Pyrimidines

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;,
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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,
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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;,
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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. 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

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

130049-82-0, 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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. A new synthetic method of this compound is introduced below.

Example-4 Preparation of Paliperidone (0098) 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (formula-7) (5.2 grams) and diisopropyl ethyl amine (12.56 grams) was added to 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole (formula-8) (5.0 grams) in methanol (75 ml) taken in autoclave and then heated to 60-65 C., 0.8 Kg pressure was applied and stirred for 16 hours. The reaction mixture cooled and then distilled under reduced pressure. Isopropyl alcohol was added to the obtained residue and stirred for 15 minutes and then distilled off under reduced pressure to get the title compound. Added methanol and heated the reaction mixture to reflux temperature and stirred for 2.0 hrs at same temperature. Cooled the reaction mixture to 20 C. and stirred for 90 minutes at the same temperature. Filtered the solid precipitated. Washed the solid with chilled methanol and dried the compound. (0099) Yield: 3.0 grams.

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. 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MSN Laboratories Limited; Reddy, Manne Satyanarayana; Eswaraiah, Sajja; Satyanarayana, Revu; US8481729; (2013); B2;,
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Pyrimidine – Wikipedia

147118-37-4, 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 147118-37-4 as follows.

Example 7 Preparation of Compound of Formula (8B2) [0152] [0153] 2.5 g aldehyde compound, 3.6 g chiral diol sulfone (1a-B) and 50 mL THF were taken in round bottom flask at 35 C. under nitrogen atmosphere. The reaction mixture was cooled to -70 C. to -78 C. and treated with 10 g of NaH. The reaction mixture was stirred for 7-8 hours and quenched with ammonium chloride after completion of the reaction as monitored by TLC. The layers were separated at room temperature followed by washing organic layer with saturated sodium 38 mL saturated sodium bicarbonate solution. The organic layer was distilled under vacuum below 50 C. The solid residue 7.1 g was treated with 35 mL methanol and heated at 55 C. for 1 hour, cooled back to 0 C. and stirred for 1 hour. The isolated product was filtered and washed with chilled methanol to obtain 2.8 g compound of Formula (8B2). [0154] The above process can be repeated by using chiral diol sulfone of Formula (1a-A), (1a-C), (1a-D) for preparing the compound of Formula (8B1), (8B3) and (8B4) respectively by replacing the compound of Formula (1a-B).

The chemical industry reduces the impact on the environment during synthesis 147118-37-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dwivedi, Shriprakash Dhar; Patel, Dhimant Jasubhai; Rupapara, Mahesh Laljibhai; US2013/158263; (2013); 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