Pyrimidines

Synthetic Route of 1119280-68-0, Adding some certain compound to certain chemical reactions, such as: 1119280-68-0, name is 2-Chlorothieno[3,2-d]pyrimidine,molecular formula is C6H3ClN2S, 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 1119280-68-0.

To a solution of 2-chlorothieno[3,2-d]pyrimidine (150mg, 0.87mmol) and 4- morpholinoaniline (188mg, 1.05mmol) in NMP (5mL) was added diisopropylethylamine (337muL, 1.93mmol). The reaction was heated at 25O 0C in a microwave reactor for 20min, then diluted with EtOAc and 5%aq. citric acid. The aqueous layer was extracted twice further with EtOAc and the combined organic fractions washed with sat. aq. NaHCO3, dried (Na2SO4) filtered and concentrated to afford the crude product. Purification by silica gel chromatography using 30-70% EtOAc/DCM as eluent then afforded the product as an orange gum. Trituration with EtOAc three times and collection of the fine solid afforded compound 7 as a dark yellow solid (26mg, 10%).

According to the analysis of related databases, 1119280-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOPIA RESEARCH PTY LTD; WO2009/62258; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 150010-20-1, 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.150010-20-1, name is 2-Bromo-5-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.

To a mixture of compound 7-3 (80 mg, 0.24 mmol) and 2-bromo-5- methylpyrimidine (46 mg, 0 27 mmol ) in DMT (2 mL) was added potassium carbonate (67 mg, 0.48 mmol) and 18-crown-6 (64 mg, 0.24 mmol) and the mixture was stirred at 100 C for 16 hours. The mixture was diluted with EtOAc and washed with saturated aqueous NEUCl solution and brine, dried over anhydrous NarSCX filtered and concentrated to dryness. The residue was purified by chromatography on silica gel (eluted with PE: EtOAc 2: 1) to afford compound 7-4 (47 mg, yield 45.9 %) as a yellow solid. LC/MS (ESI) m/z: 423 (M+H)?.

Statistics shows that 150010-20-1 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-5-methylpyrimidine.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; GAHHACHANDA, Venkat, Rao; EASTMAN, Kyle, J.; GODWIN, Pais; (611 pag.)WO2020/51532; (2020); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56741-94-7, 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. 56741-94-7, name is 2-Amino-6-phenylpyrimidin-4(3H)-one, molecular formula is C10H9N3O, 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.

A suspension of guanidine carbonate (3.60 g, 20 mmol) in ethanol (120 mL) and toluene (20 mL) was refluxed under nitrogen for 1 h, during which time about 50 mL of solvent was removed by distillation. After the mixture was cooled to 45 0C, ethyl 3-oxo-3- phenylpropanoate (7.68 g, 40 mmol) was added and the solution was heated at reflux overnight. The desired product precipitated as a white solid during the reaction. Water (50 mL) was added to the reaction and the mixture was refluxed for an additional 30 min. After cooling to rt, the mixture was neutralized with IN HCl and placed in the refrigerator for 6 h. The solid was filtered, washed with water followed by ether and dried at 60 0C under vacuum to give the product as white solid (6.45 g, 86%). MS ES: 188 (M+H)+, calcd 188; RT = 0.91 min; TLC (CH2Cl2/ 2M NH3 in MeOH 95/5) Rf = 0.10.A mixture of the above product (6.0 g, 32 mmol) and POCl3 (100 mL) was heated at reflux for 1 h. The majority of the POCl3 was removed in vacuo and the residue was diluted with EtOAc and poured over an ice/saturated NaHCO3 solution. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried (Na2SO4), and concentrated. The crude organic concentrate was re-crystallized from EtO Ac/ether to give the product IA as an off-white powder (2.8 g, 43%). MS ES: 206 (M+H)+, calcd 206; RT = 2.49 min; TLC (CH2Cl2/ 2M NH3 in MeOH 95/5) Rf = 0.72. (Reference 1: H. L. Skulnick, S. D. Weed, E. E. Edison, H. E. Renis, W. Wierenga, and D. A. Stringfellow, J. Med. Chem. 1985, 28, 1854-1869).

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 56741-94-7, 2-Amino-6-phenylpyrimidin-4(3H)-one.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 31462-54-1, name is 2-Iodopyrimidine. A new synthetic method of this compound is introduced below., name: 2-Iodopyrimidine

Add in the reaction tube2-iodopyrimidine (0.5 mmol, 1.0 eq.)And sodium dithionite (0.55mmol, 1.1 equivalent),Replace the air in the test tube with high purity nitrogen.Add 3 mL of N,N-dimethylformamide as solvent.The reaction was stirred for 16 hours (purity of 98%) by heating to 90 C.After the reaction was cooled, tetrabutylammonium iodide (0.05 mmol, 0.1 equivalent) and potassium iodide (0.6 mmol, 1.2 equivalent) were added to the reaction mixture.And 4-methylbenzyl bromide (1.0 mmol, 2.0 eq.),Replace the air in the test tube with high purity nitrogen.Stir at room temperature for 10 hours.The reaction was quenched with saturated brine.Extracted with ethyl acetate,Combine the organic phase,dry,Concentrate and separate by column chromatography.The target product Ib was obtained in 76% yield.

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, 31462-54-1, 2-Iodopyrimidine.

Reference:
Patent; Jiaxing College; Qiu Guanyinsheng; Li Yuewen; Wu Jie; (13 pag.)CN109180572; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 7355-55-7, name is 2-Amino-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Amino-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one

The G005 (10. 0g, 66. 6mmol) was added to lOOmLPOCl3, refluxed for 2h, the solvent spin After cooling to room temperature, the reaction was added to 120mL of ice water, and the solid was filtered, and the filtrate was washed with aqueous ammonia solution to pH = 2, and the ice bath and the precipitate As 2h after filtration, the solid was filtered and washed first with ice water 10mL, 30mL second ice was washed with ether, was drained after 8. 7g, 78% yield .

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, 7355-55-7, 2-Amino-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one.

Reference:
Patent; SHANGHAIJIAO TONG UNIVERSITY; EASTCHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY; SHEN, YUMEI; TANG, DAONIAN; SHAO, ZHIFENG; GONG, BING; LIU, YAZHI; WU, XINYAN; ZHAO, XIAODONG; LI, XIAOWEI; WEI, XIAOFEI; HU, YU; (21 pag.)CN103819523; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.Recommanded Product: 2-Chloro-5-(trifluoromethyl)pyrimidine

A mixture of l-((lr,4r)-4-((2-fluoro-4- (methylsulfonyl)phenoxy)methyl)cyclohexyl)piperazine dihydrochloride (29 mg, 0.065 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (16 mg, 0.085 mmol) and triethylamine (34 mu, 0.262 mmol) in IPA (1.5 mL) was heated at 130 C for 40 min under microwave irradiation. The mixture was cooled down. The solid precipitate was collected, washed with IPA and dried to give the title compound (30 mg, 89.2%). Exact mass calculated for C23H28F4N4O3S: 516.2, found: LCMS m/z = 517.2 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.10-1.20 (m, 2H),1.35-1.45 (m, 2H), 1.78-1.90 (m, 1H), 1.98-2.10 (m, 4H), 2.40-2.50 (m, 1H), 2.65-2.75 (m, 4H), 3.03 (s, 3H), 3.85-4.05 (m, 4H), 3.90 (d, J = 6.2 Hz, 2H), 7.05 (t, J = 8.0 Hz, 1H), 7.62-7.69 (m, 2H), 8.49 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; YUE, Dawei; ZHU, Xiuwen; WO2012/145361; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 3993-78-0

NaH (1.15 g, 60% in mineral oil, 28.7 mmol) was added the mixture of 4-chloropyrimidin-2-amine (1.0 g, 7.75 mmol) and solketal (3.07 g, 23.25 mmol) in dioxane (12 mL) solution at 0 C. The temperature was elevated to 120 C for 15 h. After cooling to room temp, the solids were filtered, filtrate was concentrated and residue purified by column chromatography to give 4-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)pyrimidin-2- amine (1.2 g, 69 %). MS (ESI) calcd for C10H15N3O3: 225.11

The synthetic route of 3993-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application 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.

7 g of caustic soda (0.175 mol) diluted in 350 ml of water were added to 21.5 g of 5-aminouracil (0.17 mol). The mixture was heated at a boiling water bath until 5-aminouracil was fully dissolved. Then 32 g of 3,5-dichlorosalicylic aldehyde (0.17 mol) dissolved in 150 ml of hot ethanol were added in portions to the reaction mass at the temperature of the boiling water bath while stirring. For the purpose of quantitative transfer of aldehyde into the reaction flask, the vessel in which it was dissolved was washed with 50 ml of ethanol. A sediment of orange-red color precipitated in the flask. Then the reaction mass was stirred for 30 more minutes at the water bath and was gradually cooled down to room temperature. The obtained residue was filtered, washed with 300 ml of ethanol and dried. 600 ml of aqueous ethanol were distilled off the filtrate by means of rotary evaporator. The remaining mixture was filtered by means of glass filter to obtain 75.5 g of the target compound.

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; Tets, Viktor Veniaminovich; Tets, Georgy Viktorovich; Krutikov, Viktor Iosifovich; US2013/261301; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36315-01-2, 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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

In a 1 OOO mL reaction flask, 100 g of 2-sulfonyl chloride-N, N-dimethylnicotinamide (0.40 mol) 40 g of sodium cyanate (0.62 mol), 101 g of triethylamine (1.00 mol) and 125 g of acetonitrile were charged and the mixture was stirred at 25 ± 5 C for isocyanating. After 5 h, 75 g of 2-amino-4,6-dimethoxypyrimidine (0.48 mol) was added to the reaction flask and stirred for 1 h at ambient temperature (0 to 40 C). After the completion of the condensation reaction, 500 g of deionized water (about 1.5 h) was added dropwise to the reaction bottle. After dropping, the pH was adjusted to 1.0 with hydrochloric acid, After drying, 157.8 g of nicosulfuron were obtained in a yield of 92.1% and a purity of 95.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu agricultural hormone Engineering Technology Research Center Co., Ltd.; Jiangsu Hormone Research Institute Co., Ltd; Sun, Yong Hui; kong, Fan Lei; Shi, yueping; Gao, Jian Hong; Zhang, Yuan yuan; Cao, Wei; (5 pag.)CN103524493; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 153435-63-3, 2-(Tributylstannyl)pyrimidine, 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, 153435-63-3, blongs to pyrimidines compound. SDS of cas: 153435-63-3

General procedure 8Intermediates 46-50 (1 eq) was dissolved dry DMF (20ml/mmol), then CsF (2 eq), CuI (0.2 eq), [Ph3P]4Pd (0.1 eq) and the corresponding Ar2-tributylstannane (1.5 eq; prepared according to Eur. J. Org. Chem. 2003, 171 1 -1721 ) were added. The mixture was warmed at 130 C for 10 minutes (microwave), then poured in aqueous saturated solution of NH4CI and extracted with AcOEt . The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; crude product was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1 ). The enantiomeric purity was calculated as enantiomeric eccess (ee%) by chiral HPLC methods.According to general procedure 8 the following compounds were prepared:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi, Piero; ROVATI, Lucio; WO2011/6960; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia