Pyrimidines

611-08-5 , The common heterocyclic compound, 611-08-5, name is 5-Nitrouracil, molecular formula is C4H3N3O4, 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.

Preparation of 2,4-dichloro-5-nitropyrimidine. 5-Nitrouracil, was treated with phosphorous oxychloride and N, N- [DIMETHYLANILINE,] according to the procedure of Whittaker (J. Chem. Soc. 1951,1565), to give the title compound, which is also available from City Chemical (West Haven, CT).

According to the analysis of related databases, 611-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/99231; (2003); A2;,
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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 113583-35-0 as follows., 113583-35-0

Process for producing 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid (Second method) 10.5 mg (0.0576 mmol) of methyl 6-methylamino-3-hydroxypicolinate, 11.6 mg (0.0532 mmol) of 2-methylsulfonyl-4,6-dimethoxypyrimidine, 8.8 mg (0.637 mmol) of potassium carbonate and 0.5 ml of dry dimethylsulfoxide were mixed. The mixture was stirred at room temperature for 5 hours, and then a 10% potassium hydroxide aqueous solution (corresponding to 90 mg, 0.160 mmol) was added thereto. The mixture was reacted at room temperature for one hour, and then 2.0 ml of water was added to the reaction mixture. Further, 1.0 ml of a 10% citric acid aqueous solution was added thereto, and the mixture was left to stand, whereby crystals precipitated. After being thoroughly precipitated, the crystals were filtered under suction and washed with water. The crystals were dried to obtain 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid. Colorless prism crystals, 13.7 mg (yield: 84.0%)

The chemical industry reduces the impact on the environment during synthesis 113583-35-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5403816; (1995); A;,
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32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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.

Synthesis of Compound 11-3 (0400) To a solution of 11-2 (2.0 g, 10 mmol) in methanol (15 mL) was added CH3ONa (2.16 g, 40 mmol). The resulting mixture was stirred at 70 C. overnight. Methanol was evaporated in vacuum. Water (10 mL) was added carefully to the residue and the mixture was extracted with ethyl acetate (300 mL¡Á3). The combined organic layers were dried over Na2SO4, filtered and concentrated to afford 11-3 as a yellow solid (1.17 g, 60%).

The chemical industry reduces the impact on the environment during synthesis 32779-36-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
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The common heterocyclic compound, 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, 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. 213265-83-9

0.2 g of 4,6-dichloro-5-fluoropyrimidine and 0.41 g of 3,5-dimethylpiperidine (cis/trans diastereomer = about 3/1) were mixed and left for 30 minutes at room temperature. The reaction mixture was subjected to silica gel column chromatography to obtain 0. 1 g of 4-CHLORO-6- (CIS-3, 5-dimethyl piperidino) -5-fluoropyrimidine and 0.05 g of 4-chloro- 6- (TRANS-3, 5-dimethylpiperidino) pyrimidin. cis diastereomer: H-NMR : 0.84 (dd, 1H), 0.93 (d, 6H), 1.64-1. 78 (m, 2H), 1.84-1. 92 (m, 1H), 2.46 (dd, 2H), 4.48 (d, 2H), 8. 11 (s, 1H) trans diastereomer: H-NMR : 0.96 (d, 6H), 1.51 (t, 2H), 1.96-2. 06 (m, 2H), 3.40 (dd, 2H), 3.83 (dd, 2H), 8. 10 (s, 1H)

The synthetic route of 213265-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
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Some common heterocyclic compound, 5750-76-5, molecular formula is C4HCl3N2, 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.5750-76-5

In Scheme 2In the synthesis of Compound 2-5,The starting material 2-fluoronitrobenzene (i.e., compound 2-1)The remaining synthetic methods were the same as those of Scheme 1 of Scheme 1,To give compound 2-5, yield: 33%.In the ice bath conditions,Compounds 2-4 (30.0 g,150 mmol) was dissolved in N, N-dimethylformamide (300 mL)Sodium hydride (7.3 g, 300 mmol) was added slowlyTo the reaction system,Stirred at 0 C for 15 minutes;2,4,5-trichloropyrimidine (33.1 g, 180 mmol) was added dropwise to the reaction system,Room temperature reaction and stirring overnight;The reaction was completed, cooled and poured into 500 mL of water,Extracted with ethyl acetate, dried,Concentrated, silica gel column chromatography,To give compound 2-5 (17.3 g),Yield: 32.0%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5750-76-5.

Reference:
Patent; Hangzhou REX Pharmaceutical Co., Ltd; Wang, Yonghui; Gao, Yujun; Zhou, Juan; Zhu, Yan; Liu, Wandeng; Wang, Dong; Chen, Ximing; Wu, Yaodong; Li, Chunqi; (29 pag.)CN106336382; (2017); A;,
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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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, the common compound, a new synthetic route is introduced below. 302964-08-5

To a reaction flask, charged 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6- methylphenyl)thiazole-5-carboxamide (20 g), N-(2-hydroxyl ethyl) piperazine (36 g) and n- butanol were added and the reaction mixture was refluxed for 3 hours to 4 hours. The resulting mixture was cooled and charged with phosphoric acid (10 g) and refluxed at a temperature of 50C to 60C. The reaction mixture was stirred for 1 hour at a temperature of 50C to 60C. The mixture obtained was then cooled to 25C to 35C and stirred for 1 hour maintaining the temperature. The resulting reaction mixture was then filtered and washed with methanol. To the reaction mixture charged water (400 mL) was added and further cooled at a temperature of 15C to 20C. Liquid ammonia (20 mL) was slowly added to the reaction mixture maintaining the temperature at 15C to 20C. The reaction mixture was stirred for 1 hour to isolate the product, amorphous dasatinib. The product was filtered, washed with water and dried under vacuum.

The synthetic route of 302964-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIPLA LIMITED; COTTRILL, Emily; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; PUPPALA, Ravikumar; JAGANNADHAM, Yellanki; CHENNURU, Ramanaiah; (36 pag.)WO2018/78392; (2018); A1;,
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2380-63-4, Adding a certain compound to certain chemical reactions, such as: 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 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, 2380-63-4, blongs to pyrimidines compound.

IH-pyrazolo[3 4-dJpynmidn4arnine (1 5g 1111 mmol) was suspended in 15 nil of DMF and Nodosuccnmde (1 2 eq 3 0 g 13 34 mmol) added The mixture was heated at 180 0C in the microwave for an hour. EtOH (80 m) was added to the reacUonand a precipitate began to fo rn, hich was aided by sonicaton The preuipitate wasfiltered and Washed with EtOH (x3, 20 ml) and aUowed to dry in an oven at 40 Coveimghtto give a sand cooured soid (2115 g, 8105 mmol 730%) ?H NMR (500MHz, DMS06 13.80 (s, IN), 8.i(s, 1H) 7,796:.44 (m 2H);13C NMR (126 MHz,DM80) 6 157 60 (C) 156 08 CH) 155 04 (C), 102 50 (C), 89 82 (C) MS (ES +ve)[M+H)?: 283.9 (+Na), (ES -ye) [M-Hf: 259.9. 287.8 (+Na).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2380-63-4, its application will become more common.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF EDINBURGH; UNCITI-BROCETA, Asier; FRASER, Craig; O. CARRAGHER, Neil; (146 pag.)WO2016/185160; (2016); A1;,
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113583-35-0, 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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, 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.

Comparative Example 2; Production of 2-cyanomethyl-4,6-dimethoxypyrimidine (the production method of Patent Literature 1); 436 g (2 mol) of 2-methanesulfonyl-4,6-dimethoxypyrimidine and 218 g (2.2 mol) of methyl cyanoacetate were dissolved in 2.0 liters of N,N-dimethylformamide. Thereto was gradually added 304 g (2.2 mol) potassium carbonate at 80C, followed by stirring for 3 hours at the same temperature. The reaction mixture was poured into ice water and the whole mixture was made acidic (pH = 1) using concentrated hydrochloric acid, followed by stirring for 1 hour. The precipitate (crystals) was separated by filtration and washed by water. The hydrated methyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate obtained was suspended in 1.5 liters of dimethyl sulfoxide, followed by stirring for 3 hours at 150C. The reaction mixture was cooled to room temperature and poured into water. The precipitate (crystals) was separated by filtration, water-washed, and dried. 2-Cyanomethyl-4,6-dimethoxypyrimidine was obtained at a 60% 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. 113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ihara Chemical Industry Co., Ltd.; EP2463277; (2012); A1;,
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Pyrimidine – Wikipedia

137281-39-1, 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, the common compound, a new synthetic route is introduced below.

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

Statistics shows that 137281-39-1 is playing an increasingly important role. we look forward to future research findings about 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
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1004-40-6, Adding a certain compound to certain chemical reactions, such as: 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, 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, 1004-40-6, blongs to pyrimidines compound.

General procedure: A mixture of 0.174 g of 3-methyl-1-phenyl-2-pyrazoline-5-one (1, 1.0 mmol), 0.150 g of 4-chlorobenzaldehyde (2,1 mmol), 0.160 g of 6-amino-2-thiouracil (3, 1 mmol) and 9.8 mm3 of piperidine as a catalyst (10%) in 8 cm3 of ethanol in a 100-cm3 round-bottomed flask fitted with areflux condenser was heated with stirring in an oil bath maintained at 80 C. After the complete appearance of the white solid and monitored by TLC, the reaction mixture was cooled to room temperature and resulting solid product was filtered, washed with ethanol to give products 4a-4r.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-40-6, its application will become more common.

Reference:
Article; Bayat, Mohammad; Nasri, Shima; Mohammadali, Mohammad Reza; Monatshefte fur Chemie; vol. 148; 10; (2017); p. 1833 – 1842;,
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