

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beijing University; Liu, Junyi; Zhou, Shouxin; Zhang, Zhili; (18 pag.)CN102977090; (2016); B;,
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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. 147118-39-6, name is 5-Oxorosuvastatin methyl ester. A new synthetic method of this compound is introduced below., Recommanded Product: 147118-39-6

S3: Under nitrogen protection, 110 g of tetrahydrofuran and 27.5 g of methanol were added to the reaction flask, the temperature was lowered to -80 ± 5 ° C, 3.19 g of sodium borohydride was added, and the mixture was stirred for 15 minutes, and the temperature was controlled to -80 ± 5 ° C, and 49.5 g was added dropwise. The solution of percentEt2BOMe in tetrahydrofuran was diluted for 1 h. After the end of the incubation, 15.84 g of the S2 product in tetrahydrofuran solution was added dropwise, and the dropping temperature was controlled to -80 ± 5 ° C. After 4 h, the temperature was raised to 4.5 h and the temperature was raised to 20-25 ° C, then adjusted with glacial acetic acid PH = 6.0-7.0, stirred for 30 minutes, re-test PH = 6.0-7.0 qualified, concentrated to dryness under reduced pressure, the end of concentration, then add ethyl acetate and water to stir and dissolve The mixture was allowed to stand for stratification, and the water layer was discarded. The organic layer was washed once with saturated brine, and the organic layer was collected. The organic layer was concentrated at 45 ° C to give an oil (3R, 5S)-7-[4-(4-fluorobenzene) Methyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-3,5-dihydroxy-6(E)-heptenoic acid methyl ester 15.8 g ;

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, 147118-39-6, 5-Oxorosuvastatin methyl ester.

Reference:
Patent; Suzhou Zhonglian Chemical Pharmaceutical Co., Ltd.; Hu Liyong; Liu Yaowu; Huang Junhao; Zhang Bo; Zhou Zijin; (10 pag.)CN108586358; (2018); A;,
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Application of 41103-17-7, Adding some certain compound to certain chemical reactions, such as: 41103-17-7, name is Ethyl 4-chloropyrimidine-5-carboxylate,molecular formula is C7H7ClN2O2, 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 41103-17-7.

To a solution of ethyl 4-chloropyrimidine-5-carboxylate (10.5g, 0.056mol) was dissolved in DMF (lOOmL) was added 2-isopropyl-lH-imidazole (6.2g, 0.056mol) and Cs2C03 (27.6g), and then heated to 80C for lhrs, showed reaction completed). After cooled to r.t., water (500 mL) was added, then extracted with EA (200 mL* 2), washed with brine and dried over Na2S04. Then concentrated under reduced pressure and purified by flash chromatography on silica gel column (elution: PE/EA=3/1) to giveExample 43a (9.7 g, yield 66%) as a yellow solid. LCMS [M+1] =261

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. 41103-17-7, Ethyl 4-chloropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile, 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, 698-29-3, blongs to pyrimidines compound. SDS of cas: 698-29-3

A solution of 4-amino-2-methylpyrimidine-5-carbonitrile 1a (3.04g, 30mmol) and raney nickel (3.0g) in formic acid (20mL) was stirred at 80C for 4h. After this, the reaction mixture was filtered and washed with 10mL formic acid. The filtrate and washings were collected together and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel and eluted with ethyl acetate/petroleum ether (1:1, v/v) to give white solid 2a, which was used directly for the next step. Under this same condition, the intermediate compounds 2a and 2c were also prepared.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,698-29-3, its application will become more common.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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Reference of 16019-33-3, Adding some certain compound to certain chemical reactions, such as: 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde,molecular formula is C6H4Cl2N2O, 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 16019-33-3.

2-(4,6-dichloropyrimidin-5-yl)acetaldehyde was dissolved in ethanol (0.55M). Triethylamine was then added to the reaction mixture (2 equiv) and stirred for ten minutes at room temperature. Tert-butylamine was then added (2 equiv) to the reaction mixture and heated (reflux, 90 C) overnight. The reaction mixture was then evaporated in vacuo. The crude mixture was then dissolved in 1 : 1 deionized water ethyl acetate and the organic layer was collected and concentrated. The organic extract was then purified using FCC (gradient of hexanes:ethyl acetate (95:5 to 80:20) to yield a yellow oil in 59.5% Yield. NMR matched literature (Andrews et al, Patent WO2012137089 Al, Prep 5). NMR (400 MHz, CDCh) delta 8.57 (s, 1H), 7.35 (d, J= 3.7 Hz, 1H), 6.49 (d, J= 3.7 Hz, 1H), 1.75 (s, 9H).

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. 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAN DIEGO STATE UNIVERSITY RESEARCH FOUNDATION; GUSTAFSON, Jeffrey L.; TOENJES, Sean Thomas; MADDOX, Sean M.; (69 pag.)WO2018/237134; (2018); A1;,
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Related Products of 13544-44-0, 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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, 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.

2) (R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol:; In the reaction of 2,4-dichloro-5-iodopyrimidine (3.0 g, 10.9 mmol) with (R)-2- amino-1-propanol (884 mg, 11.8 mmol) according to procedure 2, the desired product is obtained in 88 % yield (1.6 g) after chromatographic purification (silica gel, dichloromethane/methanol (0% to 20% methanol)).1H-NMR (300 MHz1 DMSO-D6): 5 1.10 (d, 3H), 3.35-3.45 (m, 2H), 4.05-4.15 (m, 1 H), 4.86 (t, 1 H), 6.56 (d, 1 H), 8.30 (s, 1 H).; Procedure 2 – Introduction of amine in the 4 position of the pyrimidine:; 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo-pyrimidine (1.0 equiv.) is dissolved in acetonitrile (62.0 equiv.) and treated with triethylamine (1.2 equiv.) and the amine component (1.1 equiv.). After 24 hours at room temperature, the mixture is diluted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, 10 % aqueous citric acid solution and saturated sodium hydrogen carbonate solution. After drying over sodium sulphate and removal of the solvent, the purification is effected by chromatography.The reaction of 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo- pyrimidine with amines, alcohols or thiols is also described in: a) U. Lucking, M. Krger, R. Jautelat, G. Siemeister, WO 2005037800; b) U. Lucking, M. Krueger, R. Jautelat, O. Prien, G. Siemeister, A. Ernst, WO 2003076437; c) T. Brumby, R. Jautelat, O. Prien, M. Schafer, G. Siemeister, U. Lucking, C. Huwe, WO 2002096888).

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2007/71455; (2007); A1;,
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Application of 55084-66-7, 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 55084-66-7, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-chloro-2- (methylthio) pyrimidine-5-carbonyl chloride (35 g, 157 mmol) and Amberlyst A21 (6 g, 149 mmol) in ethyl acetate (250 mL) was heated to 40 C followed by the dropwise addition of a solution of 2,6-dichloroaniline (24.21 g, 149 mmol) in ethyl acetate (250mL) . The reaction mixture was heated at 40 C under a nitrogen atmosphere overnight. The resulting suspension was allowed to cool to room temperature and filtered. The isolated solids were taken up in hot tetrahydrofuran (100 mL) and filtered, repeating the process with theundissolved solid a further two times until most of the solid was dissolved. The combined filtrates were concentrated to dryness under reduced pressure to give a pale yellow solid. This was slurried in dichloromethane (100 mL) to give the title compound as a white solid(22.1 g, 42%) . ?H NMR (300 MHz, DMSO-d6) : 3 10.71 (s, 1H),8.82 (s, 1H), 7.62 (d, 2H), 7.43 (t, 1H), 2.60 (s, 3H) LCMS (Method C) : = 1.46 mm, m/z = 348 [M+H].

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 55084-66-7, 4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride.

Reference:
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
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Reference of 49845-33-2, 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.49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, molecular weight is 193.9756, as common compound, the synthetic route is as follows.

[00235] Example 5.1 Synthesis of 4-({8-[(2,6-Difluorophenyl)amino]-9- cvclopentylpurin-2-yl) amino) frvms-cyclohexan-l-ol; [00236] 1. (2-Chloro-5-nitropyrimidin-4-yl’)cvclopentylamine; [00237] 2,4-Dichloro-5-nitropyrimidine (10.31 mmol, 2 g) and cyclopentylamine(10.31 mmol, 1.02 mL) were dissolved in THF (60 mL) and cooled to -78C. N5N- diisopropylethylamine (10.31 mmol, 1.8 mL) was added dropwise. The reaction mixture was stirred at -78C for about 45 minutes. The cooling bath was removed and the reaction mixture was stirred at room temperature for about 16 hours. After removal of the solvent the residue was redissolved in EtOAc and washed with water and brine. The organic phase was dried over MgSO4 and the solvent evaporated. The residue was purified using column chromatography (SiO2, 9:1 n-hexanes/ ethyl acetate) to give the desired product (2.11 g, 84% yield). ES-MS: 242 (M+l). When the hydrochloride salt of an amine is used in place of the cyclopentylamine described above, 2 to 3 equivalents of N,N-diisopropylethylamine and dichloromethane are used as solvent.

Statistics shows that 49845-33-2 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2006/76595; (2006); A1;,
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Pyrimidine – Wikipedia