Tag: M.W:100-200

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

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

5750-76-5, 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 5750-76-5 as follows.

Preparation 2: 2,5-dichloro-4-methoxypyrimidine To a 250 mL round bottom flask equipped with a stir bar was added 1 g 5-chloro- 2,4-dichloro- pyrimidine, and 15mL of diethyl ether. The mixture was cooled to 0C in an ice bath and then 1 equivalent of sodium methoxide in methanol (prepared from reacting 120 mg of sodium with 4 mL of methanol at room temperature) was slowly added. The reaction was stirred over night at room temperature and checked by LCMS. The white precipitate was filtered and the solid washed with cold methanol. After drying, 0.98 g of pure 2,5-dichloro-4-methoxypyrimidine was obtained and this material was used without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5750-76-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79505; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

932-52-5, 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. 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

Heterocyclic amides Compound 2 and Compound 4 were prepared by the reaction ofGlycyrrhizin with 5-aminouracyl and 6-amino-2-thio-uracyl the presence of DCC.

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOHANN WOLFGANG GOETHE UNIVERSITY; WO2004/108122; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1193-24-4, 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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.

Add DCM (600ml) and POCl3 (80ml, 862mmol) to the reaction flask, stir evenly, and pass through nitrogenThe mixture was cooled to 5-10 C, and a solution of DMF (66.04 ml, 856 mmol) dissolved in DCM (200 ml) was added dropwise, and the mixture was stirred for 15-20 min, heated to 25-30 C, and stirred for 1-2 hours. 4,6-Dihydroxypyrimidine (80 g, 714 mmol) was added to the reaction mixture, and the reaction was carried out at 25-30 C for 22 hours, filtered, and the filter cake was washed twice with DCM (150 ml), dried, and vacuum at 40-45 C Drying gave 139.4 g of a yellow solid as the desired compound.

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. 1193-24-4, 4,6-Dihydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; He Ji Whampoa Pharmaceutical (Shanghai) Co., Ltd.; Liu Bo; Zhang Bin; Yan Huixin; Ge Chongfeng; (16 pag.)CN108178748; (2018); A;,
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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, molecular formula is C4H5N3O2, 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. 56-09-7

To an ice-cold stirred solution of POCl3 (9.72g, 63.38 mmol) was added dry DMF dropwise over a period of 5 minutes. The ice-bath was removed, andIntermediate EE (1.0g, 7.87 mmol) was added in small portions under stirring and N2 atmosphere. After the exothermic reaction ceased, the reaction mixture was brought up to 100C and stirred for 1.5 hours. The solution was cooled to room temperature, reduced to half the volume under reduced pressure, poured into ice- ater (15 mL), and warmed to 50C for 2 hours. A pale yellow precipitate then separated out, and the precipitate was filtered, washed with water (~10 mL) and acetone (-10 mL), and then dried. The Intermediate FF (580 mg, 38.4%) was obtained as pale yellow solid. 1H NMR (300 MHz, DMSO-i?) delta 10.05 (s, CHO), 8.49 (s, 2H, D20 exchangeable).

The chemical industry reduces the impact on the environment during synthesis 56-09-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; HERCULES TECHNOLOGY MANAGEMENT CO V, INC.; BLAGG, Julian; WO2011/35009; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.

(1) Phosphorus oxychloride (22ml, 236.5mmol) was dropwise added to DMF (7ml, 90.1mmol) at 10?C. The mixture was stirred for 30 minutes at the same temperature, followed by adding portionwise 4,6-dihydroxypyrimidine (4.8g, 42.9mmol). The mixture was stirred at room temperature for 2 hours and refluxed under heating for 3 hours. After cooling, the reaction mixture was portionwise added to iced water, and the mixture was extracted 3 times by ether. The ether extracts were combined, washed with aqueous sodium hydrogen carbonate, dried and concentrated by evaporation of the solvent. Hexane was added to the residue, and the crystals were collected by filtration to give 4,6-dichloro-5-formylpyrimidine (4.5g). 1H-NMR(CDCl3) delta 8.90(1H, s), 10.4(1H, s)

The chemical industry reduces the impact on the environment during synthesis 1193-24-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1333029; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5, 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. 5750-76-5, name is 2,4,5-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.

2-(Isopropylsulfonyl)aniline (2 g, 10 mmol) was dissolved ina mixed solvent of DMF (10 mL) and DMSO(1 mL). In ice bath, NaH (600 mg, 15 mmol, 60%) in a mixed solvent of DMF/DMSO (20/2 mL) was slowly added dropwise, and then2,4,5-trichloropyrimidine (3.66 g, 20 mmol)in a mixed solvent of DMF/DMSO(10/1 mL) was slowly added dropwise. The resultant mixture was reacted at room temperature under stirring for 16 h. After the reaction, 100 mL water was added. After extraction with ethyl acetate (100 mL*2), the organic phases were combined, dried with anhydrous sodium sulphate, filtrated, and concentrated to obtain a crude product. After purification by silica gel column chromatography (petroleum ether: ethyl acetate=20:1), the product (1.8 g, yield: 52%) was obtained.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (55 pag.)EP3202765; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

56-09-7, 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, molecular formula is C4H5N3O2, 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.

A mixture of 2-amino-pyrimidine-4,6-diol 28.00g (0.22mol), thionyl chloride 80ml (1.1mol) into 250ml 4-neck flask, heated to reflux for 4h.After completion of the reaction, the heat is turned off, cooled to room temperature, the reaction was quenched by slowly poured into ice water.In this case large amount of solid precipitated, filtered off with suction, the filter cake was rinsed with potable water to pH 7.The wet cake at 60 deg.] C blast drying to constant weight, to give a pale yellow product 33.45g, this step a yield of 92.7%, HPLC purity was 99.1%.

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. 56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Weihai Disu Pharmaceutical Co., Ltd.; Disha Pharmaceutical Group Co., Ltd.; Liu Chao; Ge Zhixin; Li Tingyi; Miao Huaming; Cai Yahui; (13 pag.)CN109456329; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

672-41-3 ,Some common heterocyclic compound, 672-41-3, molecular formula is C5H4F3N3, 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 solution of 6-(trifluoromethyl) pyrimidin-4- amine (1.0 g, 6.2 mmol) in DMF (30 mE) was added NBS (1.2 g, 6.8 mmol). The mixture was heated to 70 C. for 1 hout The reaction mixture was cooled to it, diluted with H20, and extracted with EtOAc (x2). The combined organic extracts were washed with brine; dried (Na2504) and concentrated in vacuo. The crude product was triturated in DCM to obtain title compound as white solid (1.38 g, 93%).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia