Pyrimidines

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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. A new synthetic method of this compound is introduced below., Quality Control of 4-(4,6-Dichloropyrimidin-2-yl)morpholine

General procedure: A solution of the product from step 2.3 (95 mg, 0.25 mmol), intermediate A (58 mg, 0.25 mmol), xantphos (10 mg, 0.02 mmol), Pd2 dba3 (4.5 mg, 4.95 umol) and Cs2CO3 (121 mg, 0.37 mmol) in dioxane under argon was stirred at 100 C. for 3 h. The mixture was cooled to rt, diluted with EtOAc and extracted with a saturated NaHCO3 solution. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (heptane/EtOAc, 100:0?0:100) to give the title product (85 mg, 56%). tR: 1.54 min (LC-MS 1); ESI-MS: 581.4/583.3 [M+H]+ (LC-MS 1).

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, 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
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Related Products of 2380-63-4 ,Some common heterocyclic compound, 2380-63-4, molecular formula is C5H5N5, 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.

To a suspension of 1H-pyrazolo[3, 4-d]pyrimidin-4-amine (7.5 g, 55.50 mmol) in anhydrous DMF (50 mL) was added N-iodosuccinimide (49 g, 222.0 mmol) portionwise under nitrogen atmosphere. The reaction mixture was heated at 80 C for 2 h. The reaction was monitored by TLC. After completion of reaction, the mixture was cooled to RT and diluted with EtOAc (400 mL). Saturated aq. sodium thiosulfate solution (100 mL) was added, and a precipitate formed. The precipitate was collected by filtration, washed with additional amount of water, diethyl ether and then dried to obtain 14 g of 3-iodo- 1H-pyrazolo[3,4- d]pyrimidin-4-amine as an off-white solid.

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. 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); A1;,
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Reference of 14160-91-9, 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. 14160-91-9, name is 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2O, 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.

Intermediate 44: 4,6-Dichloro-2-methylpyrimidine-5-carbonyl chloride Sulfuryl chloride (0.114 mL, 1.42 mmol) and 2,2′-azobisisobutyronitrile (6.88 mg, 0.04 mmol) were added to a solution of 4,6-dichloro-2-methylpyrimidine-5-carbaldehyde (Intermediate 45; 0.16 g, 0.84 mmol) in CC14 (3 mL). The reaction was heated at reflux for 3 hours then cooled. The rm was injected directly onto a column. The crude product was purified by flash silica chromatography, eluting with DCM. Pure fractions were evaporated to dryness to afford the title compound (0.180 g, 95 %) as a colourless oil. 1H NMR (400 MHz, CDC13) delta 2.77 (3H, s). m/z (ES+) M-COC1-H = 161

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 14160-91-9, 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BIRCH, Alan, Martin; GOLDBERG, Frederick, Woolf; LEACH, Andrew; WO2011/121350; (2011); A1;,
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Reference of 6972-27-6, 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 6972-27-6 as follows.

General procedure: A solution of the above crude N-substituted benzamidine (10.0mmol) in DMF (5 mL) was added dropwise at 0 C to a solution of NaH (20.0 mmol) in DMF (5 mL) and stirred for 30 min. A solution of 1,3-dimethyl-6-chlorouracil (5.0 mmol) in DMF (5 mL) was added dropwise at 0 C and the reaction mixture was stirred at 80 C overnight. Sat. aq NH4Cl (20 mL) was added at 0 C and the mixture was extracted with EtOAc (5 × 10 mL). The combined organic phases were washed with H2O (2 × 10 mL) and brine (1 × 10 mL), and dried (MgSO4). The solvent was removed under reduced pressure and the crude material was purified by silica gel column chromatography to give 1a-e,h,k-o.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6972-27-6, its application will become more common.

Reference:
Article; Shimizu, Maki; Hayama, Noboru; Kimachi, Tetsutaro; Inamoto, Kiyofumi; Synthesis; vol. 49; 18; (2017); p. 4183 – 4190;,
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Related Products of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, 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.

To the solution of compound 6a (10 mmol) and Et3N (24 mmol) in EtOH (50 mL), morpholine (20 mmol) was added dropwise at 0 C. The mixture was stirred at room temperature for 24 h and a white solid was precipitated. Concentrated the reaction mixture to remove EtOH. The residue was dissolved in CH2Cl2, washed with water and brine. The organic layer was concentrated to give the residue, which was purified using flash chromatography (petroleum ether/EtOAc, 7:1) to yield a white solid, yield 78%. 1H NMR (400 MHz, Chloroform-d) delta 5.87 (s, 1H), 3.96-3.18 (m, 16H). 13C NMR (101 MHz, CDCl3) delta 163.54, 160.88, 160.60, 91.19, 66.84 (2CH2), 66.51 (2CH2), 44.44 (2CH2), 44.37 (2CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
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Application of 3001-72-7, 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.3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, molecular weight is 124.1836, as common compound, the synthetic route is as follows.

General procedure: The reaction mixture of azlactones 1a-p (0.2mmol) and DBN (2b, 0.03mL, 0.22mmol) was stirred at room temperature for the appropriate time according to Scheme 2. After completion of the reaction as monitored by TLC (eluent: petroleum ether/ethyl acetate, 4:1), the mixture was extracted with ethyl acetate (3×5mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by silica gel column chromatography (10-35% ethyl acetate in petroleum ether) afforded the products 3ab-pb.

Statistics shows that 3001-72-7 is playing an increasingly important role. we look forward to future research findings about 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine.

Reference:
Article; Parhizkar, Golnaz; Khosropour, Ahmad Reza; Mohammadpoor-Baltork, Iraj; Parhizkar, Elahehnaz; Rudbari, Hadi Amiri; Tetrahedron; vol. 73; 11; (2017); p. 1397 – 1406;,
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Electric Literature of 874-14-6, Adding some certain compound to certain chemical reactions, such as: 874-14-6, name is 1,3-Dimethyluracil,molecular formula is C6H8N2O2, 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 874-14-6.

A mechanically stirred mixture of 3-aminopyrazole (9.38 g, 0.11 mM, 1.0 equiv), 1,3-dimethyluracil (14.7 g, 0.11 mM, 1.0 equiv) and 21percent sodium ethoxide in ethanol (170 mL, 5.0 equiv) was heated to reflux. Within minutes, a heavy precipitate formed. After refluxing for 1 hour, 1,3-dimethyluracil could no longer be detected by thin layer chromatography (tic) (92:8 dichloromethane (dichloromethane):MeOH). The reaction mixture was cooled, filtered, washed with cold ethanol and vacuum dried to give 13.47 g (95percent) of sodium pyrazolo[l,5-alpha]pyrimidin-5-olate. LCMS (ESI) m+H = 136.0; 1H NMR (400 MHz, OMSO-d6) delta: 8.0 (d, 1 H), 7.43 (d, 1 H), 5.65 (d, IH), 5.37 (d, 1 H).

According to the analysis of related databases, 874-14-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; BLANEY, Jeffrey; GIBBONS, Paul A.; HANAN, Emily; LYSSIKATOS, Joseph P.; MAGNUSON, Steven R.; PASTOR, Richard; RAWSON, Thomas E.; ZHOU, Aihe; ZHU, Bing-Yan; WO2010/51549; (2010); A1;,
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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. 1920-66-7, name is 4-Amino-2-chloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 4-Amino-2-chloro-5-nitropyrimidine

To a solution of compound 21-2 (20 g, 114.6 mmol) in EtOH/H2O (4/1, 400 mL) was added iron powder (64 g, 1146 mmol) and NH4Cl (aq., 62 g, 1146 mmol), the reaction solution was stirred at 100 C. for 4 h, followed by filtration. The filter cake was washed with MeOH (10 mL×3) and the filtrate was concentrated to give compound 21-3 (9 g, Yield 54.5%) as yellow solid.

The synthetic route of 1920-66-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
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Synthetic Route of 1032650-41-1 ,Some common heterocyclic compound, 1032650-41-1, molecular formula is C6H3BrClN3, 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 4: Preparation of 7-bromo-4-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine N,N-dimethylformamide (10 mL) and NaH (36 mg) were added to 7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine (147 mg), followed by stirring for 30 mins. Subsequently, methyl iodide was added thereto, and the mixture was heated under stirring at 50C for 2 hrs. Upon completion of the reaction, ethyl acetate was added thereto, and the mixture was washed with water. The resulting compound was dried over anhydrous sodium sulfate, filtered and distilled under reduced pressure to obtain the title compound. 1H NMR (300 MHz, DMSO-d6): delta 8.68(s, 1H), 8.22(s, 1H), 4.11 (s, 3H).

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. 1032650-41-1, 7-Bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup; EP2738174; (2014); A2;,
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Pyrimidine – Wikipedia

Application of 90213-67-5, Adding some certain compound to certain chemical reactions, such as: 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C7H5Cl2N3, 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 90213-67-5.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

According to the analysis of related databases, 90213-67-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia