Day: September 24, 2021

Application of 16879-53-1, 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. 16879-53-1, name is 2-Phenylpyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

A solution of 150 mg of 2-phenyl-4pyrimidinecarboxylic acid in 1 mL of thionyl chloride was heated at 70 C. for 1 hr, cooled to room temperature and the excess thionyl chloride removed by evaporation under reduced pressure to yield 145 mg of 2-phenyl-4-pyrimidinecarboxylic acid chloride which was used in the next step without further purification or characterization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16879-53-1, 2-Phenylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Neurogen Corporation; US5594141; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-13-1, 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. 33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

To the solution of 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbonitrile (2.20 g, 10.0 mmol) in DMF (10 mL) was added 2,6-difluoroaniline (2.17 mL, 20.0 mmol). The solution was stirred at 50 0C for about 60 minutes. The mixture was slowly added into a solution of MeOH (20 mL) and water (30 mL). The resultant solid was filtered and washed with MeOH / H2O (20 mL, 1 : 1) to give 4-chloro-6-[(2,6-difluorophenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile as a white solid (2.82 g, 90 %). LC-MS m/z 313 (M + H)+; 1H-NMR (CDCl3) delta 2.33 (s, 3 H), 6.94 (s, 1 H), 7.04 (m, 2 H), 7.35 (m, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104917; (2006); A2;,
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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2,4-Dichloropyrido[3,2-d]pyrimidine

To a solution of 116E (50 mg, 0.22 mmol) and 2,4-dichloropyrido[3,2-d]pyrimidine (45 mg, 0.22 mmol) in THF (3 mL) was added N,N-diisopropylethylamine (0.12 mL, 0.67 mmol). After stirring at 80 C. for 18 h, the reaction was cooled to ambient temperature, diluted with EtOAc (25 mL), washed with water (25 mL) and brine (25 mL), dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc (0-100%) to provide 116F. LCMS (m/z): 350.06 [M+H]+; tR=1.09 min. on LC/MS Method A

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, 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-98-7, 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 4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 6-chloro-pyrimidine-4,5-diamine (188 mg, 1.31 mmol), 1,3-dichloro-2-isothiocyanato-benzene (266 mg, 1.31 mmol), and CH3CN (5 mL) was added iPr2NEt (337 mg, 2.62 mmol) at rt. The mixture was heated to 90 C. in a sealed tube. After 12 h, the reaction was cooled and purified by preparative reverse-phase HPLC to afford the title compound as a colorless solid (80 mg, 20%). MS (ESI): mass calcd. for C11H6Cl3N5, 312.9; m/z found, 314.0 [M+H]+. 1H NMR ((CD3)2SO): 9.90 (br s, 1H), 8.39 (s, 1H), 7.62 (d, J=8.1 Hz, 2H), 7.43 (t, J=8.1 Hz, 1H).

According to the analysis of related databases, 4316-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lebsack, Alec D.; US2009/156598; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3764-01-0

The 2-chloro-4-(2-difluoromethylbenzimidazol-l-yl)-6-morpholinopyrimidine used as a starting material was prepared as follows :-; Diisopropylethylamine (6.3 g) was added to a stirred solution of2,4,6-trichloropyrimidine (10 g) in methylene chloride (100 ml) that had been cooled to 0°C. Morpholine (4.3 g) was added slowly and the resultant reaction mixture was stirred at ambient temperature for 3 hours. The mixture was washed with a saturated aqueous sodium bicarbonate solution. The organic layer was separated, dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using an increasingly polar solvent gradient from mixtures of isohexane and methylene chloride. The more polar isomeric product was collected. There was thus obtained 2,4-dichloro- 6-morpholinopyrimidine as a solid (7.8 g); NMR Spectrum: (DMSOd6) 3.60-3.74 (m, 8H)5 6.96 (s, IH); Mass Spectrum: M+H+ 234.

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, 3764-01-0, 2,4,6-Trichloropyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; PASS, Martin; WO2008/32060; (2008); A1;,
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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. A new synthetic method of this compound is introduced below., COA of Formula: C11H15ClN2O2

(II) hydrochloride (48.77 g, 0.195 mol), (III) (48.54 g, 0.2 mol)(50.4 g, 0.6 mol), potassium iodide (3.3 g, 0.02 mol), 400 mL of acetonitrile and 100 mL of water were heated to 65 G in a 1000 mL three-necked flask and stopped for 16 h reaction. Cooling to 25 G, slowly add lOOmL of water to the system, a large number of solid material precipitation, stirring 30 min, the filter to get crude, filter cake with acetonitrile and water were washed solid, dryingOf crude 72.0 g.The crude product of 72.0 g of (I) was placed in 720 mL of water at a temperature of 20-25 C, 16.8 mL of concentrated hydrochloric acid was added, stirred to form (I) hydrochloride, and the aqueous solution of (I) was washed with 500 mL of dichloromethane 2 times, take the aqueous solution layer, add 7.2g activated carbon decolorization, heating to 50 e, stirring 30min, the filter (I) hydrochloric acid solution.The aqueous solution of (I) salt was cooled to 0-10 C and 500 mL of isopropyl alcohol was added to the system at a temperature of 0-10 C,A solution of 20% sodium hydroxide was slowly added with stirring to adjust the pH of the system to 8-9 to give (I) as a white solid. After the dropwise addition, the mixture was stirred at this temperature for 1 hour and filtered to obtain a solid material. Isopropyl alcohol and water (100 mL + 100 mL), and the resulting solid was (I), about 55.0 g.The above-obtained (I) was added to a mixed solvent of 1100 mL of ethanol and 333 mL of water and heated to reflux to a solid materialDissolved in the lh, slowly cooled to 0-5 e, stirring at this temperature for 16h, to obtain a white solid crystalline material, filtration, to obtain high purity (I), drying to get the product 49.2g, yield 60 %.

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, 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; JIANGSU CHIATAI QINGJIANG PHARMACEUTICAL CO LTD (CTQJ); WANG, WUWEI; CHEN, JIE; WU, TINGZHAO; GU, HAICHENG; HE, JIA; (7 pag.)CN103214485; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6297-80-9, 4,6-Dichloropyrimidin-2(1H)-one, 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, Quality Control of 4,6-Dichloropyrimidin-2(1H)-one, blongs to pyrimidines compound. Quality Control of 4,6-Dichloropyrimidin-2(1H)-one

General procedure: #10;4,6-dichloropyrimidin-2(1H)-one (0.24 mmol) and the amine (0.24 mmol) was dissolved in NMP (1 ml) in a microwave vial. The vial was capped and heated at 120 °C for 15 min in a single node microwave reactor. Morpholine (7.5 mmol) was added and the mixture was heated at 120 °C for 30 min. The reaction mixture was worked up with DCM (3 ml) and brine (1 ml) and filtered through a phase separator. The compound was purified with HPLC using FractionLynx I instrument, Mobilphase: gradient 5-95percent ACN in 0.1 M HCO2H, pH3, Column: Sunfire Prep C18 5m OBD 19*150 mm to give the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6297-80-9, 4,6-Dichloropyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Article; Giordanetto, Fabrizio; Wallberg, Andreas; Ghosal, Saswati; Iliefski, Tommy; Cassel, Johan; Yuan, Zhong-Qing; Von Wachenfeldt, Henrik; Andersen, Soren M.; Inghardt, Tord; Tunek, Anders; Nylander, Sven; Bioorganic and medicinal chemistry letters; vol. 22; 21; (2012); p. 6671 – 6676,6;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 213265-83-9, 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 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate A33-5 (200mg, 0.94mmol) was dissolved in tetrahydrofuran (10mL), was added 4,6-dichloro-5-fluoropyrimidine (160mg, 0.96mmol),Diisopropylethyl amine (360mg, 2.79mmol), 50 stirred overnight, cooled to room temperature, spin dry solvent, the residue was purified by column chromatography (dichloromethane:Methanol = 50: 1) to give a white solid (220mg, 68%).

According to the analysis of related databases, 213265-83-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Yunxuan Pharmaceutical Co., Ltd.; Zhang, Xiaohu; (54 pag.)CN105254613; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 271-70-5, 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. 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, 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 a solution of 5-bromo-1,3-dihydrobenzo[c]thiophene (1, 0.18 g, 0.81 mmol) in dimethylformamide (3.5 mL), were added 7H-pyrrolo [2,3-d]pyrimidine (2, 0.14 g, 1.22 mmol) and sodium tert-butoxide (0.12 g, 1.2 mmol). The reaction mixture was degassed with argon for 20 min. Trans-N,N?-dimethyl cyclohexane 1,2 diamine (0.064 g, 0.4 mmol) and copper(I) iodide (0.030 g, 0.16 mmol) were then added and the reaction mixture was heated at 100 C. for 16 h. After heating the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography using 2% methanol in dichloromethane as eluent to afford 7-(1,3-dihydrobenzo[c]thiophen-5-yl)-7H-pyrrolo[2,3-d]pyrimidine (Cpd. No. 13). Yield: 0.029 g, 12%; MS (ESI) m/z 254[M+1]+; 1H NMR (400 MHz, DMSO-d6) delta 9.13 (s, 1H), 8.87 (s, 1H), 8.03 (d, J=3.7 Hz, 1H), 7.84 (d, J=2.0 Hz, 1H), 7.74 (dd, J=8.3, 2.1 Hz, 1H), 7.50 (d, J=8.2 Hz, 1H), 6.88 (d, J=3.7 Hz, 1H), 4.34-4.26 (m, 4H).

