Category: pyrimidines

Synthetic Route of 56844-38-3, 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 56844-38-3 as follows.

EXAMPLE 2 2-Chloro-5-Methyl-4-(3,4-Methylenedioxybenzylamino)-Thieno-[2,3-d]-Pyrimidine Following the procedure of Example 1, the reaction of 3,4-methylenedioxybenzylamine with 2,4-dichloro-5-methyl-thieno-[2,3-d]-pyrimidine gives 2-chloro-5-methyl-4-(3,4-methylenedioxybenzylamino)-thieno-[2,3-d]-pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56844-38-3, its application will become more common.

Reference:
Patent; Cell Pathways, Inc.; US6133271; (2000); A;; ; Patent; Cell Pathways, Inc.; US5948911; (1999); A;,
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Pyrimidine – Wikipedia

Electric Literature of 955368-90-8 , The common heterocyclic compound, 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, molecular formula is C9H10N4OS, 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.

Step-1: Synthesis of 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-allyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-on (2.0 g, 8.9 mmol, 1.0 eq) in dry MeOH (50 mL), Pd/C (10 wt %) (200 mg) was added under stirring under inert atmosphere in Parr vessel. The reaction was stirred in Parr reactor at 60 psi hydrogen pressure 12 h. The reaction was monitored by LCMS. After completion the mixture was filtered through celite and concentrated to afford, 6-(methylthio)-2-propyl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one as yellow solid (1.318 g, 65%).

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
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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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine, molecular formula is C6H9N3O2, 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 2-Amino-4,6-dimethoxypyrimidine

In a 3000 liter glass-lined reactor, 2000 kg of metered methylene chloride, 580 kg of [3-(N,N-dimethylaminocarbonyl-2-pyridyl)sulfonylamino]carboxylic acid phenyl ester and 215 kg of pyrimidinamine were added, heated to 40 C (heating rate of 5 C / h), and stirred for 5 hours. Pyrimidineamine was detected by thin layer chromatography, the end point was an unreacted pyrimidine amine with a mass concentration of less than 2%. The developing solvent for thin layer chromatography was a mixed solvent of chloroform and methanol (volume ratio of 2:1). Until the end of the reaction, a solution of 150 kg of sodium carbonate and 400 kg of water were added, stirred, layers were separated, and the aqueous layer were neutralized with hydrochloric acid (30%) to precipitate nicosulfuron crystallization hydrate. The filtrate was cooled to 15 C, filtered (reduced rate was 10 C / h), and the filter cake was dried at 50 C for 4 hours and then sampled and measured. When the material was measured to constant weight and dried, and 543 kg of the finished nicosulfuron crystallization hydrate was obtained, the yield was 95.47%, and the content of the external standard method was 98.11%.

With the rapid development of chemical substances, we look forward to future research findings about 36315-01-2.

Reference:
Patent; Zibo Xin Nongji Crop Science Co., Ltd.; Zheng Youkui; Cui Yuanxing; Shao Changlu; Huang Hua; (11 pag.)CN110330480; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 90213-66-4, 2,4-Dichloro-7H-pyrrolo[2,3-d]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, Safety of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

A mixture of 2, 4-Dichloro-7H-pyrrolo[2,3-Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
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Electric Literature of 3680-69-1, 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.3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.

Compound 13a (5.0 g, 32.56 mmol, 1.00 equiv) was taken up in DMF 60 mL. and to the resulting solution was added N-iodosuccinimide (7.3 g, 32.45 mmol, 1.00 equiv) in portions at room temperature. The resulting reaction was allowed to stir for 2 hours at room temperature, and then was concentrated in vacuo. The resulting residue was purified using flash column chromatography on silica gel and eluted with ethyl acetate/petroleum ether (1:3) to provide 6.7 g (74%) of compound 13b as a white solid.

Statistics shows that 3680-69-1 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; VERMA, Vishal; ARASAPPAN, Ashok; NJOROGE, F. George; GIRIJAVALLABHAN, Vinay; BOGEN, Stephane, L.; DANG, Qun; OLSEN, David, B.; WO2013/9735; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 58536-46-2, 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, 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, COA of Formula: C22H15BrN2, blongs to pyrimidines compound. COA of Formula: C22H15BrN2

Synthesis of Intermediate GIn a 500 ml three necked round bottom flask, 38.7 g (100 mmol) of 4-(4-bromophenyl)-2,6-diphenylpyrimidine, 2.7 g (3 mmol) of Pd2(dba)3,2.21 g (6 mmol) tricyclohexylphosphine,55.9 g (220 mmol) of bis (pinacorate) diborane and 39.25 g (400 mmol) of potassium acetate put it in nitrogen,300 ml of 1,4-dioxane was added and stirred for 4 hours at reflux.After completion of the reaction, the mixture was extracted with Methylene Chloride, the organic layer was dried with MgSO4, purified by column chromatography, and crystallized with n-Hexane to give 36 g (82.9.%) As intermediate G.

