Pyrimidines

Synthetic Route of 3680-69-1, 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 3680-69-1 as follows.

Step 1: (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.651 mmol) was dissolved in tetrahydrofuran (5 mL). After cooling to 0 C., the reaction mixture was added to sodium hydride (60% in mineral oil, 52 mg, 1.30 mmol). 10 minutes later, chloromethyl pivalate (0.19 mL, 1.30 mmol) was added at 0 C. After stirring for 1.5 hours at room temperature, the reaction mixture was added to saturated ammonium chloride aqueous solution. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried with magnesium sulfate, and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, EA_Hx=1:4) yielded (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate (170 mg, 0.635 mmol) as white solid. MS m/z [M+1] 268.01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; Korea Institute of Science and Technology; US2012/271048; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1224944-77-7, Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-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, 1224944-77-7, blongs to pyrimidines compound. Quality Control of Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

[0347] Step 4: To a solution of 5-Chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (100 mg, 0.44 mmol) and 11-iD (110 mg, 0.41 mmol) in anhydrous THF (5.0 mL) at – 78C, NaH (60%, 17 mg, 0.44 mmol) was added. The mixture was allowed to warm to rt and stilTed for 8 hours until a good amount of desired product was formed. The mixture was then diluted with water/ice and extracted with DCM (3×20 mL). The organic layer was dried over Na2SO4, concentrated and purified by silica gel column chromatography to afford 1 1-1E as a yellow liquid (20 mg, 0.045 mmol, 6%), which is used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224944-77-7, its application will become more common.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; WO2015/112806; (2015); A3;,
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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.4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.Application In Synthesis of 4,6-Dichloro-5-methylpyrimidine

Preparation of 5-(6-Chloro-5-methylpyrimidin-4-yl)-1 -methyl-1 ,4,5,6- tetrahvdropyrrolor3,4-clpyrazole1-Methyl-1 ,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis-hydrochloride salt (2.00 g, 10.2 mmol) and 4,6-dichloro-5-methylpyrimidine (1 .66 g, 10.2 mmol) were suspended in tetrahydrofuran (51 ml.) at room temperature. To this was added triethylamine (4.41 ml_, 31.6 mmol), which caused cloudiness in the mixture and led to a brown solid sticking to the flask walls. This mixture was stirred at room temperature for 4 hours and then heated 50 degrees Celsius for an additional 19 hours. The reaction mixture was cooled to room temperature and diluted with water (100 ml_). This mixture was extracted with ethyl acetate (3 x 100 ml_). The organic extracts were pooled, washed with brine, dried over sodium sulfate, and filtered. The filtrate was reduced to dryness under vacuum to yield the title compound as a light brown solid (1.95 g, 78%), which was used in the next step without further purification. 1 H NMR (500 MHz, deuterochloroform) delta 2.54 (s, 3 H) 3.88 (s, 3 H) 4.90 (app. d, J=3.66 Hz, 4 H) 7.28 (s, 1 H) 8.29 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-97-6, 4,6-Dichloro-5-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton; WO2011/61679; (2011); A1;,
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Application of 129872-81-7, 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. 129872-81-7, name is 2,4-Dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

4-(2-Chloro-5-methyl-5H-pyrrolo[3,2-Patent; VALEANT RESEARCH & DEVELOPMENT; WO2006/122003; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., category: pyrimidines

Synthesis of 1-isopropyl-3-(2,3-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA65); A solution 2,3-dimethoxyphenylboronic acid (105 mg, 0.58 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (70 mg, 0.23 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by silica gel column chromatography [MeOH-CH2Cl2, 2:98] to yield BA65 (63 mg, 88% yield). ESI-MS (M+H)+ m/z calcd 314.1, found 314.1.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, 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. category: pyrimidines

General procedure: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

With the rapid development of chemical substances, we look forward to future research findings about 1004-38-2.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
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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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, 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. name: 2,4-Dichloro-5-fluoropyrimidine

[0639] Synthesis of 2-chloro-5-fluoropyrimidine: [0640] To a stirred solution of 2, 4-dichloro-5-fluoropyrimidine (1 g, 5.98 mmol) in THF (10 mL) under argon atmosphere was added zinc (1.13 g, 17.96 mmol) at room temperature, heated to 70 C; then added acetic acid (0.36 mL, 5.98 mmol) and stirred for 6 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 10% EtOAc/ Hexanes to afford 2-chloro-5-fluoropyrimidine (280 mg, 35%) as colorless liquid. [0641] 1H-NMR (CDCls, 400 MHz): delta 8.52 (s, 2H); LC-MS: 90.01%; 133.1 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 1.29 min. 0.05% TFA (aq.): ACN; 0.8 mL/min); TLC: 10% EtOAc/ Hexanes (R/. 0.5).

With the rapid development of chemical substances, we look forward to future research findings about 2927-71-1.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 26452-81-3, 4-Chloro-6-methoxypyrimidine, 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: C5H5ClN2O, blongs to pyrimidines compound. HPLC of Formula: C5H5ClN2O

10761] Under nitrogen atmosphere, the compound Cl (500 mg, 3.46 mmol was dissolved in DME (10 mE). 2-chloro- 3-(trifluoromethyl)phenyl boronic acid (1.164 g, 5.19 mmol), 2 mol/L aqueous solution of sodium carbonate (5.19 mE, 10.38 mmol) and PdC12 (dppf)(282 mg, 0.346 mmol) were added to the solution. The mixture was stirred at 90° C. for 1 hour. After cooled to room temperature, water was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed by brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by colunm chromatography (chloroform-methanol) to afford the compound C2 (600 mg, yield 60percent).10762] MS (mlz): 289 [(M+H)]

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; TANAKA, Satoru; OGAWA, Tomoyuki; OGATA, Yuki; FUJITA, Masahide; (89 pag.)US2016/318916; (2016); 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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. Recommanded Product: 3764-01-0

Under nitrogen atmosphere, 2,4,6-trichloropyrimidine (40.0g, 0.218mol) and phenylboronic acid (26.6g, 0.218mol) completely dissolved in 250mL of tetrahydrofuran, was added 2M aqueous potassium carbonate solution (125mL) and tetrakis(triphenylphosphine)palladium (7.6g, 6.5mmol) then heated and stirred for 5 hours. The temperature was lowered to room temperature, the aqueous layer is removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and treated with a column with 1:3 ratio of tetrahydrofuran and hexane to prepare the compound 6-A (40g, yield: 82%).

With the rapid development of chemical substances, we look forward to future research findings about 3764-01-0.

Reference:
Patent; LG Chem, Ltd.; Xu, Dongxu; Li, Dongxun; Li, Xiangbin; Zhang, Junqi; Jin, Xingzhao; (67 pag.)CN105579445; (2016); A;,
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.319442-19-8, name is Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyrimidine-2-carboxylate, molecular formula is C9H8N2O3S, molecular weight is 224.24, as common compound, the synthetic route is as follows.SDS of cas: 319442-19-8

General procedure: A mixture of compound 6a (240 mg, 4.00 mmol) and 3-methoxybenzylamine (138 mg, 1.00 mmol) in DMF (3 mL) washeated at 90 C for 5 h. The reaction mixture was concentratedunder reduced pressure. The residue was diluted with ethyl acetate,washed with brine, dried over anhydrous Na2SO4 and concentratedunder reduced pressure. The crude product was purified bypreparative HPLC and crystallized from ethanol-diethyl ether togive 7a as a beige powder (88.5 mg, 42%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,319442-19-8, Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Nara, Hiroshi; Sato, Kenjiro; Naito, Takako; Mototani, Hideyuki; Oki, Hideyuki; Yamamoto, Yoshio; Kuno, Haruhiko; Santou, Takashi; Kanzaki, Naoyuki; Terauchi, Jun; Uchikawa, Osamu; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5487 – 5505;,
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Pyrimidine – Wikipedia