Day: February 18, 2021

Electric Literature of 1005-39-6, 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 1005-39-6, name is 2-(Methylthio)pyrimidine-4,6-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1) Synthesis of 4,5,6-triamino-2-methylthiopyrimidine To a solution of 245g of 4,6-diamino-2-methylthiopyrimidine dissolved in 800 ml of acetic acid was added 250 ml of water. The reaction solution was cooled to 10C and thereto was added a solution of 119g of NaNO2 dissolved in 250 ml of water while maintaining the temperature at 10C. The reaction mixture was stirred at room temperature for 2 hours, filtered and dried to obtain 4,6-diamino-5-nitroso-2-methylthiopyrimidine, which was then dissolved in 1l of water.

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 1005-39-6, 2-(Methylthio)pyrimidine-4,6-diamine.

Reference:
Patent; LUCKY LTD.; EP584797; (1994); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6693-08-9 , The common heterocyclic compound, 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, 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 2-fluorothiophene (3.76 g, 36.80 mmol) in anydrous tetrahydrofuran(20 mL) was added n-butyllithium (15.0 mL, 36.80 mmol, 2.5 mol/L) at -15 C, and the mixturewas stirred for 1 h at -15 oc. Then to the mixture was addeddichloro(N,N,N,N-tetramethylethylenediamine)zinc(II) (3.07 g, 12.11 mmol), and the resultingmixture was stirred for 1 h. Then palladium dichloride (653 mg, 3.68 mmol), triphenylphosphine(1.93 g, 7.36 mmol) and 2,4,6-trichloropyrimidine (7.43 g, 40.50 mmol) were added to themixture in tum. The resulting mixture was heated to 55 oc under nitrogen protection, and thenstirred at this temperature overnight. To the reaction mixture was added water (50 mL), and theresulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic layerswere washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered. Thefiltrate was concentrated in vacuo and the residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (2.41 g, 26 % ).MS (ESI, pos.ion) m/z: 249.0 [M+Ht.

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, 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 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 165(5R)-3-(2-chloropyrimidin-5-yl)-5-ethyl-5-methyl-imidazolidine-2,4-dioneTo a solution of triphosgene (1.38 g, 4.65mmol) in Ethyl acetate (20 ml) at 0¡ãC a solution of 2-chloro-5- aminopyrimidine (1 g, 7.75 mmol)/DIPEA (8 ml, 4.65 mmol) in ethyl acetate (40 ml) was slowly added (20 minutes) and the reaction mixture was stirred for 15 minutes at the same temperature. Maintaining the reaction mixture at 0¡ãC, vacuum was applied (10 minutes) for removingthe excess of phosgene. A solution of DMAP (0.945g, 7.75mmol) in ethyl acetate/dichloromethane 1:1 (8 ml) was added and the reaction mixture was stirred for 5 minutes at the same temperature. A solution of methyl (R)-2-amino-2- methyl-butyrate hydrochloride (2.59 g, 15.5 mmol) in ethyl acetate (30 ml) was slowly added (15 minutes) at 0¡ãC and the reaction mixture was stirred for 30 minutes at the same temperature. The reaction was quenched with aqueous buffer (pH3) while the pH was allowed to reach ~5-6 and two phases were separated. The organic layer was washed with aqueous buffer (pH3) (2×20 ml) and then brine (20 ml), dried (Na2S04), filtered and evaporated affording the urea intermediate as orange foam.The urea was dissolved in MeOH (20 ml), NaOMe (0.41 g, 7.75 mmol) was added and the reaction mixture was stirred for 15 minutes at r.t.. The mixture was quenched with an aqueous saturated solution of ammonium chloride (25 ml) and diluted with ethyl acetate (50 ml). Two phases were separated and the organic layer was washed with brine (2×20 ml), dried (Na2S04), filtered and evaporated. The residue was triturated with Et20 (10 ml) and the solid collected affording the title compound (1.22 g) as a beige solid. LC/MS: QC_3_MIN: Rt = 1.341 min; 255 [M+H]+.

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 6320-15-6, 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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

Prepared in a similar manner to Example 7 using 6-chloro-2,4-dimethoxypyrimidine to give the title compound (19 mg, 14%). 1H NMR (400 MHz, CDCl3) ? 8.68 (1H, d, J=1.2 Hz), 8.12 (1H, dd, J=8.1, 1.7 Hz), 7.56-7.36 (6H, m), 6.84 (1H, s), 4.11 (3H, s), 4.06 (2H, s), 4.04 (3H, s), 2.73 (3H, s), m/z (ES+) 453 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Boase, Amanda Louise; Ladduwahetty, Tamara; MacLeod, Angus Murray; Merchant, Kevin John; US2004/58970; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 347418-42-2, 4-Chloro-5-fluoropyrimidine, 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, Recommanded Product: 347418-42-2, blongs to pyrimidines compound. Recommanded Product: 347418-42-2

Pd(Ph3P)4 (43.6 mg, 0.038 mmol) and 1,1,1,2,2,2-hexamethyldistannane (124 mg, 0.377 mmol) were successively added to a mixture of 4-chloro-5-fluoropyrimidine (50 g, 0.377 mmol) in 1,4-dioxane (1886 mE) under a nitrogen atmosphere. The reaction mixture was then stirred at reflux overnight, cooled to r.t, and filtered. The filtrate was used in next step without further purification.

The synthetic route of 347418-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; WANG, Xiaozhao; GAN, Pei; HAN, Heeoon; HUANG, Taisheng; MCCAMMANT, Matthew S.; QI, Chao; QIAN, Ding-Quan; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHANG, Fenglei; (284 pag.)WO2019/168847; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1211443-61-6, 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 1211443-61-6 as follows.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211443-61-6, its application will become more common.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, 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, 5018-38-2, blongs to pyrimidines compound. Formula: C5H4Cl2N2O

1-(5-Methoxy-4-pyrimidinyl)piperazine Piperazine (20 g) was dissolved in water (100 mL) in a Parr bottle and then solid 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.9 mmole) was added. The mixture was vigorously stirred for 2 h at room temperature during which the 4,6-dichloro-5-methoxypyrimidine dissolved. The stirring bar was removed, catalyst (10% Pd/C, 1.0 g) was added to the turbid solution, and the mixture was then hydrogenated (60 psi, 3 h) at room temperature. The catalyst was filtered off and the filtrate extracted 3 times with CH2Cl2. The CH2Cl2 extracts were dried over Na2SO4 and concentrated in vacuo to give a clear oil which solidified upon standing (3.34 g, 61.7%). This crude product was Kugelrohr distilled (yield 3.24 g), dissolved in acetonitrile, and concentrated HCl was added to precipitate the product as a white powder which was dried in vacuo (4.32 g, 94.0% from crude product, m.p. 2190-221.5 C.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5018-38-2, its application will become more common.

Reference:
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5751-20-2, 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.5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one, molecular formula is C5H6N2OS, molecular weight is 142.18, as common compound, the synthetic route is as follows.

To a mixture of HOAc (500 mL) and Ac2O (10 mL) was added compound 2- (methylthio)pyrimidin-4(3H)-one (40 g, 0.28 mol). The resulting mixture was heated at 80 ¡ãC for 30 min to remove any moisture. Then NCS (49 g, 0.37 mol) was added at 50-60 ¡ãC. The resulting mixture was stirred at 50-60 ¡ãC for 24 h. The mixture was then cooled to room temperature and was poured into ice-water (500 mL). The solid formed was collected and was treated with MeOH (100 mL) at reflux. Then the solid was filtered and dried on vacuum to give title compound (24 g, 48percent) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 5751-20-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; NAIR, Sajiv, Krishnan; PLANKEN, Simon, Paul; WO2012/52948; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13418-77-4, 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 13418-77-4, name is 2-Amino-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Methoxypyrimidin-2-amine (12.3 g, 98.3 mmol) was dissolved in pyridine (123 mL), the solution was added with hexanoyl chloride (14.5 g, 108 mmol) on an ice bath, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was added with 1 M aqueous glycine (98.3 mL) at 0 C., and the mixture was stirred for 1 hour, and then extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, and the resulting residue was azeotroped with toluene. The resulting residue was recrystallized from chloroform-hexane to obtain N-(5-methoxypyrimidin-2-yl)hexanamide (18.4 g, 84%) as colorless solid. 1H-NMR (CDCl3) delta: 0.91 (3H, t, J=7.1 Hz), 1.30-1.40 (4H, m), 1.70-1.78 (2H, m), 2.50-2.70 (2H, m), 3.89 (3H, s), 8.10 (1H, br), 8.28 (2H, s).

According to the analysis of related databases, 13418-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOWA COMPANY, LTD.; US2009/62306; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 633328-95-7, 5-Bromo-2-chloro-4-methylpyrimidine, 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

Step 1: DIPEA (804 pL, 4.70 mmol) was added to 5-bromo-2-chloro-4- methylpyrimidine (650 mg, 3.13 mmol) dissolved in CH3CN (20 mL). Then, thiomorpholine-1 ,1-dioxide (508 mg, 3.76 mmol) was added to the mixture. The mixture reaction was heated at 75C for 48h. Solvent was removed under reduced pressure. H20 and AcOEt were added to the residue. The organic layer was separated, dried over Mg504, filtered and the solution was concentrated to dryness to afford 4-(5-bromo-4-methylpyrimid in-2-yl)-1 – thiomorpholine-1 ,1-dione Ex.30a (732 mg, 76%) as yellow solid. The compound was used as such in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-95-7, 5-Bromo-2-chloro-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia