Pyrimidines

Synthetic Route of 114040-06-1, 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 114040-06-1 as follows.

EXAMPLE 13 3-Bromo-5,7-dimethoxypyrazolo(1,5-a)pyrimidine To a solution of 1.2 g of sodium dissolved in 60 ml of methanol was added 6.7 g of 3-bromo-5,7-dichloropyrazolo(1,5-a)pyrimidine. The resulting mixture was stirred at room temperature for 12 hours and was then concentrated under reduced pressure. The residue was then stirred in water and was then filtered. The solid collected was washed with ether and was dried in oven at 50 C. for 12 hours to give 5.24 g of the desired product, m.p. 188-190 C. NMR(CDCl3)delta: 4.05 (s, 3H); 4.14 (s, 3H); 5.7 (s, 1H); and 7.94 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,114040-06-1, its application will become more common.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4838925; (1989); A;,
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Pyrimidine – Wikipedia

Application of 81765-97-1, 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. 81765-97-1, name is 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine, molecular formula is C11H11ClN2S, 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: The different 4-chloro-thieno[2,3-d]pyrimidine (7a-d or f-i) (1 eq.) was suspended in MeOH (5.1mL/mmol eq.) and hydrazine hydrate 80percent in water (2 eq.) and the mixture was refluxed for 5 h. Immediately after, hydrazine hydrate (2 eq.) was added to complete the reaction and the mixture was allowed to reflux for further 3 h. The reaction mixture was then cooled to r.t and placed in a fridge o.n. The resulting precipitate was filtered and crystallised from a solution of 40percent EtOH in water unless otherwise stated.

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 81765-97-1, 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine.

Reference:
Article; Bassetto, Marcella; Leyssen, Pieter; Neyts, Johan; Yerukhimovich, Mark M.; Frick, David N.; Brancale, Andrea; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 31 – 47;,
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Pyrimidine – Wikipedia

Application of 3438-55-9, 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. 3438-55-9, name is 5-Bromo-4-chloro-6-methylpyrimidine. A new synthetic method of this compound is introduced below.

71. The requisite 5-bromo-4-ethoxy-6-methylpyrimidine was prepared from 5-bromo-4-chloro-6-methylpyrimidine via treatment with sodium ethoxide in ethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
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Application of 206564-00-3, Adding some certain compound to certain chemical reactions, such as: 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine,molecular formula is C8H7N3O, 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 206564-00-3.

General procedure: The mixture of 8 (1.0 equiv) and 2-amino-pyrimidine derivatives 4-6 (1.0 equiv) in toluene was heated to reflux. Along with the azeotrope of ethanol and toluene was distilled out of the reaction system continuously, a small amount of fresh toluene was added if necessary. Heating was stopped until the complete consumption of 8 which was indicated by TLC. After the reaction mixture was cooled to room temperature, the forming precipitate was collected by suction filtration and washed with small amounts of toluene and ethyl acetate to afford desired compounds 9-11. They could be further purified on silica gel column chromatography (eluted by acetone with petroleum ether).

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. 206564-00-3, 4-(2-Furyl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
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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.3270-97-1, name is 2,4-Diamino-6-methoxypyrimidine, molecular formula is C5H8N4O, molecular weight is 140.14, as common compound, the synthetic route is as follows.Computed Properties of C5H8N4O

2,4-Diamino-6-chloropyrimidine (17.34 g: 120 mmol) and sodium methoxide (38.9 g) were sequentially added to t-butanol (60 mL) and N-ethylpyrrolidone (30 mL) under a nitrogen gas flow, followed by stirring with heating at 80 C. for 2 hours. The reaction solution was cooled to 60 C., and methyl benzoate (38.9 g: 288 mol) was dropwise added thereto, followed by stirring with heating at 60 C. for 2 hours. The reaction solution was added to a liquid mixture of iced water (130 mL) and concentrated hydrochloric acid (51 mL), followed by heating to 50 C. to completely dissolve the solid component. The organic layer was separated, and methanol (100 mL) and water (100 mL) were added thereto, followed by stirring under ice cooling for 1 hour. The precipitated product was collected by filtration, and the resulting crystals were washed with a poured methanol/water solvent mixture and then water. After ventilation drying at 50 C. for 13 hours, 38 g (yield: 85%) of compound (1-9) was yielded.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3270-97-1, 2,4-Diamino-6-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; YAMAMOTO, Aiko; TANAKA, Satoshi; NIORI, Teruki; NAGURA, Masato; NORO, Masaki; YOSHIDA, Aiko; FUKAGAWA, Nobutaka; KUWAYAMA, Yasukazu; (89 pag.)US2016/159750; (2016); A1;,
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Pyrimidine – Wikipedia

Application of 81765-97-1, 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. 81765-97-1, name is 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine, molecular formula is C11H11ClN2S, 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: To a solution of compound 4 (0.65 mmol) or compound 27, compound 5 (0.73 mmol) and sodium bicarbonate (1.30 mmol) in DMSO (5 mL) was stirred at 80 C for 16 h. The mixture was extracted with ethyl acetate. The extract was washed with saline and the solvents were removed in vacuo. The crude product was purified by silica gel chromatography using cyclohexane-ethyl acetate(25:1) as eluate to give compound 6-13 or compound 28 (63% yield) as white solid. 2-Methyl-4-((1-phenyl-1H-tetrazol-5-yl)thio)-5,6,7,8-tetrahydrobenzo [4,5]thieno[2,3-d]pyrimidine (6). Yield=36%; 1H NMR (500 MHz, CDCl3) delta 7.63 (dt, J=8.4, 3.6 Hz, 2H), 7.55-7.44 (m, 3H), 3.04 (t, J=4.8 Hz, 2H), 2.86 (d, J=5.2 Hz, 2H), 2.45 (s, 3H), 1.99-1.88 (m, 4H), 1.28 (s, 1H). 13C NMR (126 MHz, CDCl3) delta 167.74 (s), 161.14 (s), 155.98 (s), 146.50 (s), 137.61 (s), 134.23 (s), 130.44 (s), 129.40 (s), 125.90 (d, J=14.9 Hz), 124.53 (s), 29.70 (s), 26.07 (s), 25.72 (s), 25.21 (s), 22.42 (d, J=12.8 Hz). ESI-MS m/z: 381.2 [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 81765-97-1, 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine.

Reference:
Article; Lao, Chuyu; Zhou, Xiaoqing; Chen, Huanpeng; Wei, Fengjiao; Huang, Zhaofeng; Bai, Chuan; Bioorganic Chemistry; vol. 90; (2019);,
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Pyrimidine – Wikipedia

Electric Literature of 87591-84-2, Adding some certain compound to certain chemical reactions, such as: 87591-84-2, name is 2-(Chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one,molecular formula is C10H9ClN2O, 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 87591-84-2.

A solution of 1H-benzo[d]imidazole (60.0 mg, 0.508 mmol), 2-(chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (CAS 87591-84-2, 74.7 mg, 0.358 mmol), and powdered potassium carbonate (106.3 mg, 0.769 mmol) in DMF (2.50 mL) was stirred in a sealed tube at room temperature for 64 hours. The solution was diluted with methanol to 5 mL, filtered, and purified by reverse-phase HPLC to give 9 (79.8 mg, 54%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.43 (s, 3 H) 5.49 (s, 2 H) 5.99 (s, 1 H) 7.18 – 7.25 (m, 3 H) 7.46 (s, 1 H) 7.53 – 7.58 (m, 1 H) 7.66 – 7.70 (m, 1 H) 8.36 (s, 1 H) 8.81 (d, J=7.33 Hz, 1 H). HRMS: [M+H]+ calc. 291.124038, found 291.124138, error 0.34 ppm.

