Tag: M.W:100-200

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. 4472-45-1, name is 4-Chloro-2,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-2,6-dimethylpyrimidine

2,4-Dimethylpyrimidine-6-d (12-6-d). To a suspension of 6-chloro-2,4-dimethylpyrimidine (0.40 g, 2.8 mmol),sodium carbonate (1.50 g), 10% Pd-C (0.30 g) in methanol-d (20 mL) was passed D2 (g) for 4 hours. Kugelrohr distillation (100 oC, 1 mmHg) gave the title compound 12-6-d as a colorless liquid (0.27 g, 87%); 1H NMR (CDCl3) 2.50 (s, 3H), 2.60 (s, 3H) 7.40 (s, 1H), 8.40 (residual proton at C-6 (d, J 5.1 Hz); 13C NMR (CDCl3) 24.1 (CH3),24.7 (CH3), 118.0 (C-5), 156.9 (C-6, t, J 26.8 Hz), 167.3 (C-4), 168.2 (C-2).

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, 4472-45-1, 4-Chloro-2,6-dimethylpyrimidine.

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

Application of 2802-62-2, Adding some certain compound to certain chemical reactions, such as: 2802-62-2, name is 4,6-Difluoropyrimidine,molecular formula is C4H2F2N2, 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 2802-62-2.

4-Amino-phenol (0.135 g, 1.21 [MMOL)] is added in one portion to a suspension of NaH (60% free-flowing powder moistened with oil, 58.2 mg, 1.45 mmol, 1.2 equiv) in dioxane abs. (1.4 mL), under an argon atmosphere. When hydrogen evolution subsides, a solution of 4,6- [DIFLUORO-PYRIMIDINE] (0.141 g, 1.21 [MMOL)] in dioxane (0.4 mL) is added. The resulting dark mixture is stirred for 1.5 h at rt, quenched by addition of MeOH (2 mL) and concentrated in vacuo. After addition of CH2CI2, the resulting suspension is filtered and concentrated in vacuo. The residue is purified by silica gel column chromatography [(CH2CI2/ET2O,] 90/10, then 85/15) to afford the title compound as a white solid : ES-MS: 204.0 [M+H] [+] ; single peak at [TR=] 4. 96 min (System 2); Rf = 0.30 [(CH2CI2/ET20,] 85/15).

According to the analysis of related databases, 2802-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/99771; (2003); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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

Take 5000ml three bottles, with mechanical mixing, condenser. Feeding: 2,4.6-trichloropyrimidine (molecular weight: 182,010 mol), 28.1 g of benzene boronic acid (molecular weight: 122, 0.23 mol), 12.0 g (0.0104 mol) of tetraphenylphenylphosphine, 60 g of potassium carbonate (0.435 mol ), Tetrahydrofuran 600ml, toluene 400ml, water 400ml. start mechanical agitation, Under the conditions of reduced pressure ventilation 3 times to maintain Ar gas protection, with TLC (thin layer chromatography) to monitor the reaction, After 8 hours of reflux, the reaction was complete. Let cool, the reaction body divided into two layers, separated from the organic layer, evaporated, The solid product was obtained and recrystallized from toluene to give 19.9 g of intermediate M2-1, molecule The amount of 266, the yield of 75%.

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kunshan Weixinnuo Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Technology Co., Ltd.; Qiu Yong; Wang Xing; Li Yinkui; Duan Lian; Ren Xueyan; (104 pag.)CN103665014; (2017); B;,
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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.287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.name: Methyl 2-chloropyrimidine-5-carboxylate

