Pyrimidines

Electric Literature of 4318-56-3, 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. 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H5ClN2O2, 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 a mixture containing 10.0 g (62.28 mmol) of 6- chloro-3-methyluracil in 200 ml of ethanol was added 13.70 ml (436.50 mmol) of hydrazine. The mixture was heated to 75C under a nitrogen atmosphere overnight. The solids were filtered, washed with ethanol and dried to afford 9.70 g (99.74%) of product as a pale yellow solid. ¹H NMR (CDC13) No.: 3. 02 (s, 3H), 4.78 (s, 1H), 6.28 (bs, 4H) MS Calcd.: 156; Found: 155 (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 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/99688; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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.

A kind of the improved 4, 6 – dichloro pyrimidine production process, characterized in that the production process comprises the following steps: (1) to the reaction kettle top feed port input 1 parts by weight of 4, 6 – dihydroxy pyrimidine and 3 parts by weight of chloroform, opening the stirrer stirring, continue adding 0.5 parts by weight of pyridine catalyst, and then open the jacket steam make the reaction kettle temperature to rise to 50 C, from the reactor into the bottom of the 1 parts by weight of phosgene to the phosgenation reaction, after the reaction is complete, to inject the nitrogen in the reactor catches up with was mad, at the same time the exhaust gas by the pipe into the absorption tower; (2) to be step 1 the product in the transfer to the rectifying tower, control rectification temperature is 65 C, collecting chloroform fraction, to be its after cooling to room temperature, the filling storage recycling; (3) collecting the step 2 in the remaining product, transferred to ice in the ice solution, slowly dropping concentration is 10% hydrochloric acid to adjust the pH of the solution to 5, standing the solution is layered, then methyl tert-butyl ether to the organic phase extraction, extraction 3 – 4 times, saturated copper sulfate solution for washing, until the copper sulfate solution is not color-changing, collecting pyridine circulation use; (4) the step 3 in the remaining product to filter, washing, and drying to obtain the target product 4, 6 – dichloro pyrimidine.The beneficial effects of the present invention: 1) using phosgene to replace the traditional process of phosphorus oxychloride, to avoid the emergence of phosphorus-containing by-product, the protection of the environment; 2) by adding pyridine catalyst, can accelerate the reaction of generating; 3) traditional use phosphorus oxychloride with 4, 6 – dihydroxy pyrimidine chloride obtained when the 4, 6 – two chlorine pyrimidine, easy to produce 3 different by-product, so that the trouble in processing after, and the yield of target product is not high, in the reaction of the present invention less by-products, and the yield of 4, 6 – dichloro pyrimidine higher; 4) by adjusting the solution pH, methyl tert-butyl ether extraction, and sulfuric acid copper and washing the collecting various pyridine, avoiding the traditional rectification, and steaming and method and the like caused by the leakage of pyridine, ensures the safety of the operators.

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; wu, Jianping; hu, minghong; tang, Xiude; cheng, Weijia; li, Hongwei; Xu, Xiaobing; Yang, Zhiwei; Gao, yanbing; (4 pag.)CN106187913; (2016); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 149849-94-5, Adding some certain compound to certain chemical reactions, such as: 149849-94-5, name is Methyl 2-chloropyrimidine-4-carboxylate,molecular formula is C6H5ClN2O2, 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 149849-94-5.

A 100 mL three neck flask was charged with NaH (55%, 130 mg) and tetrahydrofuran (2 mL). At 5 C tetraethyleneglycol monomethylether (530 mg) dissolved in tetrahydrofuran (2 mL) was added dropwise and the mixture was stirred for 1 hour at 5 C. A solution of methyl 2-chloropyrimidine-4- carboxylate (390 mg) in tetrahydrofuran (4 mL) was added at 5 C and stirring was continued at ambient temperature for 2 hours. Tetrahydrofuran and water were added (10:1 , 10 mL), and the mixture extracted three times with dichloromethane. The combined organic layers washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by chromatography using an ISCO CombiFlash Companion MPLC (12 g RediSep Gold column, eluting with 0-50%dichloromethane/methanol) followed by treatment with -pentane, filtration, concentration and purification by ISCO CombiFlash Companion MPLC (15 g Chromabond RP-C18 column, eluting with 0-100% water/methanol) gave the title compound. MS (APCI) m/z 344.2 (M+H)+.

According to the analysis of related databases, 149849-94-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; BRAJE, Wilfried; DOHERTY, George; JANTOS, Katja; JI, Cheng; JUDD, Andrew; KUNZER, Aaron; MASTRACCHIO, Anthony; SONG, Xiaohong; SOUERS, Andrew; SULLIVAN, Gerard; TAO, Zhi-Fu; LAI, Chunqui; KLING, Andreas; POHLKI, Frauke; TESKE, Jessc; WENDT, Michael; BRADY, Patrick; WANG, Xilu; PENNING, Thomas; MICHAELIDES, Michael; (448 pag.)WO2019/35927; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 46155-89-9, 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 46155-89-9, name is 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 3 1 ,3,7-Trimethyl- lH-pyrrolo[3,2-^]pyrimidine-2,4(3H,5H)-dioneCH3CH3Step 1 l,3-Dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-l//-pyrrolo[3,2-c/]pyrimidine-7- carbaldehyde: At a temperature of 5-10C, phosphorous oxychloride (1.84 ml, 20.087 mmol) was mixed with iV.iV-dimethylformamide (2 mL). Then a solution of Intermediate 1 (600 mg, 3.348 mmol) in vV.jV-dimethylformamide (3 mL) was added while stirring. The reaction mixture was held for 2 h at 950C, cooled and poured onto ice (10 g). The precipitate formed was filtered off and recrystallised from water to give 300 mg of the product as an off-white solid; 1H NMR (delta ppm, 300 MHz, DMSO-^6) 3.25 (s, 3H), 3.75 (s, 3H), 8.06 (s, IH), 9.79 (s, IH), 13.15 (br s, IH); APCI-MS (m/z) 208.20 (M+H)+.

According to the analysis of related databases, 46155-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin, Sundarlal; KUMAR, Sukeerthi; THOMAS, Abraham; PATIL, Nisha, Parag; KADAM, Ashok, Bhausaheb; DESHMUKH, Vishal, Govindrao; DHONE, Sachin Vasantrao; CHIKHALE, Rajendra, Prakash; KHAIRATKAR-JOSHI, Neelima; MUKHOPADHYAY, Indranil; WO2010/109287; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 111196-81-7, 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.111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.

General procedure: To a vial with septa containing tert-butyl 2-[(R)-5-bromo-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate 3 (2.42 mmol) were added bis(pinacolato)diboron (2.61 mmol), potassium acetate (12.12 mmol), and Pd(dppf)Cl2 (0.039 mmol). The vial was purged with a stream of nitrogen, and anhydrous 1,4-dioxane (12 mL) was added. The resulting mixture was purged with nitrogen for three times, and the mixture was heated at 95 C for 1 h. The aryl halide 5 (2.61 mmol), Pd(dppf)Cl2 (0.062 mmol), and 9 ml of 2 M aqueous potassium carbonate solution (de-oxygenated by bubbling through N2 for 15 min) were added. The mixture was purged with N2 three times and heated at 95 C for 17 h. The mixture was cooled to room temperature and the organic layer was separated from the aqueous layer. The organic layer was filtered through a thin plug of silica gel, and rinsed with 5 mL of isopropyl alcohol followed by 5 mL of MeOH. The filtrate and the washings were concentrated under reduced pressure to give the crude product that was purified by silica gel chromatography eluting with a gradient of 010% MeOH in CH2Cl2 to give the desired product.

Statistics shows that 111196-81-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-ethylpyrimidine.

Reference:
Article; Fernando, Dilinie P.; Jiao, Wenhua; Polivkova, Jana; Xiao, Jun; Coffey, Steven B.; Rose, Colin; Londregan, Allyn; Saenz, James; Beveridge, Ramsay; Zhang, Yingxin; Storer, Gregory E.; Vrieze, Derek; Erasga, Noe; Jones, Ryan; Khot, Vishal; Cameron, Kimberly O.; McClure, Kim F.; Bhattacharya, Samit K.; Orr, Suvi T. M.; Tetrahedron Letters; vol. 53; 47; (2012); p. 6351 – 6354,4;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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. HPLC of Formula: C4HCl3N2

After 2,4,6-nichluropyiimidin 25g(l 362mm 1), phenylbu x n c acid 36.5g(299.3mmol), and tetrakis(triphenyLphosp}tine)palladium (1.118 Q96mmoL) were dissolved in toluene (408mL), 2.OM Na,CA, aqueous solution (204 mL) and ethanol (204mL) were added thereto. The mixture was stored under influx for 2 hours at 120C. Upon completion of the reaction, extraction with EA and purification by column chromatography gave a compound 1-2 (25g, 93.7mmol, 69%).

With the rapid development of chemical substances, we look forward to future research findings about 3764-01-0.

Reference:
Patent; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; LEE, Hyo Jung; CHO, Young Jun; KWON, Hyuck Joo; KIM, Bong Ok; KIM, Sung Min; WO2011/71255; (2011); A1;,
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Pyrimidine – Wikipedia

Related Products 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.

A mixture of compound 7 (20.0 g, 0.1 mol), triethyl orthoformate (18.6 g, 0.12 mol), and TsOH (1.0 g, 5.8 mmol) in EtOH (100 ml) was stirred at 40C for 2 h. After completion of the reaction, aqueous Na2CO3 was added to the mixture to adjust pH to 8. The solvent was removed under reduced pressure and the residue extracted with EtOAc (300 ml), washed with water (100 ml). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the residue that was purified by column chromatography on silica gel (eluent petroleumether – EtOAc, 5:1). Yield 25.0 g (90%), colorless oil. IR spectrum, nu, cm-1: 2987, 1546, 1518, 1123, 1068, 785. 1H NMR spectrum (CDCl3), delta, ppm (J, Hz): 8.62 (1H, s,H-2); 4.80 (1H, t, J = 5.8, CH); 3.74-3.66 (2H, m,CH2CH3); 3.48-3.41 (2H, m, CH2CH3); 3.25 (2H, d, J = 5.7,CH2); 1.13 (6H, t, J = 7.0, CH2CH3). 13C NMR spectrum (CDCl3), delta, ppm: 162.7; 155.8; 132.5; 129.2; 100.9; 62.9;35.4; 15.2. Found, m/z: 287.0323 [M(35Cl)+Na]+.C10H14Cl2N2NaO2. Calculated, m/z: 287.0325. Found, m/z:289.0295 [M(35Cl,37Cl)+Na]+. Calculated, m/z: 289.0296.

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:
Article; Zhang, Yu-Liu; Xu, Cheng-Tao; Liu, Ting; Zhu, Yong; Luo, Yu; Chemistry of Heterocyclic Compounds; vol. 54; 6; (2018); p. 638 – 642; Khim. Geterotsikl. Soedin.; vol. 54; 6; (2018); p. 638 – 642,5;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 769-42-6, 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. 769-42-6, name is 1,3-Dimethylbarbituric acid, molecular formula is C6H8N2O3, 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 1.1 mmol aromatic aldehyde, 0.144 g 2 (1 mmol), 0.156 g 3 (1 mmol), and 0.01 g ZnO NPs (10 mol%) in a round bottom flask was heated in an oil bath at 110 C for 20-35 min. During the reflux the reaction was monitored by TLC (eluent: n-hexane: ethyl acetate, 1:1). After completion of the reaction the mixture was cooled to room temperature, then the reaction mixture was dissolved in dichloromethane and stirred for 5 min. The suspended solution was filtered and then heterogeneous nanocatalyst was recovered. Then solvent was evaporated and the solid was recrystallized from methanol to afford the pure product 4.

According to the analysis of related databases, 769-42-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mohaqeq, Mahboubeh; Safaei-Ghomi, Javad; Monatshefte fur Chemie; vol. 146; 9; (2015); p. 1581 – 1586;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 61727-33-1, Adding some certain compound to certain chemical reactions, such as: 61727-33-1, name is 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid,molecular formula is C6H5ClN2O2S, 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 61727-33-1.

A mixture of 780 mg of 2-(difluoromethoxy)benzaldehyde and 300 mg of 5-chloro-2- (methylsulfanyl)pyrimidine-4-carboxylic acid 1 in 15 ml of anisole is microwave-heated at 130C for 45 min and then again for 15 min and again at 140C for 15 min. 160 mg of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 is then added and the mixture is again heated at 130C for 30 min. The mixture is concentrated under vacuum and purified on 40 g of silica, elution being carried out with 0-10% of ethyl acetate in heptane, so as to obtain 268 mg of [5-chloro-2-(methylsulfanyl)pyrimidin-4-yl][2- (difluoromethoxy)phenyl]methanol 6 in the form of a colourless oil

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. 61727-33-1, 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; CARRY, Jean-Christophe; CHATREAUX, Fabienne; DEPRETS, Stephanie; DUCLOS, Olivier; LEROY, Vincent; MALLART, Sergio; MELON-MANGUER, Dominique; MENDEZ-PEREZ, Maria; VERGNE, Fabrice; WO2013/150036; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 7752-82-1, name is 5-Bromopyrimidin-2-amine, molecular formula is C4H4BrN3, 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. Recommanded Product: 5-Bromopyrimidin-2-amine

Example 9; 211 212 213Part A:To compound 211 (1.00 g, 5.74 mmol) in ethanol (100 ml_) was added chloroacetaldehyde (50 wt% solution in water, 7.34 ml_, 57.5 mmol) at room temperature. The reaction mixture was heated at reflux for 16 hours at which time LC- MS analysis indicated that the reaction was complete. The reaction mixture was concentrated under vacuum. The residue was taken back up in ethyl acetate and saturated sodium bicarbonate. The organic and aqueous layers were separated. The organic layer was washed with brine, dried over anh. sodium sulfate and concentrated to afford compound 212 as a beige solid. 1H NMR (400 MHz, DMSO-d6) delta 9.32 (d, 1 H), 8.56 (d, 1 H), 7.85 (d, 1 H), 7.74 (d, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 7752-82-1.

Reference:
Patent; SCHERING CORPORATION; WO2008/82487; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia