Day: March 8, 2021

Synthetic Route of 35265-83-9, 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. 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, molecular formula is C7H4Cl2N2S, 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.

Reference Example 23 4-Diallylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine In DMF was dissolved 1.50 g (6.8 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 1.56 g (16.1 mmol) of diallylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane= 1:15) to give 1.17 g (yield: 61.1%) of the title compound. NMR (delta, CDCl3): 2.41 (3H, s), 4.38 (4H, d, J=5 Hz), 5.19-5.26 (4H, m), 5.87-6.00 (2H, m), 7.38 (1H, s)

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 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
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. 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C7H5ClN2S

General procedure: Compounds 9-12 or 22-24 (1 equiv.) and corresponding chorides (1.2 equiv.) in AcOH/H2O:1/1 (20ml) were heated to 50C. When TLC analysis showed the complete conversion of the starting material, sodium hydroxide (2 equiv.) was added to the mixture. Then, the reaction mixture was extracted with ethyl acetate. After removal of the solvent, compounds 33-43 were purified by column chromatography and the corresponding compounds were obtained. Compounds 25-32 were used without further purification.

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, 56843-79-9, 4-Chloro-2-methylthieno[2,3-d]pyrimidine.

Reference:
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 42754-96-1, 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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.

Compound IA (50mg, 0.27 mmol) and aniline (25 mul, 0.27 mmol) were stirred in 1 ml of dry dioxane overnight. The precipitation was filtrated and washed by dioxane (5 ml) to provide Compound 6A (20 mg, 31% yield) as a crude product which was used in the next reaction without further purification.

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 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
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.2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, molecular weight is 211.43, as common compound, the synthetic route is as follows.Application In Synthesis of 2,4-Dichloro-5-pyrimidinecarbonyl chloride

A solution of 2,4-dichloropyrimidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 raL, 14,4 mmol) slowly at 0 C under nitrogen. After 30 mm, hex-5-yn-1-amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added dropwise to a solution of 6-azidohexan-1-amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; KIREEV, Dmitri; LIU, Jing; MCIVER, Andrew Louis; WO2014/85225; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1044145-59-6, 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.1044145-59-6, name is (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

step 2: Manganese (IV) oxide (137.4 g, 1.58 mol) was added to a solution of (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol (30.0 g, 0.158 mol) in DCM (1.5 L). The reaction was stirred overnight, filtered through CELITE, and the filtrate was concentrated in vacuo to give the crude product 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde as a white solid. The crude product was purified by SiO2 chromatography eluting with PE/EA (10:1) to afford pure 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde (21.0 g, 74.1%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 10.31 (s, 1H), 8.87 (s, 1H), 2.64 (s, 3H); MS: 189 [M+H]+.

Statistics shows that 1044145-59-6 is playing an increasingly important role. we look forward to future research findings about (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol.

Reference:
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51940-64-8, 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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.

A solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in , 0.29 g, 1.31 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in , 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 mL, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil. LRMS (m/z): 325 (M+1)+. 1H-NMR delta (CDCl3): 1.41 (t, 3H), 1.58 (d, 3H), 4.39 (q, 2H), 5.42 – 5.55 (m, 1H), 7.31 (dd, 1H), 7.39 (dd, 1H), 8.49 (d, 1H), 8.69 (s, 1H), 9.37 (d, 1H).

Statistics shows that 51940-64-8 is playing an increasingly important role. we look forward to future research findings about Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; EP2554544; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 58536-46-2, Adding some certain compound to certain chemical reactions, such as: 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine,molecular formula is C22H15BrN2, 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 58536-46-2.

General procedure: After completely dissolving a compound represented by Chemical Formula E1-P2 (7.8 g, 13.9 mmol) and a compound represented by Chemical Formula E1-A (3.7 g, 13.9 mmol) in tetrahydrofuran (THF) (70 mL), potassium carbonate (5.8 g, 41.8 mmol) dissolved in water (40 mL) was added thereto. After introducing tetrakistriphenyl-phosphinopalladium (0.5 g, 0.418 mmol) thereto, the result was stirred for 8 hours with heating. After lowering the temperature to room temperature, the reaction was terminated, and then the potassium carbonate solution was removed to filter white solids. The filtered white solids were washed twice each with THF and ethyl acetate to prepare a compound represented by Chemical Formula E1 (6.5 g, yield 70%). MS[M+H]+=665

According to the analysis of related databases, 58536-46-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG CHEM, LTD.; HEO, Dong Uk; LEE, Dong Hoon; HUH, Jungoh; JANG, Boonjae; HAN, Miyeon; YANG, Junghoon; YUN, Heekyung; (301 pag.)US2020/48230; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89392-03-0, 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.89392-03-0, name is Phenyl (4,6-dimethoxypyrimidin-2-yl)carbamate, molecular formula is C13H13N3O4, molecular weight is 275.26, as common compound, the synthetic route is as follows.

As shown in the above reaction scheme, 6-ethyl-2-methylimidazo[1,2-b]pyridazin-3-sulfonamide (0.60 g, 2.50 mmol) and phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (0.76 g, 2.76 mmol) were suspended in acetonitrile (10 ml) and stirred under ice-cooling, during which DBU (0.46 g, 3.02 mmol) was added thereto. The temperature of the reaction solution was increased to room temperature, and the mixture was stirred at the same temperature for 4 hours. The reaction solution was poured into ice-water (150 ml) and adjusted to pH 3 with conc. hydrochloric acid. The reaction mixture was stirred at room temperature for 5 minutes, and the precipitated crystals were washed with water, acetonitrile and diethyl ether in this order, and collected by filtration. The crystals were dried under reduced pressure to give the title compound as colorless crystals. The yield was 0.55 g (52%), and the melting point was 172 to 174C.1H NMR(DMSO-d6, deltappm):1.02(3H, t, J=7.5Hz), 2.64(3H, s), 2.69(2H, q, J=7.5Hz), 3.97(6H, s), 6.03(1H, s), 7.44(1H, d, J=9.4Hz), 8.15(1H, d, J=9.4Hz), 10.56(1H, s), 13.21(1H, brs).

The chemical industry reduces the impact on the environment during synthesis 89392-03-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1466527; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 213265-83-9, name is 4,6-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. Safety of 4,6-Dichloro-5-fluoropyrimidine

Methyl (piperidin-4-yl-oxy)acetate hydrochloride (151 mg) and N,N-diisopropylethylamine (0.60 mL) were sequentiallyadded to a mixture of 4,6-dichloro-5-fluoropyrimidine (120 mg) and NMP (1.8 mL), and then the reactionmixture was stirred at 80C for 2 hours. The reaction liquid was diluted with ethyl acetate, and washed with water. Theorganic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residuewas purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl {[1-(6-chloro-5-fluoropyrimidin-4-yl)piperidin-4-yl]oxy}acetate (217 mg) as an oil.

With the rapid development of chemical substances, we look forward to future research findings about 213265-83-9.

Reference:
Patent; Astellas Pharma Inc.; TAKAHASHI, Taisuke; TANAKA, Hiroaki; AKAIWA, Michinori; NEGORO, Kenji; MIHARA, Hisashi; FUJI, Hideyoshi; TAKAMATSU, Hajime; (133 pag.)EP3196200; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 3993-78-0, name is 2-Amino-4-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Amino-4-chloropyrimidine

General procedure: To a round-bottom flask was charged with the correspondingaromatic halogen (1.0 equiv), the corresponding boronic acid(1.05-1.25 equiv), Pd(dppf)Cl2 (0.05 equiv) and base Na2CO3 (2.0equiv) under nitrogen atmosphere, then 1,4-dioxane (14 mL) andwater (2 mL) were added and the vessel was immediately sealed tightly. The resulting mixture was heated at 95 C for a period time (usually 2-6 h) until the completion of the reaction as monitoredby TLC. The cooled mixture was diluted with water and exhaustively extracted with ethyl acetate (30 mL 3). The organic phase was washed by brine, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using ethyl acetate/petroleum ether as the eluent to afford the products.

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, 3993-78-0, 2-Amino-4-chloropyrimidine.

Reference:
Article; Chen, Yadong; Dong, Ruinan; Duan, Chunqi; Huang, Jianhang; Jiang, Fei; Li, Hongmei; Li, Shuwen; Liu, Chenhe; Lu, Tao; Tang, Weifang; Wang, Xinren; Xu, Junyu; Zhang, Tianyi; Zhang, Yanmin; Zhu, Gaoyuan; Zhu, Yuqin; European Journal of Medicinal Chemistry; vol. 200; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia