Day: March 15, 2021

Electric Literature of 14331-54-5, Adding some certain compound to certain chemical reactions, such as: 14331-54-5, name is 2,4-Dimethylpyrimidine,molecular formula is C6H8N2, 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 14331-54-5.

General procedure: Irradiation procedure. The dimethylpyrazine or dimethylpyrimidine was placed in a Pyrex tube, attached to the vacuum line, and subjected to three freeze-thaw cycles. The remaining material was then allowed to vaporize into a quartz reaction flask (3 L) that had been evacuated overnight. The resulting pressure in the reaction flask ranged from 1.0 to 1.5 Torr. The flask was irradiated for 5 min. in a Rayonet reaction equipped with either 2, 4,6, 8, or 10 low-pressure 2537 A Hg lamps.

According to the analysis of related databases, 14331-54-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pavlik, James W.; Vongakorn, Tharinee; Kebede, Naod; Arkivoc; vol. 2017; 5; (2017); p. 216 – 228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 39906-04-2, 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 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 5-amino-4,6-dichloro-2-methyl-pyrimidine (5.6mmol) in acetonitrile (20mL), Cs2CO3 (11.2mmol) and the suitable arylisothiocyanate (5.6mmol) were added. The suspension was stirred at 50C until disappearance (5-30h) of the starting materials (TLC monitoring: eluting system ciclohexane/ethyl acetate 7:3). Then, another 50mL of acetonitrile was added and the suspension was heated at 50C and filtered while hot. The filtrate, after the addition of 5g of silica gel (70-230 mesh), was stirred at room temperature for 20min and filtered. The solvent was removed in vacuum, and the residue was collected and recrystallized.

According to the analysis of related databases, 39906-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Varano, Flavia; Catarzi, Daniela; Squarcialupi, Lucia; Betti, Marco; Vincenzi, Fabrizio; Ravani, Annalisa; Varani, Katia; Dal Ben, Diego; Thomas, Ajiroghene; Volpini, Rosaria; Colotta, Vittoria; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 105 – 121;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 330786-24-8, 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 330786-24-8 as follows.

Under nitrogen protection, Ph3P (29.2g, 112mmol), (3S)-hydroxy-1-tert-butoxycarbonylpiperidine (18.0g, 89.3mmol) was dissolved in 150ml of tetrahydrofuran, cooled to 0 C, the control temperature did not exceed A solution of DIAD (25.3 g, 125 mmol) in tetrahydrofuran (40 ml) was added at 5 C over 20-30 min. Then at 0~5CA solution of 4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine (28.4 g, 93.8 mmol) in tetrahydrofuran (150 ml) was added, Stir at room temperature for 5 h. Add 3.2 ml of water, then add zinc chloride (18.2 g, 134 mmol), stir to warm to 30-40 C for 2.5 h, cool to 0 C ~ 5, filter, and wash with tetrahydrofuran (50 ml ¡Á 2), remove the solvent by rotary evaporation The residual oil was slurried with ethyl acetate (300 ml), hexane (50 ml) was added, filtered, and the residue was washed with ethyl acetate (30 ml ¡Á 2), and the filtrate was water (100ml ¡Á 2), saturated brine (150ml) The organic layer was washed with anhydrous sodium sulfate, and the solvent was evaporated to remove the solvent. The residue was purified by the solvent. The content of Ph3PO was 3.81% (Comparative MgCl2: 32.4% by weight), and isopropanol (40 ml) was added to the residue to warm. Stirring at 50-60 C, cooling the crystals, filtering a small amount of cold isopropanol washing, product: 31.5 g (yield 80.2%), Ph3PO content: 0.28% (compared with MgCl 2 method: yield 85.2%; Ph3PO content: 14 wt%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,330786-24-8, its application will become more common.

Reference:
Patent; Fujian Microbiology Institute; Zhao Xueqing; Cheng Jiawei; Lin Yanqin; Fan Lin; Chen Zhong; Xu Minhua; Yi Mingyan; (8 pag.)CN109232581; (2019); A;,
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.16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, molecular formula is C5H5N5, molecular weight is 135.13, as common compound, the synthetic route is as follows.Recommanded Product: 16462-27-4

General procedure: A solution of 4-amino-2-methylpyrimidine-5-carbonitrile 1a (3.04g, 30mmol) and raney nickel (3.0g) in formic acid (20mL) was stirred at 80C for 4h. After this, the reaction mixture was filtered and washed with 10mL formic acid. The filtrate and washings were collected together and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel and eluted with ethyl acetate/petroleum ether (1:1, v/v) to give white solid 2a, which was used directly for the next step. Under this same condition, the intermediate compounds 2a and 2c were also prepared.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16462-27-4, 2,4-Diaminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 26452-81-3, 4-Chloro-6-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, Computed Properties of C5H5ClN2O, blongs to pyrimidines compound. Computed Properties of C5H5ClN2O

General procedure: To a 5 mL vial containing a stir bar, 3-(2-aminopyrimidin-5-yl)-6-cyclobutyl-2-fluorophenol (88 mg, 0.34 mmol) and 4-amino-6-chloropyrimidine (46 mg, 0.36 mmol) were added K2CO3 (70 mg, mg, 0.51 mmol), 18-crown-6 (9 mg, 0.03 mmol) and DMA (0.68 mL). The resultant mixture was stirred at 120¡ã Celsius for approximately 3 hours before cooling to room temperature and passing it through a syringe filter and subjecting the filtrate to FCC to afford the title compound (42 mg, 35percent). The title compound was prepared using conditions similar to those described in Example 164 heating for 3 hours at 120¡ã Celsius using Intermediate G and 6-chloro-4-pyrimidinyl methyl ether giving title compound and Example 205. MS (ESI): mass calcd. for C19H20FN5O2, 369.16; m/z found, 370.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.46-8.42 (m, 1H), 8.08 (d, J=1.5, 1H), 7.98 (s, 1H), 7.78-7.69 (m, 1H), 7.32-7.27 (m, 1H), 5.90 (s, 1H), 4.67 (s, 2H), 3.51 (s, 3H), 1.37 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26452-81-3, 4-Chloro-6-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 110100-00-0, 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. 110100-00-0, name is 1-(2-Chloropyrimidin-5-yl)ethanone, molecular formula is C6H5ClN2O, 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. In a microwave oven, 1.000 g (6.387 mmol) of 1- (2-chloropyrimidin-5-yl) ethanone,1.236g (7.664mmol) (1R, 2S) -2,6-dimethylindene-1-amineA mixture of 2.476 g (19.161 mmol) of N, N-diisopropylethylamine in 8.0 mL of 1,4-dioxane was heated at 140 C for 45 minutes.The solvent was removed under reduced pressure, water and dichloromethane were added to the mixture, and the aqueous phase was extracted twice with dichloromethane.The combined organic phases were dried over sodium sulfate, and the solvent was distilled off under reduced pressure. : 50)] purification residue,Yielded 1.630 g (85%)1- (2-{[(1R, 2S) -2,6-dimethyl-2,3-dihydro-1H-inden-1-yl] amino} pyrimidin-5-yl) ethanone.

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 110100-00-0, 1-(2-Chloropyrimidin-5-yl)ethanone.

Reference:
Patent; Baier Crop Science Co., Ltd.; Baier Corporation; H ¡¤zhankebi; E ¡¤busikatuo¡¤aersaikeer; K ¡¤maien; U ¡¤duole; H ¡¤ditelixi; E ¡¤jiaciweile; A ¡¤B¡¤maqiedila; C ¡¤H¡¤luoxinge; D ¡¤shimucile; (88 pag.)CN110461833; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 106157-82-8 ,Some common heterocyclic compound, 106157-82-8, molecular formula is C6H7N3O, 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.

Compound 11a: 1 -(2-aminopyrimidin-4-yl)ethanone oxime; To a suspension of 1 -(2-aminopyrimidin-4-yl)ethanone (3a) (4 g) in ethanol (70 mL) and water (14 mL) was added hydroxylamine hydrochloride (4.05 g) followed by sodium acetate (7.18 g) and the mixture was stirred at room temperature for one hour. After this time the reaction mixture was concentrated in vacuo, water was added and stirred for 15 minutes. The precipitate was collected by filtration and washed with water and dried in vacuo at 40C overnight to afford the title product (4.29 g) as a light yellow solid.

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. 106157-82-8, 1-(2-Aminopyrimidin-4-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. Organon; GROVE, Simon James Anthony; MORRISON, Angus John; JAMIESON, Craig; PALIN, Ronald; MACLEAN, John Kinnaird Ferguson; WO2011/76723; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 35265-82-8, name is 2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine

[0151] To an acetic acid (15 mL) solution of 24-f (according to the synthesis procedure in the patent: WO 2007/023382A2) (992 mg, 4.6 mmol) and aluminum trichloride (1.23 g, 9.2 mmol) was slowly added a solution of bromine (0.72 mL,13.8 mmol) in acetic acid (5 mL) at room temperature. After dropwise addition, the reaction mixture was heated to 80Cand stirred for 6 hours. After cooling, the reaction mixture was poured into ethyl acetate (40 mL), washed with water (40mL), then 5% sodium thiosulfate solution (40 mL 3 2) to remove the color of bromine. The aqueous phase was extractedwith ethyl acetate (120 mL 3 2). The organic layers were combined and washed with saturated sodium bicarbonatesolution (100 mL) and saturated brine (200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to givetitle compound 24-e (1.035 g, yield 76%) as a pale yellow solid. LC-MS (ESI): m/z 296.9 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 35265-82-8.

Reference:
Patent; Shanghai Yingli Science and Technology Co., Ltd; Shanghai Chemexplorer Co., Ltd.; XU, Zusheng; EP2860181; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 111 -(1 H-Pyrazolof3.4-dlpyrimidin-4-yl)-piperidin-4-ylanriine11A. f1-(1/-/-Pyrazolof3,4-cnpyrimidin-4-yl)-piperidin-4-yll-carbamic acid ferf-butyl esterTo a solution of 4-chloro-1/-/-pyrazolo[3,4-d]pyrimidine (J. Amer. Chem. Soc. 1957, 79, 6407-6413) (59 mg, 0.38 mmol) in ethanol (2 ml) was added triethylamine (100 mul, 0.72 mmol) and 4-(N-Boc-amino)piperidine (134 mg, 0.67 mmol). The solution was heated at 80 0C for 3 hours, and then cooled to room temperature. The solution was evaporated to dryness and the residue purified by recrystallisation (isopropanol) to yield the product (32 mg, 26% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5399-92-8, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; WO2007/125321; (2007); A2;,
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.1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, molecular weight is 158.59, as common compound, the synthetic route is as follows.Product Details of 1005-37-4

Example 2596-(4-methoxy-2,3-dimethylphenyl)-4-N-methylpyrimidine-2,4-diamine.A mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (24 mg, 0.15 mmol), (4- methoxy-2,3-dimethylphenyl)boronic acid (32 mg, 0.18 mmol), potassium carbonate (41 mg, 0.30 mmol) and tetrakis(triphenylphosphine)palladium (0) (9mg, 0.008 mmol) in 1 ,4-dioxane (3 mL) and water (1 mL) was heated in a sealed tube at 90C overnight. The reaction mixture was concentrated and purified by preparative H PLC. LCMS [M+H] 259.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia