Day: November 27, 2020

147118-36-3, 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. 147118-36-3, name is 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, molecular formula is C16H20FN3O3S, 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.

EXAMPLE 9 (DIRECT REACTION) N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulphonamide A suspension of 9.29 g (26.3 mmol) of [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol in 26 g of toluene was, with ice-bath cooling, admixed with 7.64 g (34.4 mmol) of chlorodiphenylphosphine. After rinsing with a little toluene, the mixture was heated at 111 C. for 2 h. After cooling to room temperature, 4.94 g of a 45 percent strength potassium hydroxide solution and 873 mg (2.71 mmol) of tetrabutylammonium bromide were added, and the mixture was stirred vigorously at 60 C. for 1 h. 100 ml of water was added to the warm reaction mixture. The mixture was briefly stirred at 60 C. and slowly cooled to 4 C., and the precipitated solid was filtered off. The product was washed with cold water (30 ml) and cold toluene (30 ml) and dried under reduced pressure at 40 C. 11.74 g (78.4 percent; content: 94.4 percent) of N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide was isolated in the form of a colorless 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. 147118-36-3, 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza AG; US6160115; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

289042-12-2, Adding a certain compound to certain chemical reactions, such as: 289042-12-2, tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, 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, 289042-12-2, blongs to pyrimidines compound.

BEM (20.0g) was dissolved in acetonitrile (140ml) at 40C, then cooled to 35C beforegradual addition of hydrochloric acid (0.02M, 35ml) at 35C. The resulting solution wasstirred at 35C until the reaction was complete then cooled to 25C. Sodium hydroxide(l.OM, 38ml) was added at 25C and the resulting mixture stirred at this temperature until thereaction was complete. Aqueous hydrochloric acid (1M) was added to adjust the pH of thesolution to pH9. The solution was distilled under reduced pressure (52mBar, <40C) untilapproximately 100ml of acetonitrile/water had been removed. Water (100ml) was added anddistillation continued until a further 100ml of acetonitrile/water had been removed. Theresulting mixture was filtered through a filter pad, the filter washed with water (30ml) and thefiltrates heated to 40C before addition of a solution of calcium chloride dihydrate (3.07g) inwater (29.5ml) over 20min, maintaining the reaction mixture at 38-41C.The reaction mixture was stirred for a further ISmin at 40C, then cooled to 20C and stirredat this temperature for a further 15min. The resulting suspension was filtered, washed withwater (3 x 50ml) and dried to give (?')-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3/?,55')-3,5-dihydroxyhept-6-enoic acidcalcium salt (15.8g, 84% yield). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,289042-12-2, its application will become more common. Reference:
Patent; ASTRAZENECA UK LIMITED; WO2004/108691; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1004-38-2, 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

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, 1004-38-2, 2,4,6-Triaminopyrimidine.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

32779-36-5, Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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, 32779-36-5, blongs to pyrimidines compound.

Intermediate 191 ,1 -dimethylethyl 4-(5-brom -2-pyrimidinyl)-1 -piperazinecarboxylateIn a microwave vial were mixed: 1 ,1 -dimethylethyl 1 -piperazinecarboxylate (1 10 mg, 0.589 mmol, available from Fluka), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.1 12 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150C for 0.5 hr. The reaction mixture was partitioned between EtOAc (20mL) and water (20mL) and the organic layer washed with brine (20mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)LCMS (Method C): Rt = 1.26, MH+ = 343

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-36-5, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

7752-82-1 ,Some common heterocyclic compound, 7752-82-1, molecular formula is C4H4BrN3, 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.

c) 6-Bromo-imidazof1w2-alPyrimidine; 50 mmol of 5-bromo-pyrimidin-2-ylamine are dissolved in 200 mi of saturated aqueous sodium hydrogencarbonate solution. 55 mmol of chloroacetaldehyde are added to the reaction mixture and the mixture is stirred for 24 hours at 25C. The mixture is extracted with ethyl acetate (3×300 ml) and the combined extracts are dried over sodium sulphate and evaporated under reduced pressure. Flash chromatography (SiO2 60F) of the residue provides the title compound which is identified on the basis of its Rf-value

According to the analysis of related databases, 7752-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90304; (2005); 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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 3934-20-1

To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis(triphenylphosphine) palladium (23 mg, 2 mol %) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at 50 C. for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried (MgSO4). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine.

Statistics shows that 3934-20-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrimidine.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/107623; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3934-20-1, A common compound: 3934-20-1, name is 2,4-Dichloropyrimidine,molecular formula is C4H2Cl2N2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a stirred solution of 2,4-dichloropyrimidine (3.00 g, 20.1 mmol) in toluene (25 mL) was added 4-fluorophenylboronic acid (2.82 g, 20.1 mmol), potassium carbonate (8.32 g, 60.3 mmol), tetrakis(triphenylphosphine)palladium(0) (0.630 g, 0.545 mmol) and 1 : 1 (v/v) ethanol/water (36 mL). The mixture was heated at 55 C for 12 hours and then concentrated. The residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried (Na2S04) and concentrated. The crude material was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford 2-chloro-4-(4-fluorophenyl)pyrimidine as a yellow solid (2.50 g, 61%). To a stirred solution of this compound (1.27 g, 6.09 mmol) in N,N-dimethylformamide (8 mL) was added ethyl piperidine-4-carboxylate (0.959 g, 6.10 mmol) and cesium carbonate (2.10 g, 6.44 mmol). The mixture was heated at 100 C for 12 hours and then concentrated. The residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried (Na2S04) and concentrated. The crude material was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford ethyl l-(4′-fluoro-[l, -biphenyl]-3-yl)piperidine-4-carboxylate as a yellow oil (1.60 g, 80%>). To a stirred solution of this intermediate (1.60 g, 4.80 mmol) in 1 : 1 (v/v) methanol/water (20 mL) was added solid sodium hydroxide (0.968 g, 24.2 mmol). After 2 hours, the reaction was concentrated. The residue was dissolved in water, made acidic (pH ~6) with the addition of IN hydrochloric acid and extracted with ethyl acetate. The combined organic layers were washed with brine, dried (Na2S04) and concentrated to afford l-(4′-fluoro-[l, -biphenyl]-3-yl)piperidine-4-carboxylic acid as a white solid (1.40 g, 97%). Using General Procedure D and Intermediate 5, this carboxylic acid was subjected to amide coupling to generate the title compound as a white solid (0.118 g, 27%). FontWeight=”Bold” FontSize=”10″ Eta NuMuKappa (500 MHz, CDC13) delta 8.37 (d, J= 5.0 Hz, 1H), 8.07-8.04 (m, 2H), 7.15 (t, J= 9.0 Hz, 2H), 6.89 (d, J= 10.0 Hz, 1H), 5.38 (s, 1H), 4.97-4.95 (m, 2H), 3.02-2.83 (m, 8H), 2.39-2.37 (m, 2H), 1.96-1.51 (m, 13H) ppm. 13C NMR (100 MHz, CDCI3) delta 174.1, 165.3, 163.3, 163.2, 161.7, 158.4, 133.8, 129.0, 128.9, 115.7, 115.5, 105.2, 59.4, 53.1, 47.6, 46.1, 44.6, 43.5, 39.3, 36.1, 28.9, 28.7, 25.1, 24.3, 24.2 ppm. Purity: >96% (214 & 254 nm) LCMS; retention time: 1.44 min; (M+H+) 438.3.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Patent; GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana; WO2014/43068; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, 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, 5909-24-0, blongs to pyrimidines compound. 5909-24-0

(3) 50 g of the compound of formula (5) was dissolved in 300 ml of tetrahydrofuran,Nitrogen protection,Add 400ml (1.5mol / L)Diisobutylaluminum hydride,Room temperature stirring,Reaction for 4 hours,Add 300ml saturated ammonium chloride dissolved in quenching,Further, 600 ml of ethyl acetate and 300 ml of potassium tartrate solution were added and stirring was continued for 1.5 hours,Dispensing,Concentrate the organic phase of the compound of formula (6)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5909-24-0, its application will become more common.

Reference:
Patent; East China Normal University; Hu Wenhao; Chang Huan; Xu Haiqun; Huang Haifeng; Ma Mingliang; (21 pag.)CN106749259; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
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. 147118-40-9, name is Rosuvastatin methyl ester. A new synthetic method of this compound is introduced below., 147118-40-9

7- [4-(4-Fluoro-phenyl)-6-isopropyl-2-(methanesulfonyl-n ethyl-amino)- pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester (500 g) was treated with aqueous sodium hydroxide ( 60 g sodium hydroxide in 2.5 L water ) and stirred the reaction mass at 25-35 ¡ãC for 1-2 hours. After completion of reaction, reaction mass was cooled to ambient temperature and activated carbon (25 g) was added and stirred for 30 minutes. Reaction mixture was filtered through hyflow bed and wash bed with water. Resulting filtrate was washed with methyl tert-butyl ether (4 x 1.5 L). Ethyl acetate (2.5 L) was added to resulting mixture followed by addition of concentrated hydrochloric acid to adjust pH of reaction mixture 1 to 2 at 10-15 ¡ãC and stirred. Layers were separated and aqueous layer was re-extracted with ethyl acetate (1 L). Combined organic layer was washed with brine solution. (+)-l-(l-naphthyl)ethylamine (175 g) diluted with ethyl acetate (250 ml) was added to the resulting organic layer to adjust the pH of reaction mixture to 7- 8. Solvent was distilled off completely from the reaction mixture. Ethyl acetate (2.5 L) was added to resulting residue followed by addition of (+)-l-(l-naphthyl)ethylamine (170 g) diluted with ethyl acetate (250 ml) and stirred for 6-8 hours at ambient temperature. n-Heptane (1.5 L ml) was added to resulting mixture and cooled the mixture at -5 ¡ãC. Resulting reaction mixture was stirred for 1 hour, filtered, washed with n-heptane. Resulting wet product was slurried in acetonitrile (2.5 L), filtered, washed with acetonitrile (250 ml) and dried to give 310 g of title compound having purity 99.74 percent; anti-isomer: 0.2 percent; lactone: not detected; 5-keto acid impurity: not detected by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-40-9, Rosuvastatin methyl ester, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; BHIRUD Shekhar Bhaskar; JAIN Anshul Kumar; SAINI Vinay Kumar; SHARMA Alok; WO2012/176218; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

2-iodoaniline (17.5 g, 79.9 mmol) and dimethyl phosphine oxide (6.9 g, 88.5 mmol) were added,Palladium acetate (0.3 g, 1.3 mmol), Xantphos (0.77 g, 1.3 mmol),N,N-diisopropylethylamine (22.7 g, 175.8 mmol), DMF (50 mL),Magnetic stirring. Under nitrogen protection, heat to 100C for 6 hours,The 2-iodoaniline consumption was monitored by thin layer chromatography. Cool to room temperature2,4,5-trichloropyrimidine (17.5 g, 95.9 mmol) was added and the reaction was heated to 75C for 6 hours.The reaction was complete by thin layer chromatography. Cool to room temperature, add water 300mL,Adjust pH to 5 with 5% hydrochloric acid and extract with ethyl acetate (100 mL x 3).Wash with sodium bicarbonate solution (100 mL), wash with saturated sodium chloride solution (100 mL ¡Á 2),Dry over anhydrous sodium sulfate. It is filtered with suction and concentrated to give a crude brown solid.Recrystallization with ethyl acetate/petroleum ether (volume ratio 1:2) gave an almost white solid 17g.Yield 67.3%.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changzhou Engineering Polytechnic College; Zhou Haiping; Qiu Yuejin; Bao Xiaobo; Liu Qiaoyun; Ni Yinggang; (7 pag.)CN107522742; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia