Tag: M.W:100-200

Electric Literature of 18592-13-7, 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. 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

A mixture of 18 (0.252 g; 0.5 mmol), 6-chloromethyluracil (0.088g ; 0.55 mmol), K2CO3 (0.076 g; 0.55 mmol) and NaI (0.082 g; 0.55 mmol) in acetonitrile (5 ml) was heated at [85C] under argon atmosphere for 4 hours. The mixture was purified by flash chromatography eluting with a gradient of 5-10 % [MEOH/CH2C12] to give Example 11 as a solid. Yield: 63 [%] [‘H] NMR [(CDC13)] : 1.2-1. 4 (m, 4H); 1.6 (s, 6H); 1.4-1. 8 (m, 4H); 2.34 (s, 6H); 2.4-2. 7 (m, 10H); 2.85-2. 95 (m, 2H); 3.3 (s, 2H); 4-4.2 (m, br, 1H); 4.6-4. 8 (m, br, 1H); 5.53 (s, 1H); 6.72 (s, 1H) ; 6.93 (s, 1H); 7.04 (s, 2H); 8.05-8. 2 (m, 2H). MS-ESI: 629 [M+H] [+]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/18480; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1004-39-3, Adding some certain compound to certain chemical reactions, such as: 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol,molecular formula is C4H6N4S, 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 1004-39-3.

General procedure: DBU (0.5 mmol, 0.08 g) was added dropwise at room temperature to a magnetically stirred suspension of appropriate thiol 2 (0.5 mmol) in 1 ml of MeCN. The mixture was stirred for 10 min and then appropriate nitrofuroxan 1 (0.5 mmol) was added. The mixture was stirred for 0.5-10 h until initial compound 1 disappeared (TLC monitoring, eluent – CHCl3). Next, H2O (7 ml) was added and the reaction mixture was acidified with 1 n HCl until pH 1. The produced solid was filtered off, washed with water and the MeCN minimal volume (~1 ml), and air-dried. Compounds 3i and 4 were prepared as a mixture. The mixture was treated with 2 ml of DMSO at 60 C for 30 min; the undissolved solid was filtered off, water-washed and air-dried to afford disulfide 4. The filtrate was diluted with water and the solid was filtered off, water-washed and air-dried to afford compound 3i.

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. 1004-39-3, 4,6-Diaminopyrimidine-2-thiol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fershtat, Leonid L.; Epishina, Margarita A.; Kulikov, Alexander S.; Makhova, Nina N.; Mendeleev Communications; vol. 25; 1; (2015); p. 36 – 38;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1193-24-4, 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 1193-24-4 as follows.

Example 1-Synthesis of 4, 6-dichloropyrimidine-5-carbaldehyde 1 This compound was synthesized similar to a patent. To POCl3 (107.3 mmol, 10 mL) cooled at 0 C. was added DMF (41.3 mmol, 3.2 mL) dropwise, and the mixture was stirred for 1 h. Then, 4, 6-dihydroxylpyrimidine (22.3 mmol, 2.50 g) was added, stirred for 30 minutes and refluxed for 3 h. After removing the volatiles at reduced pressure, it was poured into ice and extracted with ethyl acetate three times (3*200 mL). The combined ethyl acetate extracts were washed with 200 mL saturated NaHCO3, dried with Na2SO4, and concentrated under reduced pressure to afford 2.91 g, 74% of the desired compound as an orange solid. 1H NMR (500 MHz, CDCl3): delta 10.48 (s, 1H), 9.92 (s, 1H). 13C NMR (125 MHz, CDCl3): delta 185.61, 162.69, 159.58, 124.89.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; BOARD OF TRUSTEES OF NORTHERN ILLINOIS UNIVERSITY; Hagen, Timothy J.; Blain, Joy M.; Goshu, Gashaw M.; Hartnett, Brian E.; (35 pag.)US2017/355700; (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

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

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

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

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

Electric Literature of 39268-74-1, Adding some certain compound to certain chemical reactions, such as: 39268-74-1, name is 5-Ethoxypyrimidin-2-amine,molecular formula is C6H9N3O, 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 39268-74-1.

To a 10 ml glass vial was added (RS)-2-(4-bromo-3-fluoro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester (70 mg, Example 96(e)) and 5-ethoxy-2-pyrimidinamine (40.6 mg, CAS 39268-74-1) in dioxane (2 ml). The reaction mixture was purged with argon for 5 min. 2-Di-tert- butylphosphino-2′,4′,6′-triisopropylbiphenyl (13.6 mg), tris(dibenzylideneacetone)dipalladium(0) (7.12 mg) and sodium tert-butoxide (21.0 mg) were then added. The vial was capped and heated at 120 C for 16 h. The reaction mixture was then filtered through sintered glass and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (silica gel; gradient: 0% to 50% EtOAc in hexanes) to afford (RS)-2-[4-(5-ethoxy-pyrimidin-2-ylamino)-3- fluoro-phenyl]-morpholine-4-carboxylic acid tert-butyl ester (15 mg, 18%) as a yellow gum. MS (ISP): 441.4 ([M+Na]+), 419.3 ([M+H]+).

According to the analysis of related databases, 39268-74-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; WO2012/126922; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 120747-84-4, 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. 120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

(0209) To a solution of the compound of Reference Example 1 (30 mg, 0.129 mmol) in dichloromethane (1.5 mL) was added triethylamine (0.036 mL, 0.258 mmol), the mixture was stirred at room temperature for 10 minutes, and then 2-aminopyrimidine-5-carboxyaldehyde (15.9 mg, 0.129 mmol) and sodium triacetoxyborohydride (41.0 mg, 0.194 mmol) were added thereto. The mixture was stirred at room temperature for 1.5 hours, then sodium triacetoxyborohydride (41.0 mg, 0.194 mmol) was added thereto, and the mixture was stirred at room temperature for additional 24 hours. To the reaction mixture was then added saturated aqueous sodium hydrogen carbonate solution (20 mL), and the mixture was extracted with chloroform (20 mL) twice. The combined organic layer was dried over anhydrous sodium sulfate, filtrated, and concentrated. The resulting residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 90:10) to give the title compound (20.1 mg, 58%). (0210) 1H-NMR (400 MHz, CDCl3) delta: 2.65-2.70 (2H, m), 2.71-2.75 (2H, m), 3.20-3.24 (2H, m), 3.50 (2H, s), 4.99 (2H, brs), 6.60-6.64 (1H, m), 7.13 (1H, ddd, J=7.4, 4.8, 1.0 Hz), 7.37 (1H, d, J=8.0 Hz), 7.63 (1H, ddd, J=7.7, 7.7, 1.8 Hz), 8.30 (2H, s), 8.54-8.57 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120747-84-4, 2-Aminopyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; YOSHINAGA, Hidefumi; URUNO, Yoshiharu; NAGATA, Hidetaka; HASHIMOTO, Masakazu; KATO, Taro; (43 pag.)US2016/122319; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia