Pyrimidines

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. 4472-45-1, name is 4-Chloro-2,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-2,6-dimethylpyrimidine

2,4-Dimethylpyrimidine-6-d (12-6-d). To a suspension of 6-chloro-2,4-dimethylpyrimidine (0.40 g, 2.8 mmol),sodium carbonate (1.50 g), 10% Pd-C (0.30 g) in methanol-d (20 mL) was passed D2 (g) for 4 hours. Kugelrohr distillation (100 oC, 1 mmHg) gave the title compound 12-6-d as a colorless liquid (0.27 g, 87%); 1H NMR (CDCl3) 2.50 (s, 3H), 2.60 (s, 3H) 7.40 (s, 1H), 8.40 (residual proton at C-6 (d, J 5.1 Hz); 13C NMR (CDCl3) 24.1 (CH3),24.7 (CH3), 118.0 (C-5), 156.9 (C-6, t, J 26.8 Hz), 167.3 (C-4), 168.2 (C-2).

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, 4472-45-1, 4-Chloro-2,6-dimethylpyrimidine.

Reference:
Article; Pavlik, James W.; Vongakorn, Tharinee; Kebede, Naod; Arkivoc; vol. 2017; 5; (2017); p. 216 – 228;,
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Related Products of 62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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: Hydrazine hydrate (5 mL) and 14a (10 mmol)was added to EtOH, and the mixture was heated to 60C overnight. After cooling, the solvent was evaporated, and the residue was diluted with 50 mL water, and extracted with DCM (50 mL¡Á3). The combined organic extract was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to get the crude product 15a which was used in the next step without further purification. A solution of 2-hydroxybenzaldehyde (122 mg, 1 mmol) in 5 mL MeOH was added slowly to a solution of 15a (1 mmol), and the mixture was heated at 40C overnight. The residue was filtered, and washed with water, brine and petrol ether to give the product 16b. 5-fluoro-2-hydrazinylpyrimidine (15a)1H NMR (400 MHz, DMSO-d6) delta 8.40 (s, 2H), 8.22 (s, 1H), 4.14 (s, 2H). ESI-ms (m/z): 129.1[M+H]+

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. 62802-42-0, 2-Chloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Xiaoai; Fang, Zhen; Yang, Bo; Zhong, Lei; Yang, Qiuyuan; Zhang, Chunhui; Huang, Shenzhen; Xiang, Rong; Suzuki, Takayoshi; Li, Lin-Li; Yang, Sheng-Yong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2284 – 2288;,
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Related Products of 22536-65-8, Adding some certain compound to certain chemical reactions, such as: 22536-65-8, name is 2-Chloro-5-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 22536-65-8.

A MW reaction vessel was charged with 2-chloro-5- methoxypyrimidine (0.817 g, 5.65 mmol) and 25percent NH3(aq). The vessel was capped and heated to 150 0C for 3h. The mixture was evaporated to dryness. The resulting material was dissolved in CH2Cl2MeOH (1 : 1) and adsorbed onto silica. Purification by flash CC (eluent: 50-100 percent EtOAc in heptane) gave the title compound as colorless crystals (386 mg, 55percent). 1H NMR (400 MHz, dmso-d6) delta 8.02 (s, IH), 6.06 (br s, IH), 3.71 (s, 3H).

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. 22536-65-8, 2-Chloro-5-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2008/141239; (2008); A1;,
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Reference of 49844-90-8, 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 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro-2-(methylthio)pyrimidine (24.5g, 153 [MMOL)] was added slowly to [HL] (100 mL, 30% in H2O). The reaction was stirred at RT for about 14 hours. The mixture was neutralized with aqueous NaHCO3. The solid was collected by filtration and dried under vacuum to give the title compound as a white solid (35g, 91 %).

According to the analysis of related databases, 49844-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/35588; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1316216-05-3, Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, 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, Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, blongs to pyrimidines compound. Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate

2N NaOH (200 ml) was added to a solution of compound 3 (3.0 g, 9.4 mmol) in EtOH (200 ml). The mixture was stirred at 60 C for 30min. After evaporation of the solvent, the solution was neutralized with 2N HCl to give a white precipitate. The suspension was extracted with EtOAc (2 chi 200 ml), and the organic layers were separated, washed with water (2 chi 100 ml), brine (2 chi 100 ml), and dried over Na2SO4. Removal of the solvent gave a brown solid (2.5 g, 92 %).

The synthetic route of 1316216-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.,; ACETYLON PHARMACEUTICALS, INC.,; WONG, Kwok-kin; LIU, Yan; ADEEGBE, Dennis, O.; QUAYLE, Steven, Norman; (97 pag.)WO2017/214565; (2017); A1;,
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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.1439-09-4, name is 5-Bromo-4-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Recommanded Product: 1439-09-4

Example 277-(4-Methylpyrimidin-5-yl)-3-(pyrazin-2-yl)benzo[d]isoxazole [00184] A reaction flask was charged with tetrakis(triphenylphosphine)palladium(0) (4.45 mg, 3.85 muiotaetaomicron?), Preparation 25A (24.88 mg, 0.077 mmol), sodium carbonate (32.6 mg, 0.308 mmol), and 5-bromo-4-methylpyrimidine (13.99 mg, 0.081 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0, Volume: 287 mu?), EtOH (Ratio: 1.000, Volume: 144 mu?), and water (Ratio: 1.000, Volume: 144 mu?) were added sequentially. The resultant mixture was heated at 90 C overnight. After 19 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a residue. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-muiotaeta particles; Mobile Phase A: 5:95acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5acetonitrile:water with 10-mM ammonium acetate; Gradient: 5-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The material was further purified via preparative LC/MS with the following conditions: Column: Waters XBridge C18, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5- muiotaeta particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 15- 50% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (1.4 mg, 6.2%). ESI MS (M+H)+ = 290.0. HPLC Peak tr = 1.78 minutes. Purity >99%. HPLC Conditions: B.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-09-4, 5-Bromo-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
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Reference of 1722-12-9, Adding some certain compound to certain chemical reactions, such as: 1722-12-9, name is 2-Chloropyrimidine,molecular formula is C4H3ClN2, 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 1722-12-9.

General procedure: To a 50 mL screw-capped thick-walled Pyrex tube equipped with a magnetic stirrer, 3-methylindole(1a, 131.0 mg, 1.0 mmol), 1,2-dichlorobenzene (2a, 365.0 mg, 2.5 mmol), KOH (168.2 mg, 3.0 mmol) and DMSO (5.0 mL) were added sequentially under a nitrogen atmosphere. The tube was then sealedand stirred at 100 C for 24 h. After removal of the solvent under reduced pressure, purification was performed by flash column chromatography on silica gel with petroleum ether/ethyl acetate (gradient mixture ratio from 100:0 to 90:10) as eluent to afford N-(2-chlorophenyl)-3-methylindole (3aa, 171.8 mg,0.71 mmol, 71% yield).

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. 1722-12-9, 2-Chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Iqbal, Muhammad Asif; Mehmood, Hina; Lv, Jiaying; Hua, Ruimao; Molecules; vol. 24; 6; (2019);,
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Pyrimidine – Wikipedia

Application of 18740-38-0, 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. 18740-38-0, name is Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, molecular formula is C6H4N2O2S, 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.

To 1 g of dry thieno [2,3-d] pyrimidine-2,4 (1H, 3H) -dione was added 10 g of phosphorus oxychloride,Add 1 drop of DMF catalyst, heating to 115 , the reaction 5h, the reaction is completed, the reaction slowly added to the crushed ice,While stirring vigorously,A brown solid,Filter, filter residue dissolved in 50mL of dichloromethane, to the solution by adding 1g activated carbon and 2g silica gel,Heated to 45 reflux decolorization 1h, while the hot filter, remove the solvent,Pale yellow solid,2,4-dichlorothieno [2,3-d] pyrimidine in a yield of 56.0%.

According to the analysis of related databases, 18740-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Chen Chen; Xu Shan; Tang Qidong; Wang Wenhui; Wang Qinqin; Wang Caolin; (23 pag.)CN106831812; (2017); A;,
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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. 1004-38-2, name is 2,4,6-Triaminopyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 2,4,6-Triaminopyrimidine

A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol. 4.2.1. 2,4-Diamino-7-(1H-indol-3-yl)-5-phenyl-5,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile (4a) White solid; Yield: 86%; [Found: C, 69.7; H, 4.5; N, 25.9. C22H17N7 requires C, 69.6; H, 4.5; N, 25.8%]; mp 294-301 C; IR(KBr, cm-1): 3494, 3427, 3392, 3280, 3120 (NH, NH2), 2192 (C N),1622 (C=N); dH (400 MHz, DMSO-d6) 4.78 (1H, s, H-5), 5.72 (2H, s, 2-NH2), 6.00 (2H, s, 4-NH2), 7.07 (1H, t, J 7.5 Hz, indolyl-H), 7.16 (1H, t, J 7.5 Hz, indolyl-H), 7.24 (1H, t, J 7.2 Hz, Ar-H), 7.34 (2H, t, J 7.5 Hz, Ar-H), 7.41 (2H, d, J 7.1 Hz, Ar-H), 7.43 (1H, d, J 7.6 Hz, indolyl-H), 7.46 (1H, d, J 8.1 Hz, indolyl-H), 7.73 (1H, d, J 2.4 Hz, indolyl-H), 9.32 (1H, s, 8-NH), 11.65 (1H, s, indolyl-NH); dC (100 MHz, DMSO-d6) 38.6, 81.5, 85.6, 107.9, 112.0, 119.7, 119.8, 121.8, 125.1, 126.7, 127.0, 127.5, 128.4, 135.9, 145.1, 145.9, 154.6, 161.7, 161.9; m/z (rel. int. %): 379 (6, M+), 303 (20), 302 (100), 260 (11); HRMS (ESI-QTOF positive ionization): MH+ found 380.1615. C22H17N7 requires 380.1618.

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, 1004-38-2, 2,4,6-Triaminopyrimidine.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
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Pyrimidine – Wikipedia

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. 814918-95-1, name is 5-Bromo-4-chlorothieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-4-chlorothieno[2,3-d]pyrimidine

i) 5-bromo-4-[4-(2-pyrrolidin- 1 -ylethoxymethyl)- 1 -piperidyl]thieno[2,3-d]pyrimidine5-Bromo-4-chlorothieno[2,3-d]pyrimidine (828 mg 3.33 mmol) in dry acetonitrile (13 mL) was treated with 4-(2-pyrrolidin- 1 -ylethoxymethyl)piperidine (1.057 g, 5.0 mmol,) and potassium carbonate (687 mg, 5.0 mmol) and heated at 110 C for 30 min in a microwave. The reaction was then poured into ethyl acetate (50 mL) and water (30 mL) and the ethyl acetate layer separated, dried over sodium sulphate and concentrated in vacuum to give 5- bromo-4-[4-(2-pyrrolidin-l -ylethoxymethyl)- l-piperidyl]thieno[2,3-d]pyrimidine (1.322 g, 3.11 mmol, 93%). LCMS RT = 2.91 min. M+l = 427.

The synthetic route of 814918-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENTION LIMITED; MADGE, David; CHAN, Fiona; JOHN, Derek Edward; EDWARDS, Simon D.; BLUNT, Richard; HARTZOULAKIS, Basil; BROWN, Lindsay; WO2013/72694; (2013); A1;,
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