Saturated aqueous sodium hydrogen carbonate solution (25.00 ml) was added to methyl 2-chloropyrimidine-5-carboxylate (0.863 g, 5 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1 (2H)-carboxylate (1.855 g, 6.00 mmol), palladium(II) acetate (0.056 g, 0.25 mmol) and triphenylphosphine (0.262 g, 1.00 mmol) in 1,2-dimethoxyethane (25.00 ml) at 25 C. under nitrogen. The resulting mixture was stirred at 80 C. for 4 h. The cooled reaction mixture was taken up in water (50 mL), washed with EtOAc (50 mL) and then the aqueous layer was acidified to pH1 with 2N HCl. The aqueous layer was extracted with EtOAc (3¡Á25 mL) and the combined organics washed with brine, dried over MgSO4 and concentrated under reduced pressure to afford 2-(1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)pyrimidine-5-carboxylic acid (1.280 g, 84%) as a yellow solid. This was used directly with no further purification. 1H NMR (399.9 MHz, DMSO-d6) delta 1.44 (9H, s), 2.65 (2H, q), 3.56 (2H, t), 4.15 (2H, m), 7.36 (1H, s), 9.18 (2H, s), 13.6 (1H, s). MS: m/z 304 (M-H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1, 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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.

D-methyl lactate 0.46g (0.005 mol) and 2-Chloro-4,6-dimethoxy-pyrimidine 0.88g (0.005 mol) were dissolved in DMF 20 ml, K2CO3 0.52g (0.75 eq) was added thereto, and sodium methane sulfate 0.1g was added thereto, followed by stirring at 120C for 5 hours. The reacted solution was cooled to room temperature, and distilled under reduced pressure to obtain residue. The residue was extracted with cold water and ethylacetate three times, and washed with brine twice, the organic layer was dried with MgSO4, and the solvent was removed under reduced-pressure. Through purification with silica gel column chromatography, a target material 0.56g (46%) was obtained.: 1H NMR (300MHz, CDCl3) delta: 1.63(d, 3H), 3.73(s, 3H), 3.89(s, 6H), 5.22(q, 1H), 5.72(s, 1H).

According to the analysis of related databases, 13223-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SNU R&DB Foundation; Korea Research Institute Of Chemical Technology; EP2497768; (2012); 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. 1801-06-5, name is 4-Chloro-5-fluoro-2-methoxypyrimidine. A new synthetic method of this compound is introduced below., Safety of 4-Chloro-5-fluoro-2-methoxypyrimidine

General conditions1: Chloropyrimidine 5 (0.45 mmol) and aminopyrazole 6 (0.30 mmol) were mixed in 1:1 acetic acid/water solution (1.4 mL) or in glacial acetic acid (1.4 mL) and stirred at 100 ¡ãC in an oil bath for 1 h (or 50 ¡ãC for 4 h or 25 ¡ãC for 18 h). The mixture was neutralized by the addition of ice-cold 5percent NaOH solution (10 mL) and extracted with methylene chloride (3 .x. 25 mL). Combined organic layers were dried and concentrated. The residue was further purified by normal phase flash chromatography (Biotage, for cPropylphenyl analogs R = C) or reversed phase preparative HPLC (analogs with free amines R = A or B), affording the desired aminopyrimidines (7-30).

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, 1801-06-5, 4-Chloro-5-fluoro-2-methoxypyrimidine.

Reference:
Article; Guo, Chuangxing; Dong, Liming; Marakovits, Joseph; Kephart, Susan; Tetrahedron Letters; vol. 52; 14; (2011); p. 1692 – 1696;,
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Application of 108-53-2, 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 108-53-2, name is 2-Aminopyrimidin-4(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Step 1-Synthesis of 2-amino-5-nitro-3,4-dihydropyrimidin-4-one Concentrated sulfuric acid (2.4 mL) was added to 2-amino-3,4-dihydropyrimidin-4-one (1 g, 9.0 mmol). The mixture was stirred and cooled in ice bath before dropwise addition of concentrated nitric acid (0.56 mL). The mixture was stirred at RT for 30 min before being heated at 70 C. for 2 hr. The mixture was allowed to cool to RT and was slowly added to water (10 mL), cooled in an ice bath. The resultant precipitate was collected by suction filtration, washed with diethyl ether (5 mL) and then thoroughly dried under high vacuum to give the title compound: 1H NMR (250 MHz, DMSO) delta 7.18 (1H, br. s.), 8.61 (1H, br. s.), 8.81 (1H, s); LC-MS: m/z=+156.9 (M+H)+.

According to the analysis of related databases, 108-53-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; US2012/214762; (2012); 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 2,4,6-Triaminopyrimidine

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. 4.2.1. 2,4-Diamino-7-(1H-indol-3-yl)-5-phenyl-5,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile (4a) White solid; Yield: 86%; [Found: C, 69.7; H, 4.5; N, 25.9. C22H17N7 requires C, 69.6; H, 4.5; N, 25.8%]; mp 294-301 C; IR(KBr, cm-1): 3494, 3427, 3392, 3280, 3120 (NH, NH2), 2192 (C N),1622 (C=N); dH (400 MHz, DMSO-d6) 4.78 (1H, s, H-5), 5.72 (2H, s, 2-NH2), 6.00 (2H, s, 4-NH2), 7.07 (1H, t, J 7.5 Hz, indolyl-H), 7.16 (1H, t, J 7.5 Hz, indolyl-H), 7.24 (1H, t, J 7.2 Hz, Ar-H), 7.34 (2H, t, J 7.5 Hz, Ar-H), 7.41 (2H, d, J 7.1 Hz, Ar-H), 7.43 (1H, d, J 7.6 Hz, indolyl-H), 7.46 (1H, d, J 8.1 Hz, indolyl-H), 7.73 (1H, d, J 2.4 Hz, indolyl-H), 9.32 (1H, s, 8-NH), 11.65 (1H, s, indolyl-NH); dC (100 MHz, DMSO-d6) 38.6, 81.5, 85.6, 107.9, 112.0, 119.7, 119.8, 121.8, 125.1, 126.7, 127.0, 127.5, 128.4, 135.9, 145.1, 145.9, 154.6, 161.7, 161.9; m/z (rel. int. %): 379 (6, M+), 303 (20), 302 (100), 260 (11); HRMS (ESI-QTOF positive ionization): MH+ found 380.1615. C22H17N7 requires 380.1618.

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

Application of 18740-38-0, 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. 18740-38-0, name is Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, molecular formula is C6H4N2O2S, 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 1 g of dry thieno [2,3-d] pyrimidine-2,4 (1H, 3H) -dione was added 10 g of phosphorus oxychloride,Add 1 drop of DMF catalyst, heating to 115 , the reaction 5h, the reaction is completed, the reaction slowly added to the crushed ice,While stirring vigorously,A brown solid,Filter, filter residue dissolved in 50mL of dichloromethane, to the solution by adding 1g activated carbon and 2g silica gel,Heated to 45 reflux decolorization 1h, while the hot filter, remove the solvent,Pale yellow solid,2,4-dichlorothieno [2,3-d] pyrimidine in a yield of 56.0%.

According to the analysis of related databases, 18740-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Chen Chen; Xu Shan; Tang Qidong; Wang Wenhui; Wang Qinqin; Wang Caolin; (23 pag.)CN106831812; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1722-12-9, Adding some certain compound to certain chemical reactions, such as: 1722-12-9, name is 2-Chloropyrimidine,molecular formula is C4H3ClN2, 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 1722-12-9.

General procedure: To a 50 mL screw-capped thick-walled Pyrex tube equipped with a magnetic stirrer, 3-methylindole(1a, 131.0 mg, 1.0 mmol), 1,2-dichlorobenzene (2a, 365.0 mg, 2.5 mmol), KOH (168.2 mg, 3.0 mmol) and DMSO (5.0 mL) were added sequentially under a nitrogen atmosphere. The tube was then sealedand stirred at 100 C for 24 h. After removal of the solvent under reduced pressure, purification was performed by flash column chromatography on silica gel with petroleum ether/ethyl acetate (gradient mixture ratio from 100:0 to 90:10) as eluent to afford N-(2-chlorophenyl)-3-methylindole (3aa, 171.8 mg,0.71 mmol, 71% yield).

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. 1722-12-9, 2-Chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Iqbal, Muhammad Asif; Mehmood, Hina; Lv, Jiaying; Hua, Ruimao; Molecules; vol. 24; 6; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia