Tag: M.W:200-300

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. 60186-89-2, name is 4-Bromo-2,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., Safety of 4-Bromo-2,6-dimethoxypyrimidine

To a solution of 4-bromo-2,6-dimethoxy-pyrimidine (6.80 g, 27.94 mmol) in THF (190 mL) and diethylether (190 mL) n-butyllithium (in hexane/THF, 2.01 g, 30.74 mmol) is added dropwise with stirring at -78 C. After 4 min ethyl trifluoroacetate (4.46 g, 30.74 mmol) in THF (50 mL) is added dropwise at -78 C. The reaction mixture is stirred for 30 min at -78 C and then the reaction is allowed to warm to room temperature slowly and stirred over night at room temperature. To the reaction mixture 1 N HCI solution is added . The resulting mixture is extracted with EA and washed with sat. sodium chloride solution and water. The organic phase is dried over sodium sulfate, filtered and the solvent is evaporated in vacuo. The residue is purified by flash col umn chromatography (silica gel, PE / EA = 8 12) to give the product. MS (ESI+): m/z = 255 [M+H]+ TLC (silica gel, PE/EA 3/1 ): Rf = 0.20

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, 60186-89-2, 4-Bromo-2,6-dimethoxypyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; EICKMEIER, Christian; GERLACH, Kai; HEINE, Niklas; WEBER, Alexander; GROSS, Ulrike; WO2014/127816; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 890094-38-9, 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.890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, molecular formula is C7H9ClN4O2, molecular weight is 216.63, as common compound, the synthetic route is as follows.

4-morpholinophenylamine(3.6g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4 hours, cooled to room temperature, filtered, washed and dried to obtain a red solid(5.3g) in a yield of 74.7%. MS m/z(ESI): 359[M+H]+.

Statistics shows that 890094-38-9 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
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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. 29509-91-9, name is 4-Chloro-2,6-diphenylpyrimidine. A new synthetic method of this compound is introduced below., Product Details of 29509-91-9

4-Chloro-2.6-diphenylpyrimidine (10.00g, 37.49mmol), 4′-bromo-4-biphenylboronic acid (10.34g, 37.35mmol), tetrakis (triphenylphosphine) palladium (2.15g, 1.87 mmol), potassium carbonate (10.32g, 74.70mmol), tetrabutylammonium chloride (0.43g, 1.86mmol), toluene (80mL), ethanol (40mL) and deionized water (20mL) were added to a round bottom flask, and nitrogen The temperature was increased to 78 C under protection and stirred for 10 hours. The reaction solution was cooled to room temperature, and toluene (300 mL) was added for extraction. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The alkane was purified by silica gel column chromatography as a mobile phase, and then recrystallized from a dichloromethane / ethyl acetate system to obtain a white solid intermediate IF-1 (12.18 g, yield 84%).

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, 29509-91-9, 4-Chloro-2,6-diphenylpyrimidine.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Ma Tiantian; Yang Min; Nan Peng; (69 pag.)CN110615759; (2019); A;,
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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 1211522-68-7, name is 4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine

Example 12: Synthesis of Compound XIII-10; Step 1: Synthesis of 4,6-dichloro-3-methyl-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazolo[3,4- d]pyrimidine (2); 4,6-dichloro-3-methyl-l H-pyrazolo[3,4-d]pyrimidine (1, 2 g, 9.85 mmol) was taken in ethyl acetate ( 100 mL), 3,4-Dihydropyran (2.5 g, 29.55 mmol) and p-TSA (0.1 g) were added to it. Reaction was stirred at RT for overnight. Product was detected by ESMS and NMR. Reaction was basified with Sat. NaHC03, organic layer was seperated, dried over sodium sulfate and concentrated to get 4,6- dichloro-3-methyl-l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo[3,4-d]pyrimidine (2, 2.6 g, 92%). Crude product was used as such for the next step. NMR (400 MHz, CDC13): delta 5.95 (dd, 1 H), 4.18-4.10 (dd, 1 H), 3.83-3.76 (t, 1 H), 3.70 (s, 3H), 2.60-2.50 (m, 1H), 2.18-2.10 (m, 1H), 1.92- 1.60 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 1211522-68-7.

Reference:
Patent; GATEKEEPER PHARMACEUTICALS, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/140338; (2011); A1;,
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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

Application of 199678-12-1 ,Some common heterocyclic compound, 199678-12-1, molecular formula is C11H8N2O2, 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.

Under an argon atmosphere, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.87 g, 9.76 mmol) and dimethylaminopyridine (2.48 g, 20.3 mmol) were added to a solution of compound 18 (2.00 g, 8.13 mmol) and 4-pyrimidin-2-ylbenzoic acid (2.00 g, 10.0 mmol) in dehydrated N,N-dimethylformamide (30 mL) at 0 C. The reaction mixture was left to stand overnight, then poured into ice water and stirred for 0.5 h at 0 C. The precipitate was collected by filtration and dissolved in ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated to afford 2.80 g (88%) of the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 9.14 (t, J = 5.6 Hz, 1H), 8.94 (d, J = 4.8 Hz, 2H), 8.49 (d, J = 8.8 Hz, 2H), 8.17 (dd, J = 9.2, 2.8 Hz, 1H), 8.07-8.04 (m, 3H), 7.49 (t, J = 4.8 Hz, 1H), 7.22 (d, J = 8.8 Hz, 1H), 4.52 (d, J = 5.6 Hz, 2H), 4.14 (t, J = 6.4 Hz, 2H), 1.84 – 1.75 (m, 2H), 1.01 (t, J = 7.4 Hz, 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. 199678-12-1, 4-Pyrimidin-2-yl-benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ohashi, Masao; Gamo, Kanae; Tanaka, Yuta; Waki, Minoru; Beniyama, Yoko; Matsuno, Kenji; Wada, Jun; Tenta, Masafumi; Eguchi, Jun; Makishima, Makoto; Matsuura, Nobuyasu; Oyama, Takuji; Miyachi, Hiroyuki; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 53 – 67;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 60703-46-0, 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. 60703-46-0, name is 2,4,6-Trichloro-5-methoxypyrimidine, molecular formula is C5H3Cl3N2O, 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.

Under an atmosphere of nitrogen a solution of 2,4,6-trichloro-5-methoxy-pyrimidine (4.0 g, 18.7 mmol) in DCM (200 mL) was cooled to 0 C. and treated with boron tribromide (6.6 mL, 65 mmol) dropwise. After stirring for 18 hours at RT the reaction mixture was cooled and diluted with methanol (25 mL, CARE, EXOTHERM.) and the reaction mixture diluted with water (200 mL). The aqueous layer was extracted with DCM and the combined organic extracts dried (Na2SO4) and concentrated in vacuo to give 2,4,6-Trichloro-5-hydroxy-pyrimidine as a pale tan solid (2.55 g, 71%). 13C NMR (DMSO-d6): 149.23 (C), 145.25 (C), 145.08 (C). LCMS (Method C): RT=2.65/2.77. [M-H]+ 197/199.

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 60703-46-0, 2,4,6-Trichloro-5-methoxypyrimidine.

Reference:
Patent; Genentech, Inc.; Heald, Robert Andrew; McLean, Neville James; US2014/65136; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 60703-46-0, 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 60703-46-0 as follows.

EXAMPLE 5 Preparation of 2-morpholino-5-methoxy-4,6-dichloropyrimidine 150 parts by volume of benzene, 34 parts of 5-methoxy-2,4,6-trichloro-pyrimidine and 17.7 parts of N-methyl-morpholine are introduced into a reactor. The mixture is heated under reflux for 3 hours, then filtered and the solution is evaporated. The residue obtained is recrystallized from ethanol. 30 parts of 2-morpholino-5-methoxy-4,6-dichloro-pyrimidine of melting point 116C are thus obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60703-46-0, its application will become more common.

Reference:
Patent; Societe Generale de Recherches et d’Applications Scientifiques “Sogeras”; US3984411; (1976); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 74647-39-5, 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 74647-39-5 as follows.

4-phenylpyrimidine-2-carboxylic acid (0.01 mol)Dissolved in 15 mL of thionyl chloride,Reflux reaction 5-7h, evaporated to dryness,The obtained solid was vacuum-dried and stored,To give the intermediate 4-phenylpyrimidine-2-carbonyl chloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74647-39-5, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Gong, Ping; Zhao, Yanfang; Liu, Yaijing; Di, Xin; Tang, Qidong; (42 pag.)CN104072480; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.60186-89-2, name is 4-Bromo-2,6-dimethoxypyrimidine, molecular formula is C6H7BrN2O2, molecular weight is 219.036, as common compound, the synthetic route is as follows.Recommanded Product: 60186-89-2

To a microwave vial was charged (R) -5- (1-hydroxy-2- (2, 8-diazaspiro [4.5] decan-8-yl) ethyl) -4-methylisobenzofuran-1 (3H) -one (40 mg, 0.121 mmol) , 4-bromo-2, 6-dimethoxypyrimidine (26.5 mg, 0.121 mmol) , tris (dibenzylideneacetone) dipalladium (0) (5.54 mg, 6.05 mumol) , 2-dicyclohexylphosphino-2?, 4?, 6?-triisopropylbiphenyl (11.5 mg, 0.024 mmol) , and potassium phosphate (51.4 mg, 0.242 mmol) . The vial was sealed, degased, and filled with dioxane (0.60 mL) . The reaction mixture was heated at 100 overnight, diluted with water, extracted with EtOAc. The organic layer was washed with brined, dried, evaporated to give the crude product, which was purified by silica gel column chromatography (0-10 MeOH/DCM) to afford (R) -5- (2- (2- (2, 6-dimethoxypyrimidin-4-yl) -2, 8-diazaspiro [4.5] decan-8-yl) -1-hydroxyethyl) -4-methylisobenzofuran-1 (3H) -one. LC-MS (ESI, m/z) : 469 [M+1] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60186-89-2, 4-Bromo-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; JIANG, Jinlong; SHI, Zhi-Cai; WALSH, Shawn P.; WU, Zhicai; YU, Yang; FERGUSON II, Ronald; GUO, Zhiqiang; FRIE, Jessica; SUZUKI, Takao; BLIZZARD, Timothy A.; FU, Qinghong; VANGELDER, Kelsey F.; (118 pag.)WO2016/65582; (2016); A1;,
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Pyrimidine – Wikipedia