The synthetic route of 58536-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jinung Industry Co., Ltd.; Lee Eung; Lee Jong-ryun; Cho Eun-sang; Lee Ji-hwan; Kuk Chang-hun; (29 pag.)KR102052332; (2019); B1;,
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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. 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. name: 2,4,6-Trichloropyrimidine

2,4,6-trichloropyrimidin (10g, 54.51mmol), phenylboronic acid (16.6g, 136,29mmol), Pd(PPh3)4 (3.15g, 2.72mmol), 2M K2CO3 (50ml), toluene (100ml) and ethanol (30ml)were mixed and stirred under reflux. 4 hours later, the mixture was cooled room temperature, distilled water was added. After extracting with EA and drying with anhydrous MgSO4, distillation under reduced pressure followed by column separation yielded Compound 2-1 (7g, 26.24mmol, 48.14%).

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.; KIM, Chi Sik; EUM, Sung Jin; CHO, Young Jun; KWON, Hyuck Joo; KIM, Bong Ok; KIM, Sung Min; YOON, Seung Soo; WO2011/10839; (2011); A1;,
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Related Products of 13509-52-9, 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 13509-52-9, name is 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 1 l ,3-Dimethyl-lH-pyrroIo[3,2-<;phiyrimidine-2,4(3H,5//)-dione:Step 1 l,3,6-Trimethyl-5-nitrouracil: A mixture of concentrated H2SO4 (7.0 mL) and fuming HNO3 (7.0 mL) was cooled to 0-50C and l,3,6-trimethylpyrimidine-2,4(lH,3H)- dione (3.5 g, 22.702 mmol) was gradually added to the reaction mixture. After stirring for 2 h. at the same temperature the reaction mixture was partitioned between ethyl acetate (200 mL) and water (100 mL). The organic layer was washed with brine (2 x 50 mL), dried (Na2SO4) and evaporated under reduced pressure. Crude product obtained was purified by column chromatography to give 1.30 g of the product as yellow solid; 1H NMR (delta ppm, 300-MHz, DMSO-J6) 2.38 (s,~3H), 3.20 (s, 3H), 3.40 (s, 3H); APCI-MS (m/z) 198.30 (M-H). According to the analysis of related databases, 13509-52-9, 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;,
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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. 32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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. category: pyrimidines

To a stirred solution of 2,5 dibromo pyrimidine (0.32 g, 1.332 mmol), obtained from Preparation 44, in toluene (6 imL) was added 6-(tert-butyl-dimethyl-silanyloxy)-naphthalen-2-yl-boronic acid (0.48 g, 1.585 mmol), EtOH (2 ml_), water (1 ml_) and Na2CO3 (0.35 g, 3.33 mmol). Argon was bubbled through the reaction mixture for 30 minutes. Then Pd(PPh3)4 (0.075 g, 0.065 mmol) was added and the mixture was heated in a sealed tube at 90 0C for 16 hours. The solvent was evaporated under vacuum and the reaction mixture was diluted with ethyl acetate (15 ml_). The ethyl acetate layer was filtered through celite then washed with water (10 ml_) and brine (10 ml_). It was then dried over Na2SO4 and evaporated to dryness. The crude mass was purified by column chromatography on silica gel by using ethyl acetate : hexane (1 :9) mixture to give the title compound as a white solid (546 mg).1H NMR (400 MHz, CDCI3): delta= 8.86 (s, 1 H), 8.83 (s, 1 H), 8.40 (d, 1 H), 7.87 (d, 1 H), 7.76 (d, 1 H), 7.31 (s, 1 H), 7.20 (s, 1 H), 7.10 (dd, 1 H), 1.02 (s, 9H), 0.26 (s, 6H). LCMS (System 1 ) (run time = 5 min): Rt = 3.57 min; m/z 415; 417 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 32779-37-6.

Reference:
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 2244-11-3, 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 2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds.5.1.2.12 5-[3-(Biphen-4-yl)-2-oxopropyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (19) 27% Yield, mp 173-5 C (decomp. 150 C). 1H NMR (acetone-d6) delta 10.24 (s, 2H, NH), 7.60-7.67 (m, 2H), 7.43-7.54 (m, 3H), 7.30-7.37 (m, 3H), 7.16-7.19 (m, 1H), 5.80 (s, 1H, OH), 3.30 (s, 2H), 2.14 (s, 2H). Anal. % (C19H16N2O5) calculated: C 64.77, H 4.58, N 7.95; found C 64.47, H 4.27, N 7.67.

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 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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