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 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 34771-45-4, 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.34771-45-4, name is 5-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.

A mixture of palladium complex SI (27.7 mg, 50.0 muiotaetaomicron, 5.00 mol%) and 2-chloro- phenanthroline (10.7 mg, 50.0 muiotaetaomicron, 5.00 mol%.) was dissolved in acetonitrile (5.0 mL). This mixture was added to a 20 mL vial containing a solution of Selectfluor (709 mg, 2.00 mmol, 2.00 equiv.) and 5-phenylpyrimidine (156 mg, 1.0 mmol, 1.0 equiv.) in acetonitrile (5.0 mL, final c = 0.10 M). The reaction mixture was stirred for 14 hours at 50 C and then transferred to a separately funnel. Ethyl acetate (50 mL) was added and the organic layer was washed with water (50 mL) with brine added (10 mL). The aqueous layer was extracted with dichloromethane (3 chi 50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo at 40 C to afford a pale yellow solid. The residue was dissolved in dichloromethane (2 mL), loaded onto a short plug of silica (20 g) and eluted with ethyl acetate/dichloromethane 20:80 (v/v) and concentrated in vacuo to afford a yellow- orange solid (123 mg) containing the title compounds (111 mg, 0.580, 58% yield, 3ia: 3ib (52:48)), 5-phenylpyrimidine and minor inseparable impurities. The yield and selectivity were determined by 19F using l,4-bis(trifluoromethyl)benzene as an internal standard (standard: delta -63.4 ppm, 6 F; compared with product peaks at delta -112.4 and -117.5 ppm; first relaxation time of 10 s to ensure accurate integration). The spectra matched the reported spectra for the title compound 5ib. See Liu et al., Chem. Commun., 2009, 6267-6269. (0419) R/= 0.45 (ethyl acetate/dichloromethane 20:80 (v/v)). HRMS-FIA(m/z) calculated for CioFN2 [M+H]+, 175.0666; found, 175.0667. (0420) [00210] NMR Spectroscopy: 13C NMR (125 MHz, CDC13, 23 C, delta): 163.5 (d, J= 249.7 Hz), 159.9 (d, J = 249.7 Hz), 157.7, 157.6, 157.6, 156.4 (d, J= 4.1 Hz), 155.0, 154.8, 134.4 (d, J = 8.3 Hz), 131.1 (d, 7= 8.3 Hz), 130.2 (d, 7= 2.9 Hz), 129.8 (d, 7= 1.8 Hz), 129.5, 129.1, 128.9 (d, J= 8.4 Hz), 127.1, 125.2, 125.1, 116.7 (d, J= 21.8 Hz), 116.6 (d, J= 22.0 Hz). 5- (2-fluorophenyl)pyrimidine (3ia): 1H MR (500 MHz, CDC13, 23 C, delta): 9.15 (s, 1H), 8.91 – 8.84 (m, 3H), 7.55 – 7.33 (m, 4H), 7.27 – 7.10 (m, 3H). 19F NMR (470 MHz, CDC13, 23 C, delta): -117.5 ppm. 5-(4-fluorophenyl)pyrimidine (3ib): 1H NMR (500 MHz, CDC13, 23 C, delta): 9.21 (d, J= 1.2 Hz, 1H), 8.96 (s, 1H), 8.92 (s, 1H), 7.62 – 7.51 (m, 3H), 7.50 – 7.44 (m, 1H), 7.22 (t, J= 8.6 Hz, 1H). 19F NMR (500 MHz, CDC13, 23 C, delta): -112.4 ppm.

The chemical industry reduces the impact on the environment during synthesis 34771-45-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; GARBER, Jeffrey; YAMAMOTO, Kumiko; (143 pag.)WO2017/156265; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia