Pyrimidines

Synthetic Route of 3073-77-6, Adding some certain compound to certain chemical reactions, such as: 3073-77-6, name is 2-Amino-5-nitropyrimidine,molecular formula is C4H4N4O2, 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 3073-77-6.

Synthesis of I-5 Into a 1-L round-bottom flask, was placed 5-nitropyrimidin-2-amine (30 g, 214.13 mmol, 1.00 equiv), methanol (400 mL), Palladium carbon (12 g). The resulting solution was stirred overnight at room temperature in a hydrogen bath. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 20 g (85%) of pyrimidine-2,5-diamine as a light brown solid.

According to the analysis of related databases, 3073-77-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; LIANG, Fang; MISHRA, Pranab Kumar; MOLTENI, Valentina; NAGLE, Advait Suresh; SUPEK, Frantisek; TAN, Liying Jocelyn; VIDAL, Agnes; US2014/275119; (2014); A1;,
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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. 1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4Cl4N2

(4.408 mmol) of 4- (10H-phenoxazin-10-yl) phenylboronic acid were successively added,(0.92 mmol) of 2,4,5,6-tetrachloropyrimidine,103 mg (0.46 mmol) of palladium acetate,241 mg (0.92 mmol) of triphenylphosphine as well1.17 g (11.04 mmol) of anhydrous potassium carbonate was added100ml three-mouth flask,Then, 50 mL of ethylene glycol dimethyl ether was added as a reaction solvent,Air was removed and refluxed for 24 h.After completion of the reaction, the reaction solvent was distilled off under reduced pressure, and the mixture was extracted three times with DCM and then dried by passing through a column.To give 0.38 g of a yellow solid,Yield 38.6%.

The synthetic route of 1780-40-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dalian University of Technology; Liu, Di; Zhang, Dan; (16 pag.)CN106243086; (2016); A;,
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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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1211443-61-6

50 mL two neck-flask was charged with 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d] pyrimidine-6-carboxamide(835 mg, 2.85 mmol), 2-amino-5-(4-(tertbutoxycarbonyl)piperazin-1-yl) pyridine 1-oxide (840 mg,2.85 mmol), Palladium diacetate(16 mg, 0.071 mmol),BINAP (89 mg, 0.143 mmol), cesium carbonate (1.39 g,4.3 mmol) and 1,4-dioxane (20 mL) and stirred at 100 Cunder inert atmosphere overnihgt. The reaction mixture wasconcentrated and purified by column chromatography toafford the title compound 7 (1.1 g, 68%) as tan solid. 1HNMR (400 MHz, Chloroform-d) delta 9.63 (s, 1H), 8.73 (d, J= 1.3 Hz, 1H), 8.65 (d, J = 9.4 Hz, 1H), 7.95 (d, J = 2.3 Hz,1H), 7.05 (dd, J = 9.5, 2.5 Hz, 1H), 6.46 (d, J = 1.3 Hz,1H), 4.86-4.72 (m, 1H), 3.59 (t, J = 5.0 Hz, 4H), 3.15 (s,6H), 3.06 (t, J = 5.0 Hz, 4H), 2.66-2.43 (m, 2H), 2.15-1.96(m, 4H), 1.85-1.64 (m, 2H), 1.48 (s, 9H). 13C NMR(101 MHz, CDCl3) delta 163.83, 154.53, 153.19, 151.76,151.55, 141.72, 139.75, 132.98, 126.73, 118.85, 113.68,113.18, 100.74, 80.24, 58.01, 49.49, 39.42, 35.20, 30.20,28.41, 24.61.

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, 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Guo, Qingxiang; Li, Yongtao; Zhang, Chao; Huang, Zhi; Wang, Xin; Nie, Yongwei; Li, Yao; Liu, Yanhua; Yang, Shengyong; Xiang, Rong; Fan, Yan; Medicinal Chemistry Research; vol. 27; 6; (2018); p. 1666 – 1678;,
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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 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

2-oxa-6-thiospiro [3.3] heptan-6-oxalate oxalate (55,359 mg, 1.02 mmol) was added to a solution of 2- ((6-chloro-2-methyl Yl) amino) -n- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,200 mg, 0.51 mmol) and N, N-diisopropylethylamine (0 (35 mL), 2.04 mmol) in 1,4-dioxane (5 mL), heated to reflux, reacted overnight, and TLC monitored the disappearance of the starting material. The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 4%). 1

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 89466-42-2, 4-Chloro-6-methoxy-2-(methylthio)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, HPLC of Formula: C6H7ClN2OS, blongs to pyrimidines compound. HPLC of Formula: C6H7ClN2OS

(2) Synthesis of Compound III-29 from the intermediate The compound (IV-29) (19.0 g, 0.100 mol) which was the intermediate obtained in the step (1) above, was dissolved in acetic acid (200 ml), then 31% aqueous hydrogen peroxide (25.2 g, 0.100*2.3 mol) was added, and the solution was heated to 100 C. while stirring. After stirred for 2 hours, the reaction solution was poured into water and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and filtered, and thereafter, the solvent was distilled off to obtain a crude product (20.0 g), which was then purified on silica gel column chromatography (Wakogel C300, 300 ml, ethyl acetate/hexane=400 ml/400 ml) to obtain the compound (III-29) as a white crystalline product from the fraction of 300 ml to 600 ml. Yield: 11.5 g. m.p. 68 to 74 C. 1 H-NMR (60 MHz, CDCl3, delta): 3.30(3H,s), 4.07(3H,s), 6.87 (1H,s).

The synthetic route of 89466-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5599770; (1997); 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below., category: pyrimidines

P-Toluenesulfonic acid hydrate (22.73 g, 119.5 mmol)Was added to a solution of 3- (2-chloropyrimidin-4-yl) -1-methyl-indole (Intermediate 20, 24.27 g, 99.58 mmol)And 4-fluoro-2-methoxy-5-nitroaniline (Intermediate 22, 18.54 g, 99.58 mmol)In a mixture of 2-pentanol (500 mL).The resulting mixture was stirred at 105 C for 2.5 hours.Then cooled to room temperature.The resulting precipitate was collected by filtration,Washed with 2-pentanol (50 mL), dried under vacuum,Some of the desired product was obtained as a yellow solid. The filtrate was cooled,The resulting precipitate was collected by filtration,Washed with 2-pentanol (10 mL).The two batches were combined and ground with CH? CN to obtain a solid,The solid was collected by filtration, dried under vacuum,The title compound was obtained as a yellow solid (37.4 g, 95%).

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, 1032452-86-0, 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole.

Reference:
Patent; Jiao Yuqi; (53 pag.)CN107043369; (2017); A;,
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Pyrimidine – Wikipedia

Reference of 51940-64-8, Adding some certain compound to certain chemical reactions, such as: 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate,molecular formula is C7H6Cl2N2O2, 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 51940-64-8.

1.58 g (7.18 mmol) in ACN was added 920 mg (8.6 mmol) p-toluidine and ~2 mL DIE A. The reaction was stirred at room temperature for ~1 hour. The ACN was removed in vacuo until solid precipitated. At this point water (-50 mL) was added and the solid was filtered. The solid (B6.2) was dried and massed to be 1.85 g (89% yield). To 1.01 g (3.47 mmol) of B6.2 in a 50/50 mixture of THF/H20 was added 4.16 mmol of LiOH in H20 (1.2 eq). The reaction was stirred at room temperature for 30 minutes and then was acidified to pH~2 with 1 M HCl (aq). The volatiles were removed and the resulting solid was filtered to give 613 mg B6.2. To B6.2 in DMF was added 662 mg HOBt H20 and 708 mg EDC HCl. After stirring for 2 hours and additional 0.5 eq of EDC HCl was added. The reaction was stirred for 1 hour and then NH3 in dioxane (excess) was added. The reaction was stirred for 45 minutes and then the dioxane was removed in vacuo. Water was added which led to a precipitate. The solid (B6.3) was filtered, washed with water and dried. To -200 mg B6.3 in ~2 mL NMP and 0.3 mL DIEA was added 240 mg (S)-tert-butyl 1 -aminopropan-2-ylcarbamate. The reaction mixture was stirred at 90C for 2 hours and was then cooled. Water was added, solid precipitated and was filtered. Similar to Scheme 2 (example 73), a Boc-deprotection utilizing DCM/TFA afforded the title compound. MS found for C15H2ON6O as (M+H)+301.2.

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. 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
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Pyrimidine – Wikipedia

Reference of 1224944-77-7, 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 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Into a 50 mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen were placed a solution of ethyl 5-chloropyrazolo1,5-a]pyrimidine-3-carboxylate (300 mg, 1.33 mmol) in N,N-dimethylformamide (20 mL), tert-butyl N-(prop-2-yn-1-yl)carbamate (408 mg, 2.63 mmol), triethylamine (1.8 mL), copper (I) iodide (24 mg, 0.13 mmol), and Pd(PPh3)2Cl2 (47.1 mg, 0.07 mmol). The resulting mixture was stirred for 5 h at room temperature. After concentrated under vacuum, the residue was treated with 30 mL of ethyl acetate. The resulting mixture was washed with 3 x20 mL of water and 2 x 20 mL of sat. ammonium chloride. The organic phase was dried over sodium sulfate, concentrated, and filtered under reduced pressure. This resulted in ethyl 5-(3-[[(tert-butoxy)carbonyl]amino]prop-1-yn-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate as an oil.

According to the analysis of related databases, 1224944-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; CHILDERS, Matthew, L.; GIBEAU, Craig, R.; HO, Ginny Dai; TSUI, Honchung; (80 pag.)WO2016/144844; (2016); A1;,
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.131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, molecular weight is 320.73, as common compound, the synthetic route is as follows.Formula: C15H13ClN2O4

In this example, a trimethylamine solution in water with the amount of 15 mol % of methyl (E)-2-[2-[6-chloropy-rimidin-4-yloxy]phenyl]-3-methoxyacrylate was used as a catalyst to synthesize azoxystrobin. The specific preparation method was:150 g of toluene, 80.99 g (0.25 mol, 99%) of methyl (E)-2-[2-[6-chloropyrimidin-4-yloxy]phenyl]-3-methoxy-acrylate, 33.09 g (0.275 mol, 99%) of 2-cyanophenol, 27.88 g (0.2 mol, 99%) of potassium carbonate and 8.96 g (0.0375 mol, having a concentration of 33%) of trimethylamine solution in water were added sequentially into a 500 mL reaction flask, stirred, heated to 80 C. and incubated for 4h. When the reaction was completed, 100 g of water was added. Layers were separated to obtain 247.34 g of a toluene solution of azoxystrobin, with a content of 41.21% (w/w), which is 98.94% of the theoretical value.The post-processing was performed as Example 1 toprovide 98.92 g of azoxystrobin with a content of 98.43%and a yield of 96.55%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; CAC NANTONG CHEMICAL CO., LTD; Yang, Binglian; Wang, Haishui; Xie, Simian; Tian, Xiaohong; Xu, Jiwang; (8 pag.)US10189793; (2019); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6153-44-2, Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-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, COA of Formula: C6H6N2O4, blongs to pyrimidines compound. COA of Formula: C6H6N2O4

To methyl 2,6-dioxo-l,2,3,6-tetrahydropyrimidine-4-carboxylate (900 mg, 5.29 mmol) was added DMF (17 mL). The mixture was cooled with an ice bath and lithium hydride (66.4 mg, 7.94 mmol) was then added in portions. The mixture was stirred for 20 minutes and ((chloromethoxy)methyl)benzene (0.899 mL, 5.82 mmol) in DMF (3 mL) was then added slowly via syringe. The mixture was stirred a 00C for 30 minutes. Lithium hydride (66.4 mg, 7.94 mmol) was then added in portions and stirred for 10 minutes. Sodium iodide (793 mg, 5.29 mmol) and l-(2-chloroethyl)-l/f-pyrazole (829 mg, 6.35 mmol) were added in portions and then stirred at 00C for 30 minutes. The ice bath was removed. The mixture was stirred at room temperature for 4 hours and then heated to 500C with stirring for 3 days. The reaction mixture was cooled to room temperature. Water (25 mL) and methanol (25 mL) were added and the solvents were evaporated under vacuum at 65°C to give a residue, which was partitioned between IN NaOH (75 mL) and diethyl ether (50 mL). The organic layer was separated and the aqueous layer was washed with diethyl ether (2 x 50 mL). The aqueous layer was then acidified to pH=3 with IN HCl and then extracted with n-BuOH (5 x 100 mL). The organic layers from the n-BuOH extraction were combined and the solvent was evaporated under vacuum to give a residue which was purified by HPLC (40percent ACN in water containing 0.05percent TFA) to give the title compound. MS [M+H] found 371.

The synthetic route of 6153-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FENG, Jun; KEUNG, Walter; LARDY, Matthew; WO2010/129848; (2010); A2;,
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