Pyrimidines

Synthetic Route of 39906-04-2 , The common heterocyclic compound, 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine, molecular formula is C5H5Cl2N3, 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.

Compound 1 (800 mg, 4.48 mmol) and benzenamine (510 mg, 5.44 mmol) were suspended in EtOH/H2O (30 mL, 1:8). Concentrated hydrochloric acid (0.5 mL) was added at room temperature followed by warming reaction to reflux. After stirring for 10 h the reaction was cooled to room temperature and stirred for 6 h. The precipitate was collected on a sintered glass funnel and rinsed with water (10 mL) followed by hexanes (10 mL). After drying in vacuo, Compound 2a (850 mg) was obtained. Yield: 81%; gray solid. MS (EI) m/z (%)=234 (M+).

The synthetic route of 39906-04-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Dan; Sun, Li-Ping; You, Qi-Dong; Tetrahedron; vol. 68; 22; (2012); p. 4248 – 4251;,
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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. 99844-02-7, name is 4-(4-Methoxyphenyl)pyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-(4-Methoxyphenyl)pyrimidin-2-amine

General procedure: The pyrimidine amine 3a-i (1.1 mmol), CuI (1.0 mmol) andanhydrous Cs2CO3 (2.0 mmol) were added to a round bottom flaskalong with magnetic stir bar and closed well with a septum. Theflask was evacuated and back filled with nitrogen gas three times.Dioxane (15 mL), 1-(5-bromo-1H-indol-3-yl)-2-(piperidin-1-yl)ethane-1,2-dione (6) (1.0 mmol) and DMEDA (1.0 mmol) wereadded by syringe at room temperature. The reaction mixture wasstirred at 80 C for 20 h under nitrogen atmosphere and then cooledto room temperature. Concentrated ammonia (4 mL) was added,and the mixture was extracted with ethyl acetate (3 x 20 mL). Thecombined organic layer was concentrated in vacuo, and the residuewas purified by column chromatography on silica gel.

The synthetic route of 99844-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guggilapu, Sravanthi Devi; Lalita, Guntuku; Reddy, T. Srinivasa; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Ramu, Shymala; Brahma, Uma Rani; Lakshmi, Uppa Jaya; Vegi, Ganga Modi Naidu; Bhargava, Suresh K.; Babu, Bathini Nagendra; European Journal of Medicinal Chemistry; vol. 128; (2017); p. 1 – 12;,
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Application of 105742-66-3, Adding some certain compound to certain chemical reactions, such as: 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine,molecular formula is C6H6Cl2N2, 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 105742-66-3.

General procedure: Compound 5 was synthesized as described.33 Compounds 6 and 7were synthesized in our previous work.34 Compounds 4 (5 mmol), 7(5 mmol) and anhydrous potassium carbonate (5 mmol, 0.69 g) wereadded to a mixed solvent of dimethyl formamide (20 mL) and water(10 mL), and then refluxed for 2-4 h. The progress was monitored byTLC. After the reaction was complete, the reaction solution was pouredinto saturated saline and extracted with ethyl acetate (3×80 mL). Theextract was dried, filtered, and the solvent was removed under reducedpressure to give a crude product. Recrystallization from the mixedsolvent of petroleum ether and ethyl acetate gave pure target compoundsO1-17 (Scheme 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. 105742-66-3, 4,5-Dichloro-2,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Ou, Yingcan; Li, Jianming; Yi; Zhang, Ning; Liu, Minhua; Huang, Lu; Ren, Jianwei; Liu, Weidong; Hu, Aixi; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3218 – 3228;,
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Related Products of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H3Cl2N3, 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 well stirred 8-aminoquinoline (1 mmol) indry DMF (5 mL), sodium hydride (1.2 mmol, 60% in mineral oil) was added at 0 C.After 10 min stirring, the corresponding heterocyclic chloro compound (1.2mmol) was added and stirred for 10 min at rt then heated at 60 C for 5-12 h.Upon completion, the reaction mixture was poured into crushed ice and theresulting solid was filtered, washed with water and dried under vacuum. Thesolid was triturated with methanol and dried under vacuum to afford targetcompound as a solid.

According to the analysis of related databases, 57489-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kannan, Murugan; Raichurkar, Anandkumar V.; Khan, Fazlur Rahman Nawaz; Iyer, Pravin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1100 – 1103;,
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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. 4349-07-9, name is 5-Iodopyrimidin-4-ol, the common compound, a new synthetic route is introduced below. name: 5-Iodopyrimidin-4-ol

To a stirred solution containing 7.7 mL (99 MMOL) of DMF and 150 mL of DICHLOROETHANE at 0C was added 12.7 mL (144.6 MMOL) of OXALYL chloride slowly to control vigorous gas evolution. After the evolution of gas had ceased, 10.0 g of iodopyrimidone was added and the reaction mixture was heated at reflux for 3h, then cooled to room temperature and partitioned between water and DICHLOROMETHANE. The organic layers were dried over MGS04 and the solvent was removed under reduced pressure to give 9.6 g (88%) of the title COMPOUND. 1H-NMR (300 MHz, CDCI3) A 8. 89 (s, 1H) and 8.98 (s, 1H) ; ESIMS : 241.1 (M+H)+

The synthetic route of 4349-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16914; (2005); A1;,
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Synthetic Route of 607740-08-9, 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 607740-08-9, name is 4-(3,5-Dibromophenyl)-2,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

In the argon atmosphere,Intermediate A (4.4 g, 21 mmol) synthesized according to the method described in JP-A-2010-180204,Intermediate B (4.7 g, 10 mmol) according to the method described in International Publication No. 2003/080760,(Dibenzylideneacetone) dipalladium (0.37 g, 0.4 mmol)Tri-butyl-tetrafluoroborate (0.46 g, 1.6 mmol)Sodium butoxide (2.7 g, 28 mmol)Anhydrous toluene (100 mL),And heated to reflux for 8 hours.After the reaction solution was allowed to cool to room temperature,Separating the organic layer,The organic solvent was distilled off under reduced pressure.The resulting residue was purified by silica gel column chromatography,The title compound GH-4 (3.6 g, yield 50%) was obtained.

According to the analysis of related databases, 607740-08-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; Ogiwara, Toshinari; Hosokawa, Chishio; (82 pag.)TW2016/38086; (2016); 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. 1209459-32-4, name is 4-(2-Bromopyrimidin-4-yl)morpholine. A new synthetic method of this compound is introduced below., category: pyrimidines

To a microwave vi charged with (S)-2-(3,4-dimethylpiperazin-l-yl)-4-fluoro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)aniline (0.143, 0.410 mmol), 4-(2-bromopyrimidin-4-yl)morpholine (0.150 g ,0.615 mmol), K3P04 (0.174 g, 0.819 mmol) was added dioxane (2 ml) and water (2 ml) and the vial was flushed with nitrogen. Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.0087 g, 0.030 mmol) was added, the vial was sealed, and the mixture heated in a microwave reactor to 110C for 30 minutes. The crude mixture was concentrated onto celite and purified using reverse phase silca gel column chromatography (Water: AcCN gradient 0-100%). The product was dried under vacuum to give the title compound as a brown solid (0.097 g, 61 %); LCMS [M + H]+ 387

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, 1209459-32-4, 4-(2-Bromopyrimidin-4-yl)morpholine.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
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Synthetic Route of 105742-66-3, 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.105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.

General procedure: A mixture of intermediates 8 (5 mmol), (2-phenyloxazol-4-yl)methanamines 4 (5 mmol), and anhydrous potassium carbonate (1.4 g, 10 mmol) were taken in a 1:1 DMF:Water (20 mL) and heated at 80 C for 3-4 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was poured into saturated saline and extracted with ethyl acetate (3 x 50 mL). The combined organic layers was dried over Na2SO4 and removed under reducing pressure to give the crude product. The residue was recrystallized from the mixture of petroleum ether (50 mL) and ethyl acetate (10 mL) to give pure target compounds 9 in 79-86% yield.

Statistics shows that 105742-66-3 is playing an increasingly important role. we look forward to future research findings about 4,5-Dichloro-2,6-dimethylpyrimidine.

Reference:
Article; Zhang, Ning; Huang, Ming-Zhi; Liu, Ai-Ping; Liu, Min-Hua; Li, Li-Zhong; Zhou, Chun-Ge; Ren, Ye-Guo; Ou, Xiao-Ming; Long, Chu-Yun; Sun, Jiong; Dang, Ming-Ming; Lan, Zhi-Li; Chemical Papers; vol. 74; 3; (2020); p. 963 – 970;,
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Synthetic Route of 7627-44-3, Adding some certain compound to certain chemical reactions, such as: 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine,molecular formula is C5H3Cl2IN2, 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 7627-44-3.

A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.50 g, 5.19 mmol), 2,6-difluoro-3,5-dimethoxyaniline (1.08 g, 5.71 mmol) in N,N-diisopropylethylamine (4 mL) was stirred at 80° C. for 2 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel (eluting with 0-40percent EtOAc in DCM) to give 1.70 g desired product. LCMS calculated for C1-3H12Cl2F2N3O2[M+H]+ m/z: 350.0. Found: 350.0.

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. 7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Lu, Liang; Qian, Ding-Quan; Shen, Bo; Yao, Wenqing; (40 pag.)US2016/115164; (2016); A1;,
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Synthetic Route of 14160-93-1, 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 14160-93-1, name is 4-Amino-6-chloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of piperazine-1-carboxylic acid (4-isopropoxy-phenyl)-amide (302.1 mg, 1.15 mmol) and 4-amino-6-chloro-pyrimidine-5-carbaldehyde (157 mg, 1.0 mmol) in DMSO (2 mL) was added DIEA (258.5 mg, 2.0 mmol). The mixture was kept stirring at 100 C. for 2 h and MeONH2.HCl (167 mg, 2.0 mmol) was added. The resulting mixture was heated at 100 C. for 0.5 h. It was diluted with water and extracted with CH2Cl2. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The crude oil was subjected to flash column chromatography on silica gel (EtOAc as eluent) to yield the title compound (45 mg, 11%). 1H NMR (CDCl3) delta 8.19 (s, 1H), 8.12 (s, 1H), 7.21 (d, J=8.93 Hz, 2H), 6.81 (d, J=8.94 Hz, 2H), 6.45 (br, 1H), 4.46 (m, 1H), 3.96 (s, 3H), 3.58 (m, 4H), 3.42 (m, 4H), 1.30 (d, J=6.06 Hz, 6H); LC/MS (ESI) calcd for C20H28N7O3 (MH)+ 414.2, found 414.4.

According to the analysis of related databases, 14160-93-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281755; (2006); A1;,
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