Day: December 21, 2020

908240-50-6, 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. 908240-50-6, name is 2,4-Dichloropyrido[3,4-d]pyrimidine, molecular formula is C7H3Cl2N3, 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.

To the mixture of 2,4-dichloropyrido[3,4-d]pyrimidine (420.00 mg, 2.10 mmol) and 4-(l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazol-4-yl)aniline (408.70 mg, 1.68 mmol) in THF (10.00 mL) was added DIPEA (542.75 mg, 4.20 mmol, 733.45 uL). The mixture was stirred under N2 at 15 ¡ãC for 16 h. TLC (petroleum:EtOAc=0: l, Rf=0.40) showed one new main spot. The reaction mixture was diluted with water (30 mL) and the mixture was extracted with EtOAc (40 mLx3). The combined organic layers were washed dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by recrystallization (petroleum:EtOAc=10: l, 20 mL) to afford the title compound (620.00 mg, 72percent) as a yellow solid. 1H NMR (400 MHz, DMSO-i/6) delta 10.51 (s, 1H), 9.10 (s, 1H), 8.74 (d, J= 6.0 Hz, 1H), 8.45 (d, J= 5.6 Hz, 1H), 8.37 (s, 1H), 7.98 (s, 1H), 7.81 (d, J= 8.4 Hz, 2H), 7.71 (d, J = 8.8 Hz, 2H), 5.43-5.41 (m, 1H), 3.97-3.94 (m, 1H), 3.69-3.62 (m, 1H), 2.15-2.12 (m, 1H), 1.99- 1.94 (m, 2H), 1.72-1.65 (m, 1H), 1.57-1.56 (m, 2H).

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. 908240-50-6, 2,4-Dichloropyrido[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1780-26-3, 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 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To 12 ml of 1,4-dioxane, 0.75 g of phenylboronic acid, 1.67 g of potassium carbonate, 0.13 g of dichlorobis (triphenylphosphine) palladium and 1 g of 4,6- dichloro-2-methylpyrimidine were added. This mixture was stirred at 60C for 3 hours and then stirred at 800C for 6 hours. The reaction mixture was left standing to cool to room temperature, poured into an aqueous saturated ammonium chloride solution and then extracted three times with tert- butyl methyl ether. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to obtain 0.64 g of 4-chloro-2-methyl- 6-phenylpyrimidine.4-chloro-2-methyl-6-rhohenylpyrimidine 1 H-NMR : 2 . 78 ( s , 3H ) , 7 . 49-7 . 56 (m, 4H ) , 8 . 04 -8 . 07 (m, 2H )

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 1780-26-3, 2-Methyl-4,6-dichloropyrimidine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MIZUNO, Hajime; WO2010/134478; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

13479-88-4 ,Some common heterocyclic compound, 13479-88-4, molecular formula is C5HCl2N3S, 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.

Step 1 5-Chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine Procedure: To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (200 mg, 0.97 mmol) and 3,4,5-trimethoxybenzenamine (230 mg, 1.25 mmol) in 7 mL of DMSO was added DIEA (188 mg, 1.45 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, washed with water (10 mL) to give a crude product. It was purified by silica gel chromatography (silica gel 200-300 mesh, eluting with ethyl acetate) to give 5-chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine (337 mg, 98.6%) as a yellow solid. LC-MS: 353.0 [M+H]+, 726.9 [2M+H]+, tR=1.56 min.

According to the analysis of related databases, 13479-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

4983-28-2, 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (2R,5R)-tert-butyl 2-(hydroxymethyl)-5-methylmorpholine-4-carboxylate (1.2 g, 5.2 mmol) and 2-chloropyrimidin-5-ol (1 g, 7.5 mmol), DIAD(1.5 g 7.5 mmol) in THF (30 mL) was added triphenylphosphine (2 g, 7.5 mmol) at 0 ¡ãC, then the reaction was stirred at room temperature for 12 hours. The reaction solution was evaporated to dryness and the residue was purified by flash column chromatography, eluting with ethyl acetate: petroleum ether = 1:3 to afford the title compound (0.52 g, 1.52 mmol, 29 percent yield). LCMS Method D RT= 1.54 min, ES+ve 287.9 (M-tBu+H).

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, 4983-28-2, 2-Chloro-5-hydroxypyrimidine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

330785-81-4, 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. 330785-81-4, name is Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below.

The product VI obtained in the step (1) is added to 450 ml of ethanol, heated and stirred at 50-55 C until the temperature of the material is cooled to 20-30 C, 105 ml of 10% sodium hydroxide solution is added and stirred at 20-30 C for 1.5-2 hours. The mixture was added dropwise with 10% citric acid solution to adjust the pH of the solution to about 4 ~ 5. A large amount of solid was precipitated and the mixture was stirred at 20-30 C for 1-1.5h. The solid was washed with water and dried under vacuum at 50 C for 3h to obtain 14.0g of white solid. Yield 93.3%.

Statistics shows that 330785-81-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Chen Yuhua; Lu Pingping; Mo Enqing; Zuo Lian; Lu Zhijun; Peng Guizi; Yuan Yongling; (14 pag.)CN104059025; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

55329-22-1, 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. 55329-22-1, name is 4-Chloro-6-methyl-2-(methylsulfonyl)pyrimidine, molecular formula is C6H7ClN2O2S, 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.

The above synthesis may be carried out as follows: To N-cyanoethylglycine, ethyl ester (15.9 g, 102 mmol) (a compound of formula (Y2)) dissolved in DMSO (70 mL) was added 4-chloro-6-methyl-2-methylsulfonylpyrimidine (18.8 g, 91 mmol) (a compound of formula (Y1)) and diisopropylethylamine (18 mL, 100 mmol). After stirring for 16 hours, the reaction temperature was raised to 70 C. and imidazole (26.5 g, 0.39 mol) was added. After stirring for 1 day, the reaction was cooled to ambient temperature and added to ice water. The solid that formed was suction filtered and collected on paper to give 9.9 g of 2-[(2-cyanoethyl)[2-(1H-imidazol-1-yl)-6-methyl-4-pyrimidinyl]amino]acetic acid, ethyl ester (a compound of formula (Yc1)).

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. 55329-22-1, 4-Chloro-6-methyl-2-(methylsulfonyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berlex Laboratories, Inc.; Pharmacopeia, Inc.; US6432947; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

85979-59-5, 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 85979-59-5, name is 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred mixture of appropriate alcohol (1.0 mmol) and Cs2CO3 (651 mg, 2.0 mmol) in dimethyl sulphoxide (5 ml) was added appropriate heteroaryl halide (1.2 mmol) and mixture was stirred for 12-16 h at 80 C. The reaction mixture was cooled to room temperature and diluted with water (20 ml). The mixture was extracted with ethyl acetate (2 x 50 ml) and the combined organic extracts were washed with water (2 x 50 ml) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by flash silica gel column chromatography using 30-40 % ethyl acetate and petroleum ether as eluent to yield the heteroaryl ethers.

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 85979-59-5, 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine.

Reference:
Article; Das, Sanjib; Harde, Rajendra L.; Shelke, Dnyaneshwar E.; Khairatkar-Joshi, Neelima; Bajpai, Malini; Sapalya, Ratika S.; Surve, Harshada V.; Gudi, Girish S.; Pattem, Rambabu; Behera, Dayanidhi B.; Jadhav, Satyawan B.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2073 – 2078;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

37552-81-1, 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. 37552-81-1, name is 4-Chloro-6-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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.

4-Chloro-6-trifluoromethylpyrimidine (200 mg, 1.10 mmol) was dissolved in a solution of ammonia in methanol (7 M, 2.4 mL, 16.80 mmol) and then the reaction mixture was heated at 120 C for 5 minutes using microwave irradiation. The mixture was concentrated under reduced pressure and the residue was partitioned between ethyl acetate (25 mL) and saturated aqueous sodium bicarbonate solution (10 mL). The layers were separated and the organic layer was washed with water (10 mL) and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 6-(trifluoromethyl)pyrimidin-4-amine. MS ESI calc’d. for C5H5F3N3 [M + H]+ 164, found 164. NMR (500 MHz, DMSOd-6) delta 8.47 (s, 1H), 7.52 (br s, 2H), 6.77 (s, 1H).

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. 37552-81-1, 4-Chloro-6-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

935534-47-7 , The common heterocyclic compound, 935534-47-7, name is 5-Bromo-4-(trifluoromethyl)pyrimidin-2-amine, molecular formula is C5H3BrF3N3, 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.

[0252] To a dry 50O mL flask was added 5-bromo-4-(trifluoromethyl)-2- pyrimidylamine (10.1 g, 41.7 mmol), potassium acetate (12.3 g, 125.2 mmol), 4,4,5,5- tetramethyl-2-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l,3,2-dioxaborolane (11.6 g, 45.9 mmol) and dioxane (15O mL). Argon was bubbled through the solution for 15 minutes, at which time l,l’-bis(diphenylphosphino)ferrocene palladium (H) chloride (1.7 g, 2.1 mmol) was added. The reaction was refluxed in a 115 0C oil bath for 6 hours under argon. After cooling to room temperature, the dioxane was removed in vacuo. EtOAc (500 mL) was added and the resulting slurry was sonicated and filtered. Additional EtOAc (500 mL) was used to wash the solid. The combined organic extracts were concentrated and the crude material was purified by SiO2 chromatography (30-40% EtOAc/hexanes) yielding 4.40 g of an off white solid. By 1H NMR the material was a 1:1 mixture of boronate ester and 2-amino-4-trifluoromethylpyrimidine byproduct. The material was used as is in subsequent Suzuki reactions. LCMS (m/z): 208 (MH+ of boronic acid, deriving from in situ product hydrolysis on LC). 1H NMR (CDCI3): delta 8.72 (s, IH), 5.50 (bs, 2H), 1.34 (s, 12H).

The synthetic route of 935534-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

14048-15-8, 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 14048-15-8, name is 2,4-Dimethoxypyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a 250 mL sealed tube equipped with magnetic stirring bar, compounds C-4A (12.48 g, 50 mmol, 1 eq), C-7A (7.76 g, 50 mmol, 1 eq) and C-6E (9.06 g, 50 mmol, 1 eq) were added followed by AcOH (100 mL), and the tube was tightly closed with plastic stopper. The mixture was heated up to 80 C (temperature of the heating bath) and stirred at this temperature overnight. After that time UPLCMS analysis showed almost full consumption of starting materials (which equals to 40 % of a product peak area). The reaction mixture was cooled to room temperature and AcOH was evaporated to dryness. The residue was preadsorbed onto silicagel and purified by chromatography (50 % of AcOEt/n-hexane). After removing of solvents product C-8.C7 was obtained as a dark brown solid/foam (7.63 g, 24.9 % yield, 84 % of purity according to UPLCMS analysis.

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 14048-15-8, 2,4-Dimethoxypyrimidin-5-amine.

Reference:
Patent; Adamed sp. z o.o.; FEDER, Marcin; MAZUR, Maria; KALINOWSKA, Iwona; JASZCZEWSKA, Joanna; LEWANDOWSKI, Wojciech; WITKOWSKI, Jakub; JELEN, Sabina; WOS-LATOSI, Katarzyna; (56 pag.)EP3511334; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia