Pyrimidines

Related Products of 5177-27-5 , The common heterocyclic compound, 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, 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.

A mixture of 0.5 g (3.1 mmol) of 5-amino-2,4-dichloropyrimidine [D. T. Hurst, Heterocycl. 22, 79 (1984)], 0.35 ml (3.1 mmol) of 2-fluorobenzylamine and 0.46 ml (3.4 mmol) of triethylamine in 8 ml of 1-butanol is heated under reflux for 24 hours. The reaction mixture is then cooled to 0. The resulting beige-coloured suspension is filtered with suction and the filter cake is washed with cyclohexane and suspended in water for 30 minutes at room temperature with stirring. The suspension is again filtered with suction and the filter cake is dried under a high vacuum at 100 over tetraphosphorus decaoxide. In this manner 5-amino-2-chloro-4-[N-(2-fluorobenzyl)amino]-pyrimidine is obtained in the form of beige-coloured crystals having a melting range of from 224 to 225.

The synthetic route of 5177-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US5110818; (1992); A;,
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Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5750-74-3, name is 2,5-Dichloro-4-methoxypyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 5750-74-3

General procedure: Example 8: 6-Chloro-5-(5-chloro^t-(methylamino)pyrimidin-2-ylamino)-2- methylisoindolin-l-one A mixture of 5-amino-6-chloro-2-methylisoindolin-l-one (61 mg, 0.31 mmol), 2,5-dichloro-4-methoxypyrimidine (55 mg, 0.31 mmol) and pTSA (59 mg, 0.31 mmol) in dioxane (4 mL) was heated to 100 C for 18 h. DCM (10 mL) and saturated aqueous NaHC03 (10 mL) were added and the mixture was passed through a hydrophobic frit. The solvent was removed in vacuo and purification of the residue via reversed phase preparative HPLC gave 6-chloro-5-(5-chloro-4-(methylamino)pyrimidin-2-ylamino)-2- methylisoindolin-l-one (26 mg, 25%) as an off-white solid. LCMS (10 cm ESCI Formic MeCN): [M + H]+ = 338 at 2.83 min. ? NMR (400 MHz, d6- DMSO): ? 8.46 (s, IH), 8.29 (s, IH), 8.01 (s, IH), 7.73 (s, IH), 7.41 (q, J 4.6, IH), 4.48 (s, 2H), 3.08 (s, 3H), 2.91 (d, J4.6, 3H).

The synthetic route of 5750-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79505; (2013); A1;,
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Synthetic Route of 68797-61-5, Adding some certain compound to certain chemical reactions, such as: 68797-61-5, name is 5-Bromo-4,6-dichloropyrimidine,molecular formula is C4HBrCl2N2, 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 68797-61-5.

To AY-1 (1.25 g, 5.49 mmol)In anhydrous MeOH (15 mL)NaOMe (2.37 g, 43.89 mmol) was added to the solution.The mixture was stirred at rt for 1 h. The solution was filtered and concentrated.The residue was purified by flash chromatography on SiO2 to give Intermediate AY.

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. 68797-61-5, 5-Bromo-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI,JOHANNA; BRUNETTE,STEVEN RICHARD; COLLIN,DELPHINE; HUGHES,ROBERT OWEN; LI,XIANG; LIANG,SHUANG; SIBLEY,ROBERT; TURNER,MICHAEL ROBERT; WU,LIFEN; ZHANG,QIANG; (169 pag.)TW2018/38997; (2018); A;,
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Application of 799842-07-2, 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. 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. A new synthetic method of this compound is introduced below.

General procedure: Aq 1 M NaOH (9 mL, 1.5 equiv) was added to a stirred MeOH (20mL) solution of the appropriate aromatic thiol (7.2 mmol, 1.2equiv). The solution was stirred at r.t. for 15 min and then the heterocyclicalkyl bromide 2 or 3 (6 mmol, 1 equiv) was added. When rosuvastatin moiety bromides 2 were used, THF (10 mL) was also added to the mixture to improve solubility. After 18 h, the solvent was evaporated, the residue was dissolved in CH2Cl2 (50 mL), and washed with H2O (100 mL). The aqueous phase was additionally extracted with CH2Cl2 (2 × 25 mL). The combined organic phases were dried (MgSO4) and the solvent was evaporated. The residuewas recrystallized and the isolated product was dried in vacuumovernight at 60 C below 50 mbar to give the pure sulfide heterocyclic precursor 4 or 5 in 75-97% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, and friends who are interested can also refer to it.

Reference:
Article; Fabris, Jan; ?asar, Zdenko; Smilovi?, Ivana Gazi?; ?rnugelj, Martin; Synthesis; vol. 46; 17; (2014); p. 2333 – 2346;,
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Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-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, Product Details of 6693-08-9, blongs to pyrimidines compound. Product Details of 6693-08-9

To a reaction flask were added 2,4,6-trichloro-5-fluoropyrimidine (0.64 g, 3.16 mmol), DIPEA (1.02 g, 7.91 mmol), (R)-methyl 3-amino-4,4-dimethylpentanoate (0.42 g, 2.63 mmol) and dichloromethane (10 mL), and the reaction mixture was stirred at rt for 24 h. To the reaction mixture was added water (20 mL), and the resulting mixture was extracted with dichloromethane (20 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a light yellow solid (420 mg, 49 %).MS (ESI, pos. ion) m/z: 324.10[M+H]+

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.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, Application In Synthesis of 6-Chloropyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Application In Synthesis of 6-Chloropyrimidine-2,4(1H,3H)-dione

A solution of chlorouracil X (4.5 g, 30 mmol) in a mixture of DMF (90 mL) and DMSO (15 mL) was cooled in an ice-water bath. NaH (60% in oil, 1.32 g, 33 mmol) was added in two portions and the mixture was stirred for 0.5 h in the ice- water bath. LiBr (2.87 g, 33 mmol) was added and the mixture was stirred for 20 min. A solution of XVa (5.5 g, 27.2 mmol) in DMF (15 mL) was added dropwise to the reaction mixture. The mixture was allowed to warm slowly to rt and was stirred overnight. Water (approximately 200 mL) was added to the reaction mixture and the mixture was concentrated under reduced pressure to a volume of approximately 20-30 mL. Cold water (approximately 100 mL) was added to the mixture, the mixture was filtered and the solid was washed with water and ethyl acetate (200 mL). The filtered solid contained the desired product 12 as the major product by TLC (EtO Ac/heptanes, 1 :1). The biphasic filtrate was separated and the organic phase was concentrated under reduced pressure. The residue was combined with the original filtered solid and purified by chromatography on silica gel eluting with heptanes/EtOAc (1 :2 to 2: 1) to yield 3.7 g (48%) of 12 with a purity of 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/45476; (2009); A1;,
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Pyrimidine – Wikipedia

Application of 19875-04-8, 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. 19875-04-8, name is 2-Methylpyrimidin-4(3H)-one, molecular formula is C5H6N2O, 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.

General procedure: 6-[5-(5-Fluoro-2-oxo-2H-pyridin-l-ylmethyl)-pyridin-3-yl]-l-methyl-3,4-dihydro-lH- quinolin-2-one; To a solution of 6-(5 -chloromethyl-pyridin-3 -yl)- 1 -methyl-3 ,4-dihydro- 1 H-quinolin-2-one (intermediate A-3 [B]) (0.05 g, 0.147 mmol) in DMF (1 mL) was added 5-fluoro-lH-pyridin-2- one (0.019 g, 0.174 mmol) and K2C03 (0.048 g, 0.349 mmol) and the reaction mixture was stirred at room temperature over night. The mixture was evaporated to dryness and the residue purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give 6-[5 -(5 -fluoro-pyridin-2-yloxymethyl)-pyridin-3 -yl] – 1 -methyl-3 ,4-dihydro- 1 H-quinolin-2-one (0.016 g, 25 %), as colorless solid,

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 19875-04-8, 2-Methylpyrimidin-4(3H)-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; TAN, Xuefei; WO2014/139981; (2014); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a mixture of (S)-2-amino-4-((2-(2,2-difluoroethoxy)ethyl) (4-(5,6,7,8- tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid hydrochloride (150 mg, 332 mumol) in THF (1.6 mL) and H2O (0.4 mL) was added NaHCO3 (140 mg, 1.66 mmol) and then 4-chloro-2-(trifluoromethyl)pyrimidine (67 mg, 366 mumol) and the resulting mixture was heated to 70 C. for 1 h, cooled to rt, adjusted to pH=6 by the addition of 1 M aq. HCl, and then concentrated in vacuo. The crude residue was purified by prep-HPLC to give the title compound. LCMS (ESI+): m/z=561.2 (M+H). H NMR (400 MHz, Methanol-d4) delta ppm 8.25 (br d, J=6.11 Hz, 1H) 7.59 (d, J=7.34 Hz, 1H) 6.88 (d, J=6.11 Hz, 1H) 6.64 (d, J=7.34 Hz, 1H) 5.82-6.17 (m, 1H) 4.83 (br s, 1H) 3.95 (br s, 2H) 3.77 (td, J=14.70, 3.61 Hz, 2H) 3.45-3.57 (m, 5H) 3.32-3.45 (m, 3H) 2.72-2.90 (m, 4H) 2.43-2.56 (m, 1H) 2.25-2.40 (m, 1H) 1.70-2.03 (m, 6H).

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
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Related Products of 1088994-22-2, 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. 1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, 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.

1- (5- (4-fluorophenyl) pyrimidin-2-yl) -1,4-diazepan (0.163g, 0.6mmol), 5- methyl-2- (pyrimidin-2 yl) benzoic acid 0.128g, 0.6mmol) and anhydrous N, N- dimethylformamide (5mL) were added sequentially to a 50mL round bottom flask, and then at -20 deg.] C, slowly added sequentially N, N- two diisopropylethylamine (0.32mL, 1.8mmol) and 1-propyl phosphoric acid cyclic anhydride (1.336g, 2.1mmol) in ethyl acetate in 50% wt solution, the reaction solution after 1 hour reaction, the reaction temperature was raised to 50 20 hours and then at room temperature for 24 hours trans. To stop the reaction, under ice-cooling, to the reaction mixture was slowly added water (20 mL) and a saturated aqueous solution of sodium hydroxide (5ml) to the reaction solution to pH 7-8, and (100mL × 2) and extracted with methylene chloride, The combined dichloromethane layer was washed with water (50mL × 3) and saturated brine (10 mL), dried organic layer was separated, dried over anhydrous sodium sulfate. The filtrate was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (methylene chloride / methanol (v / v) = 50/1) to give the title compound as a yellow via solid (57mg, 20.1%).

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 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Jinchuan, Fei; Gao, Heng; Zhang, Ji; Zhang, Yingjun; (84 pag.)CN105461699; (2016); A;,
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Pyrimidine – Wikipedia

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. 3073-77-6, name is 2-Amino-5-nitropyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H4N4O2

Example 162; N-[2-(Acetylamino)pyrimidin-5-yl]-4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide; (1) N-(5-Nitropyrimidin-2-yl)acetamide; To a solution of 2-amino-5-nitropyrimidine (3.00 g, 21.4 mmol), 4-dimethylaminopyridine (2.61 g, 21.4 mmol) and pyridine (10.4 ml, 128 mmol) in acetonitrile (100 ml) was added acetyl chloride (3.04 ml, 42.8 mmol), the mixture was stirred at 100C for 1 hour. To the mixture was added acetyl chloride (2.00 ml, 28.1 mmol) and the mixture was stirred at 100C for 12 hours. The reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was recrystallized from a mixed solvent of hexane and ethyl acetate to obtain the desired product (1.22 g, 31.3%) as a solid. 1H-NMR (CDCl3) delta; 2.59 (3H, s), 8.88 (1H, br s), 9.36 (2H, s).

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, 3073-77-6, 2-Amino-5-nitropyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
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Pyrimidine – Wikipedia