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. 87591-84-2, 2-(Chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Chuangxing; Linton, Angelica; Jalaie, Mehran; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Greasley, Samantha; Richardson, Paul; Maegley, Karen; Hickey, Michael; Li, John; Wu, Xin; Ji, Xiaodong; Xie, Zhi; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3358 – 3363;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 25746-87-6, 4-Dimethoxymethylpyrimidine, 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, 25746-87-6, blongs to pyrimidines compound. name: 4-Dimethoxymethylpyrimidine

c) Pyrimidine-4-carbaldehyde A solution of 4-dimethoxymethyl-pyrimidine (30.6 g, 199 mmol) in water (235 mL) and concentrated sulfuric acid (2.9 g, 30 mmol) was heated at 60 C. for 24 h. After cooling to room temperature the pH was set to 8 with saturated aqueous sodium hydrogen carbonate solution. The mixture was then extracted overnight in a continuous extraction (Keberle) for 48 h with chloroform. The chloroform extract was then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, dichloromethane_methanol=1:0 to 95:5) afforded the title compound (8.1 g, 26%) which was obtained as a brown oil. MS: m/e=108.0 [M]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25746-87-6, its application will become more common.

Reference:
Patent; Buettelmann, Bernd; Jakob-Roetne, Roland; Knust, Henner; Thomas, Andrew; US2009/143385; (2009); A1;,
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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. 56621-91-1, name is 5-Amino-2-bromopyrimidine, 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. HPLC of Formula: C4H4BrN3

To a solution of 2-bromopyrimidin-5-amine (3.0 g, 23 mmol) in fert-BuOH (46 mL) was added Boc20 (8.0 mL, 34 mmol). The reaction was stirred at 60 C for two days, after which additional Boc20 (8.0 mL, 34 mmol) was added and the reaction was kept at 60 C for two days. Upon completion, the solvent was evaporated in vacuo and the residue was purified by flash chromatography (MPLC, 10-100% EtOAc-hexanes) to give terr-butyl (2-bromopyrimidin- 5-yl)carbamate.LRMS (ESI) calc’d for C9H13BrN302_[M+H]+: 274, Found: 274

With the rapid development of chemical substances, we look forward to future research findings about 56621-91-1.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YOUNG, Jonathan; CZAKO, Barbara; ALTMAN, Michael; GUERIN, David; MARTINEZ, Michelle; RIVKIN, Alexey; WILSON, Kevin; LIPFORD, Kathryn; WHITE, Catherine; SURDI, Laura; CHICHETTI, Stephanie; DANIELS, Matthew, H.; AHEARN, Sean, P.; FALCONE, Danielle; OSIMBONI, Ekundayo; WO2011/84402; (2011); A1;,
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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. 114969-66-3, name is 5-Bromo-4-cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2BrN3

GENERAL PROCEDURE B: Amination of Heteroaryl Halides; i) BOC-Piperazine (2.4 mmol), 5-bromopyrimidine-4-carbonitrile (2 mmol), potassium carbonate (2.8 mmol), 2-dicyclohexylphosphino-2′,4′,6’triisopropyl-biphenyl (0.16 mmol), and tris(dibenzylideneacetone)dipalladium(0) (0.04 mmol) were dissolved in NMP (N-Methylpyrrolidinone) (5 mL) and stirred for 10 min at 200 C. The cooled mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried, filtered and concentrated, then chromatography in 20-50% ethyl acetate in hexane yielded the desired BOC-protected intermediate. Note: The same procedure was used to prepare tert-butyl 4-(5-cyanopyrazin-2-yl)piperazine-1-carboxylate from 5-bromopyrazine-2-carbonitrile except that the reaction was carried out in DMF for 4 h. at 85 C.

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, 114969-66-3, 5-Bromo-4-cyanopyrimidine.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/37820; (2007); A1;,
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Pyrimidine – Wikipedia