Day: October 29, 2020

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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 32779-36-5

To 1,4-dioxane (30 mL) were added tert-butyl piperazine-1-carboxylate (2.89 g, 15.51 mmol), 5-bromo-2-chloropyrimidine (2.00 g, 10.34 mmol) and potassium carbonate (2.86 g, 20.68 mmol) sequentially. The mixture was heated to 110 ¡ãC, after stirring for 12 hours, the reaction mixture was cooled to room temperature, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a pale yellow solid (3.15 g, 88.7percent).MS (ESI, pos. ion)m/z: 343.1 [M+H] and?HNMR(400IVIHz, CDC13): (ppm) 8.29 (s, 2H), 3.83-3.66 (m, 4H), 3.56-3.41 (m, 4H), 1.48 (s, 9H).

Statistics shows that 32779-36-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloropyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; LIANG, Haiping; YI, Chao; ZHANG, Ji; (94 pag.)WO2016/192657; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil. A new synthetic method of this compound is introduced below.

General procedure: A mixture of commercially available beta-d-ribose tetraacetate (6.28 mmol) with pyrimidine base (8.8 mmol), 30.8 mL of acetonitrile, hexamethyldisilazane (10.9 mmol, 1.24 equiv), saccharine (0.4 mmol, 0.046 equiv) and trimethylsilyl trifluoromethane-sulfonate (8.8 mmol, 1.4 equiv) was taken in a Erlenmeyer flask. The Erlenmeyer flask was placed in a microwave oven and irradiated under at low power (100 W) for 3 min. The reaction mixture was cooled at room temperature, neutralized with aqueous sodium bicarbonate, and extracted with CH2Cl2. The organic extract was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The residue was purified by column chromatography eluting with AcOEt/hexane 7:3, resulting in the desired nucleosides 5a-e, in 75-82% yields. Finally, the protected nucleosides 5a-e (1 mmol) were treated with ammonia/MeOH (saturated at 0 C, 41.8 mL) overnight at room temperature. The solvent was evaporated under reduced pressure to give compounds 6a-e, in 85-92% yields. Chemical and physical properties of the ribofuranosyl nucleosides were in agreement with previous data.31-35

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

Reference:
Article; Parmenopoulou, Vanessa; Chatzileontiadou, Demetra S.M.; Manta, Stella; Bougiatioti, Stamatina; Maragozidis, Panagiotis; Gkaragkouni, Dimitra-Niki; Kaffesaki, Eleni; Kantsadi, Anastassia L.; Skamnaki, Vassiliki T.; Zographos, Spyridon E.; Zounpoulakis, Panagiotis; Balatsos, Nikolaos A.A.; Komiotis, Dimitris; Leonidas, Demetres D.; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 7184 – 7193;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 4-(4-chloro-phenylsulfanyi)-6-ethyI-5- flu oropy rimidin e 61.O g of 4-chloro-6-ethyl-5-fluoropyrimidine was added to 600 mNo. of acetonitrile, and 60.4 g of 4-chlorothiophenol was added thereto followed by lowering the temperature to 10 C . 66.1 mi of diisopropylethylamine was added to the resulting solution, and reacted for 2 hours while maintaining the temperature at room temperature. 100 mi of dichloromethane and 300 mi of water were added to the resulting mixture to separate layer, and the resulting aqueous mixture was extracted with 300 mi of dichloromethane. The organic layer was dried over magnesium sulfate, concentrated under a reduced pressure, and crystallized at 5 C in 305 mi of isopropanol and 122 mi of water to obtain the white title compound (85.6 g). Then, the filtrate was additionally concentrated under a reduced pressure, and crystallized at 5 C in 30 mi of isopropanol to obtain 12.3 g of the title compound (total: 97.9 g, total yield:%). 1H-NMR (300MHz, CDCl3) delta (ppm): 8.61 (IH), 7.47 (4H), 5.34 (IH), 2.04 (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. 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2009/20323; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

7226-23-5 , The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

A solution of diisopropylamine (344 muL, 2.45 mmol) in dry tetrahydrofuran (2.9 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (981 muL, 2.45 mmol). The reaction mixture was stirred at -78 C. for 15 min and then treated dropwise with a solution of (4-morpholin-4-yl-phenyl)-acetic acid methyl ester (549.9 mg, 2.34 mmol) in dry tetrahydrofuran (2 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (1 mL). The resulting reaction mixture was allowed to stir at -78 C. for 30 min, at which time, a solution of iodomethylcyclopentane (540.0 mg, 2.57 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was then allowed to warn to 25 C. where it was stirred for 67 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The aqueous residue was diluted with ethyl acetate (200 mL). The organic phase was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-morpholin-4-yl-phenyl)-propionic acid methyl ester (381.4 mg, 51%) as a white solid: mp 68-70 C.; EI-HRMS m/e calcd for C19H27NO3 (M+) 317.1991, found 317.2001.

According to the analysis of related databases, 7226-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Corbett, Wendy L.; Haynes, Nancy-Ellen; Sarabu, Ramakanth; US2002/2190; (2002); 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. 5909-24-0, name is Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. 5909-24-0

2) Production of 2-allyl-6-(methylthio)-l ,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one:260 mL of N,N-diisopropylethylamine and 106 g of the hydrazine obtained in the above 1 were added to tetrahydrofuran (1.5 L) solution of 142 g of ethyl 4-chloro-2- (methylthio)pyridine-5-carboxylate, and stirred with heating under reflux for 18 hours. After cooled to room temperature, the reaction solution was evaporated under reduced pressure, and 500 mL of diethyl ether was added to the residue, and the precipitated solid was separated through filtration. The filtrate was evaporated under reduced pressure, the residue was cooled in an ice bath, 400 mL of trifluoroacetic acid was gradually added thereto, and stirred at room temperature for 1 hour and then at 70C for 1 hour. The reaction solution was evaporated under reduced pressure, 500 mL of ethanol was added thereto and cooled in an ice bath, and 1.0 L of 6 N sodium hydroxide solution was added thereto and stirred at room temperature for 15 minutes. Cooled in an ice bath, the reaction solution was made acidic with 400 mL of concentrated hydrochloric acid, and then evaporated under reduced pressure. The residue was partitioned in chloroform and water, and the chloroform layer was extracted, washed with saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the formed yellow solid was taken out through filtration, washed with ethanol and diethyl ether, and dried to obtain 99.1 g of the entitled compound as a yellow solid. iH-NMR (400 MHz, DMSO-d6) delta: 8.66 (1.0H, brs), 5.83 (1.0H, ddt, J=17.1, 9.8, 5.4 Hz), 5.13(l.OH, d, J=9.8 Hz), 5.06 (1.0H, d, J=I 7.1 Hz), 4.34 (2.0H, d, J=5.4 Hz), 2.51 (3.0H, s). ESI-MS Found: m/z[M+H]+ 223.3.

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, 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; MERCK & CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2008/133866; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1780-26-3, Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-4,6-dichloropyrimidine, 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, 1780-26-3, blongs to pyrimidines compound.

Part A Preparation of 4-Chloro-2-methyl-6-(4-morpholino)pyrimidine by Scheme I, Step (5) A solution of 5.00 g (31.7 mmole) of 4,6-dichloro-2-methylpyrimidine and 6.00 g (68.9 mmole) of morpholine in 50 ml of water was heated on a steam cone for about 18 hours. The mixture was diluted with water and cooled. The white solid was separated by filtration, washed with water and dried to provide 4.84 g (72%) of 4-chloro-2-methyl-6-(4-morpholino)pyrimidine. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Patent; Riker Laboratories, Inc.; US4477450; (1984); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5909-24-0, 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. 5909-24-0, name is Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

3-chloro-4-methoxybenzylamine (45.6 g, 0.27 mol) was dissolved in 180 mL of acetone, then triethylamine (40.4 g, 0.4 mol) was added.4-chloro-2-methylthiopyrimidine-5-carboxylic acid ethyl ester obtained in the step S2(53.3 g, 0.24 mol) dissolved in 250 mL of acetone and slowly dropped into the reaction solution.And reacted at room temperature for 3 h, and poured the reaction solution into the ice water mixture.Extracted with ethyl acetate,The combined organic phases were washed with 10% aqueous citric acid (250 mL x 3).Dry the organic layer with anhydrous sodium sulfate.Evaporate the solvent under reduced pressure.Dry in vacuo to a white solid (86.0 g, 87.0%).

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 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Suzhou Zhonglian Chemical Pharmaceutical Co., Ltd.; Yang Huxing; Huang Junhao; Luo Xinzu; (12 pag.)CN108707141; (2018); A;,
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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. A new synthetic method of this compound is introduced below., 147118-37-4

Example 10. [262] E-(6-{2-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]vinyl}-[(4R,6S)-2,2-dimethyl-[1,3]dioxan-4-yl])-N-methoxy-N-methyl-acetamide [263] 2-[(4R,6S)-2,2-dimethyl-6-(1-phenyl-1H-tetrazole-5-sulfonylmethyl)-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (5.4 g), N-[4-(4-fluorophenyl)-5-formyl-6-isopropyl-pyrimidin-2-yl]-N-methyl-methanesulfonamide (3.9 g), and tetrahydrofuran (54 mL) were added to a reactor and then the reaction mixture was cooled to -70C. A solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1M, 15.0 mL) was slowly added to the reaction mixture, the temperature of which was then adjusted to -20?-10C. The reaction mixture was stirred for 1 hours and then 8% sodium bicarbonate solution (100.0 mL) was added under stirring. The separated organic layer was washed with water (100.0 mL) and then concentrated under reduced pressure to obtain E-(6-{2-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]vinyl}-[(4R,6S)-2,2-dimethyl-[1,3]dioxan-4-yl])-N-methoxy-N-methyl-acetamide as a solid (5 g, yield 80%).[264] 1H-NMR, 400 MHz, CDCl3, ppm : 1.23~1.27(m, 7H), 1.40(s, 3H), 1.50(s, 3H), 2.42~2.80(dd, 2H), 3.20(s, 3H), 3.37(q, 1H), 3.51(s, 3H), 3.57(s, 3H), 3.70(s, 3H), 4.41(m, 2H), 5.44(dd, 1H), 6.49(d, 2H), 7.08(t, 2H), 7.64(q, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; YUHAN CORPORATION; JU, Hyun; JOUNG, Sang-Sun; YI, Hyun-Jik; KHOO, Ja-Heouk; LIM, Jong-Chul; KIM, Jae-Gyu; WO2012/2741; (2012); A2;,
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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine, molecular formula is C6H9N3O2, 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. 36315-01-2

To the reaction solution ethoxycarbonyl isothiocyanate of 2-amino-4,6-dimethoxy-pyrimidine 124.1g (0.8mol), control the temperature 40 , heat 6h, until starting 2-amino-4, 6- Dimethyloxy completion of the reaction, cooled to room temperature,filtration, and washed with 50mL ethyl acetate to give the product, wet weight of 400g,the product obtained after drying 192.9g, 98.5%, yield 84.3%.

The chemical industry reduces the impact on the environment during synthesis 36315-01-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Heilongjiang Kaiao Technology Development Co., Ltd.; GAO, JINSHENG; NIU, LIZHONG; ZUO, DIANFA; LIU, JILONG; MA, YICHAO; (23 pag.)CN105399746; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3934-20-1, Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 2,4-Dichloropyrimidine, 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, 3934-20-1, blongs to pyrimidines compound.

[0108] A stirred solution of 2,4-dichloropyrimidine (5.00g, 36.5mmol) and diisopropylethylamine (14.0ml, 80.4mmol)in EtOH (60ml) at 0C was treated with morpholine (3.18ml, 36.5mmol) and allowed to warm to ambient temperatureovernight. The solution was poured into brine and extracted with DCM. The organics were dried (MgSO4), filtered andevaporated. The residue was purified by column chromatography (SiO2, 5% EtOH in DCM) to afford the title compoundIVc as a white solid (1.3g, 36%). 1H NMR (300 MHz, DMSO-d6) delta 8.10 (d, J = 6.2 Hz, 1H), 6.83 (d, J = 6.2 Hz, 1H), 3.72- 3.49 (m, 8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3934-20-1, its application will become more common.

Reference:
Patent; AB Science; MOUSSY, Alain; BENJAHAD, Abdellah; PEZ, Didier; SCHALON, Claire; SANDRINELLI, Franck; MARTIN, Jason; PICOUL, Willy; CHEVENIER, Emmanuel; (41 pag.)EP3144307; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia