Analyzing the synthesis route of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

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Example 2D4,6-dichloro-2-(methylthio)pyrimidine-5-carboxamide; A mixture of the product of Example 2C (5 g, 20.9 mmol) in thionyl chloride (10 mL) was refluxed for 1 hour. After cooling to ambient temperature, the mixture was concentrated in vacuo. Tetrahydrofuran (50 mL) was added, followed by 25% aqueous ammonia (1.6 mL) at 0″C and the mixture was stirred at ambient temperature for 2 hours. Dichloromethane (100 mL) was added and the organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude solid was washed with petroleum ether to give the title compound. MS: 238 (M+H”1).

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Reference:
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97478; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 313339-35-4

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Synthetic Route of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

(2) A solution of 2,4-dichlorobenzylamine(33.5 g) in DMF(270 mL) was added dropwise to a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid(45.5 g) and triethylamine(53.1 g) in DMF(270 mL) for 30 minutes and the mixture was stirred at room temperature for 4 hours. An aqueous citric acid solution was added to the reaction solution and ethyl acetate/hexane was further added. The organic layer was washed with water and brine, dried over sodium sulfate and the solvent was distilled away. The residue was crystallized from ethyl acetate/hexane to give 4-chloro-6-(2,4-dichlorobenzylamino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid(69.5 g) as pink crystals. APCI-MS(m/e):378/380[M-H]-.

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Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 313339-35-4

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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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 313339-35-4

3.0 g (12.55 mmol, 1.0 eq) of 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid was dissolved in 40 mL of anhydrous toluene, to which 15 mL of thionyl chloride (SOCl2) was added, followed by stirring at 115 C. for 12 hours. The reaction solvent was concentrated under reduced pressure and dried to give acid chloride. Then, 1.6 g of 5-chloro-7-(methylthio)pyrimido[4,5-d]pyrimidine-4(1H)-one was prepared as a white solid according to the same manner as described in step 2 of Example 66 (2 step yield: 56%). 1H NMR (300 MHz, DMSO-d6) delta 2.56-2.58 (d, J=6.0, 3H), 8.42-8.44 (d, J=6.0, 1H), 12.88 (br s, 1H).

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, 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Application of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

Step 1.1 : (preparation of a compound of formula (X)) 4,6-Dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride 10 g of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (41.83 mmol) are placed in 61 ml of thionyl chloride (836.54 mmol) with stirring. After 18 hours at 80C, the thionyl chloride is evaporated off and the residue is taken up twice with 15 ml of toluene and concentrated to give 10.77 g of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride.

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Reference:
Patent; SANOFI; BRAUN, Alain; CRESPIN, Olivier; FORICHER, Yann; MARCINIAK, Gilbert; MUZET, Nicolas; NICOLAI, Eric; PASCAL, Cecile; VIVET, Bertrand; VIVIANI, Fabrice; WO2013/111106; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Electric Literature of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (5.5 mmol) indioxane (10 mL) are added diphenyl phosphoryl azide (6.6 mmol), triethylamine (6.6 mmol)and allyl alcohol (11 mmol) at room temperature under N2 atmosphere. After stirring at .100 C for 1 h, the reaction mixture is cooled to room temperature and diluted with AcOEt.The organic layer is washed twice with HaO and evaporated in vacua. The resulting residueis purified by silica gel column chromatography to give (4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)carbamic acid allyl ester.

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Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/18284; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 313339-35-4

The chemical industry reduces the impact on the environment during synthesis 313339-35-4, I believe this compound will play a more active role in future production and life.

Related Products of 313339-35-4, 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.313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, molecular weight is 239.08, as common compound, the synthetic route is as follows.

(2) To a mixture of 4,6-dichloro-5-carboxy-2-methylthiopyrimidine (prepared in the above (1)) 500 mg and triethylamine 0.58 ml in dimethylformamide 3 ml is added 3-chloro-4-methoxybenzylamine 359 mg in dimethylformamide 3 ml at room temperature over a period of 15 minutes, and the mixture is stirred for 4 hour. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine as a slightly brown powder.

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Reference:
Patent; Yamada, Koichiro; Matsuki, Kenji; Omori, Kenji; Kikkawa, Kohei; US2004/142930; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 313339-35-4

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 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Application of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, 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 70 Production of ethyl 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylate To a solution of the compound of Reference Example 69 (4.02 g, 18 mmol), amidosulfuric acid (3.50 g, 36 mmol), tert-butanol (72 mL), THF (72 mL) and water (36 mL) was added a solution of sodium chlorite (2.03 g, 18 mmol) in water (36 mL) at -10C, and the mixture was stirred for 10 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with 1% aqueous sodium thiosulfate solution and brine, dried over magnesium sulfate, and concentrated under reduced pressure to give 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid as a crude product. To a solution of this crude product in THF (50 mL) were added oxalyl chloride (2.36 mL, 27 mmol) and DMF (1 drop), and the mixture was stirred at room temperature for 1 hr. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To the residue were added ethanol (50 mL) and triethylamine (3.76 mL, 27 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=99:1?90:10) to give the title compound (3.28 g, 68%) as a pale-yellow oil. 1H NMR (300 MHz, CDCl3) delta:1.41 (3 H, t, J = 7.2 Hz), 2.59 (3 H, s), 4.45 (2 H, q, J = 7.1 Hz).

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 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

According to the analysis of related databases, 313339-35-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 313339-35-4, 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 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 3pyrimidin-5-yl1carbonyl}amino]phenyl>cvclohexyl acetate.A 50-mL 3-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was charged with a solution of 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid (700 mg, 2.93 mmol, 1.50 equiv) and N^V-dimethylformamide (1 drop) in dichloromethane (10 mL). The solution was treated with oxalyl chloride (750 mg, 5.91 mmol, 3.00 equiv) dropwise with stirring, stirred for 2 h at room temperature and then treated with a solution of Intermediate 2 (800 mg, 1.97 mmol, 1.00 equiv) in dichloromethane (10 mL) and DIEA (2 mL) dropwise with stirring at 0C. The resulting solution was stirred for an additional 1 h at room temperature, concentrated under vacuum and the residue was purified by chromatography on silica gel (1 :10 ethyl acetate/petroleum ether) to afford the title compound as a colorless oil. HPLC/MS: 626.31 (M+H); Rt 4.78 min (LC4).

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Reference:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; SHEN, Dong-Ming; NARGUND, Ravi, P.; DEVITA, Robert, J.; YU, Yang; LIU, Wensheng; WO2012/122075; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 313339-35-4

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. 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference of 313339-35-4, Adding some certain compound to certain chemical reactions, such as: 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid,molecular formula is C6H4Cl2N2O2S, 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 313339-35-4.

To a suspension of 4, 6-dich.oro-2-methylsulfanylpyrimidine-5-carboxyiic acid (2.1 mmol) inCH2CI2 (20 ml) are added oxalyl chloride (4.2 mmol) and one drop of DMF at 0 C. Afterstirred at room temperature for 3 h under N2 atmosphere, the reaction mixture isconcentrated and dried in vacuo, to give 4, 6~dichloro-2-methylsulfanylpyrimidine-5-carbonylchloride as a yellow crystal.

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. 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/18284; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid (Compound of Reference Example 1; 3.59g) and N, N-dimethylformamide (0.2mL) were added to thionyl chloride (11ml_). While heated, the mixture was refluxed for 2 hours. The reaction mixture was then distilled under reduced pressure to obtain a yellow residue. Meanwhile, 1-(t-butoxycarbonylamino)-3-[3,5-(trifluoromethyl)benzylamino]propane (Compound of Refer-ence Example 2; 6.61 g) was dissolved in tetrahydrofuran (40mL) along with triethylamine (10ml_). While this solution was chilled on an ice bath, a tetrahydrofuran solution of the yellow residue (10ml) obtained above was added. The mixture was stirred for 1 hour and then additional 3 hours at room temperature. The reaction mixture was then diluted with ethyl acetate, was sequentially washed with water and a saturated aqueous solution of sodium chloride, and was then dried over anhydrous sodium sulfate. Following removal of the solvent, the residue was purified on a silica gelcolumn chromatography (ethyl acetate: hexane = 1: 3) to obtain N-[3,5-bis(trifluoromethyl)benzyl]-N-[3-(t-butoxycarb-onylamino)propyl]-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid amide (8.49g, 91%). MS(FAB+)m/z: 621 (M+H+) HRMS(FAB+): Calcd for C23H25CI2F6N4O3S: 621.0929; found: 621.0938

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Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP1496059; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia