Tag: M.W:100-200

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. 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Computed Properties of C5H4Cl2N2

N-butyllithium (1.6 M in hexanes, 4.99 mL) is added drop wise to diisopropylamine (1.13 mL) in tetrahydrofuran (20 mL) at -50 to -60 C. under an argon atmosphere. The mixture is stirred for 30 min at this temperature, cooled to -70 C., and 2,5-dichloro-4-methyl-pyrimidine (1.00 g) is added. After 1 h a solution of 4-formyl-piperidine-1-carboxylic acid tert-butyl ester (1.37 g) in tetrahydrofuran (10 mL) is added and the resulting mixture is stirred for another hour. The reaction is quenched with acetic acid solution (1% in ethanol, 10 mL) and the mixture is diluted with ethyl acetate. The organic phase is separated, washed with water and aqueous NaHCO3 solution, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 75:25?30:70) to give the title compound. LC (method 7): tR=1.40 min; Mass spectrum (ESI+): m/z=376 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1192064-63-3.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/322784; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 695-87-4, 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. 695-87-4, name is 5-Methoxypyrimidin-4(1H)-one, molecular formula is C5H6N2O2, 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.

A suspension of 1.9 g (0.015 mol) of 5-methoxy-3H-pyrimidin-4-one (Example P2) in 4.2 ml (0.046 mol) of phosphorus oxychloride and 5.0 mi (0.031 mol) of N, N-diethylaniline is heated at 115C for 3 hours. The dark, homogeneous mixture obtained is hydrolyse by adding crushed ice, the temperature being kept below 30C. Extraction with diethyl ether, drying of the combined organic ethereal phases over sodium sulfate, and purification on a silica gel column (eluant : ethyl acetate/n-hexane 1/9) yields the desired target compound in a yield of 1.3 g (58 % of theory). Further purification by means of sublimation at 80-85C/15 Torr yields the desired title compound, having a melting point of 63-64C. oh NMR (300 MHz, Ceci3) : 8.635 ppm (s, 1H) ; 8.321 ppm (s, 1H) ; 4.025 ppm (s, 3H).

According to the analysis of related databases, 695-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2003/87067; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 67383-32-8, 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. 67383-32-8, name is Ethyl 4-hydroxy-2-methylpyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

Step 2A 5-Ethoxycarbonyl-2-methyl-3-(2-oxo-3,3-dimethyl-butyl)pyrimid-4-one To a suspension of 5-ethoxycarbonyl-2-methylpyrimid-4-one (2.7 g, 14.75 mmol.) in DME (20 ml), tetrabutylammonium fluoride (22 ml, 22.0 mmol.) was added. The solution was stirred at room temperature until solids dissolved, then 1-bromopinacolone (2.2 ml, 1.1 eq., 16.22 mmol) was added. The solution was stirred overnight and concentrated to a brown oil. The crude mixture was purified by silica gel column chromatography (hexane/ethyl acetate, 100/0 to 0/100). A less polar O-alkylated by-product was eluted first (1.8 g) and then the desired N-alkylated product (1.1 g); MS (281, M+H)+. NMR (CDCl3, delta): 8.57 (1H, s), 5.06(1H, s), 4.35(2H, q), 2.42 (3H, s), 1.34 (3H, t), 1.30 (9H,s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67383-32-8, its application will become more common.

Reference:
Patent; Neurocrine Biosciences, Inc.; US6537998; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 31737-09-4, 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione, 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, Product Details of 31737-09-4, blongs to pyrimidines compound. Product Details of 31737-09-4

To a stirred solution of 6-chloro-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione (3 g, 18.68 mmol, 1 equiv.) and tert-butyl piperazine-1-carboxylate (4.2 g, 22.42 mmol, 1.2 equiv.) in EtOH (60 mL) was added NaHCO3(3.1 g, 37.37 mmol, 2 equiv.) at room temperature. The mixture was stirred at 70 degrees Celsius for 5 h. The mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with CH2Cl2/ MeOH (15:1 to 10:1) to afford tert-butyl 4-(3-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4- yl)piperazine-1-carboxylate(5.38 g, 92.78%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31737-09-4, 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 55405-67-9, 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. 55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, 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.

General procedure: To a solution of 6-bromopyridine-2-carbonitrile (80 mg, 0.44 mmol) and 4-(morpholin-4-yl)-5-(4,4, 5, 5-tetramethyl- 1, 3,2-d ioxaborolan-2-yl )-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (P2) (241 mg, 0.523 mmol) in1,4-dioxane (2.5 mL) and water (0.5 mL) was addedtetrakis(triphenylphosphine)palladium(0) (51 mg, 44 pmol) and sodium carbonate (140 mg, 1.32 mmol). The reaction mixture was heated at 120 C under microwave irradiation for 15 minutes, then diluted with water (30 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with saturated aqueous sodium chloride solution (100 mL), dried over sodium sulfate, filtered, and concentratedin vacuo; purification via preparative thin layer chromatography (Eluent: 1:1 petroleum ether ethyl acetate) afforded the product as a brown oil. Yield: 110 mg, 0.252 mmol, 57%. 1H NMR (400 MHz, CDCl3) 8.52 (s, 1H), 7.84-7.93 (m, 2H), 7.74 (s, 1H), 7.59 (dd, J=7.0, 1.2 Hz, 1H), 5.66 (s, 2H), 3.56-3.65 (m, 6H), 3.34-3.40 (m, 4H), 0.93 (dd, J8.3, 8.0 Hz, 2H), -0.05 (s, 9H).

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 55405-67-9, 3-Bromopyrazolo[1,5-a]pyrimidine.

Reference:
Patent; PFIZER INC.; GALATSIS, Paul; HAYWARD, Matthew Merrill; HENDERSON, Jaclyn; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; ZHANG, Lei; WO2014/1973; (2014); A1;,
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.31737-09-4, name is 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H5ClN2O2, molecular weight is 160.5584, as common compound, the synthetic route is as follows.Application In Synthesis of 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione

6-Chloro-1-methyluracil (250 mg; 1.56 mmol) was dissolved in aniline (500 mg; 5.4 mmol) and stirred at 150 C for 90 min. The solid mixture obtained was washed with ether and methanol and dried. White crystals (304 mg; 90%) were obtained. Mp 308-310 C. 1H NMR (DMSO-d6, 25 C, 500.1 MHz), delta: 3.39 (s, 3H, N-CH3); 4.51 (s, 1H, CH), 7.20-7.27 (m, 3H, Ar-H); 7.36-7.45 (m, 2H, Ar-H); 8.55 (s, 1H, NH);13C NMR (DMSO-d6, 25 C, 125.8 MHz), delta: 25.93, 77.91, 123.06, 125.53, 129.79, 138.92, 151.72, 155.35, 162.95; HR-MS (ESI), calcd for C11H11N3O2 m/z [M+Na]+ = 240.07435, found = 240.07468.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31737-09-4, 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Hartman, Tomas; Herzig, Vladimir; Budesinsky, Milos; Jindrich, Jindrich; Cibulka, Radek; Kraus, Tomas; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1571 – 1583;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1060815-89-5, 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. 1060815-89-5, name is 7H-Pyrrolo[2,3-d]pyrimidine-5-carbaldehyde, molecular formula is C7H5N3O, 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 O C solution of 7H-pyrrolo[2,3-djpyrimidine-5-carbaldehyde (5.41 g, 36.8mmol) and cesium carbonate (13.18 g, 40.4 mmol) in DMF (147 ml) was added tert-butyl 2-bromoacetate (5.90 ml, 40.4 mmol). The mixture was allowed to warm up to RT byremoving from ice bath. The reaction was stirred for 2 hs. The reaction was poured ontoice water (500 mL) and EtOAc (300 mL) mixture. The product was extracted in theEtOAc. The layers were separated and the aqueous phase was extracted a second time with EtOAc (2x 150 mL). The combined EtOAc layers were washed with brine. The organic layer was collected and dried over sodium sulfate and concentrated undervacuum. The crude product was purified by silica gel chromatography to get tert-butyl 2-(5-formyl-7H-pyrrolo[2,3-djpyrimidin-7-yl)acetate 6.60 g (69%) as clean product. ESIMS(-): MS m/z 262.0.

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 1060815-89-5, 7H-Pyrrolo[2,3-d]pyrimidine-5-carbaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MILLER, Michael Matthew; ALLEN, Martin Patrick; LI, Ling; BOWSHER, Michael S.; GILLIS, Eric P.; MULL, Eric; ZHAO, Qian; SUN, Li-Qiang; LANGLEY, David R.; SCOLA, Paul Michael; (214 pag.)WO2017/176608; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5600-21-5 , The common heterocyclic compound, 5600-21-5, name is 4-Chloro-6-methylpyrimidin-2-amine, molecular formula is C5H6ClN3, 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 7 (1.5 g, 6.5 mmol) was dissolved in 40 ml of dichloromethane under argon, and aluminum chloride (4.4 g, 32.5 mmol) was slowly added portionwise.Then, pyridine (10.5 ml, 129.8 mmol) was gradually added to the above reaction liquid, and the mixture was heated under reflux in an oil bath at 45 C for 30 hours.The reaction was monitored by TLC until compound 7 was completely reacted.The reaction solution was cooled to room temperature, the pH of the reaction mixture was adjusted to 1 with 6M hydrochloric acid, and dichloromethane was evaporated under reduced pressure.The ether layer was washed with 1 M of dilute hydrochloric acid and saturated brine, and the ether layer was dried over anhydrous sodium sulfate.The crude product was recrystallized from ethyl acetate / n-hexane.1.3 g of solid compound 6, yield 96%.

The synthetic route of 5600-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Wu Yong; Hai Li; Zhang Yong; Cheng Xu; Guo Lingmei; Li Weijian; Zhan Zhen; (11 pag.)CN108191878; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13053-88-8, 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. 13053-88-8, name is N-(Pyrimidin-2-yl)acetamide. A new synthetic method of this compound is introduced below.

A solution of 2-acpym (0.0184 g, 0.134 mmol) in CH2Cl2 (5 ml) containing three drops of NEt3 was added to a yellow suspension of 1 (0.0395 g, 0.067 mmol) in CH2Cl2 (10 ml). The yellow solution was stirred for 3 h, filtered and slow evaporation at room temperature gave a yellow precipitate which was recrystallized from CH2Cl2 and MeOH to give a yellow powder (0.041 g, 71%). Anal. Calc. for C17H15ClN4OPd, 47.1, H, 3.5, N, 12.9. Found: C, 47.3, H, 3.4, N, 13.2% IR (KBr) 3330s, 3170s, 3278s, 1649s, 1562s, 460 s cm-1. 1H NMR (dmso-d6) delta 9.42 (d, 1H, J 4.0), 8.66 (d, 1H, J 4.0), 8.57 (s, 1H, NH), 8.47 (s, 1H), 7.84 (dd, 1H, J 7.9, 4.0), 7.67 (d, 1H, J 7.9), 7.47 (d, 1H, J 7.9), 7.19 (dd, 1H, J 4.0, 4.0), 7.13 (dd, 1H, J 7.9, 4.0), 6.97 (dd, 1H, J 7.9, 3.8), 6.78 (dd, 1H, J 4.0, 4.0), 6.31 (d, 1H, J 7.9), 1.63 (s, 3H). Mp 182-184 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13053-88-8, its application will become more common.

Reference:
Article; Al-Jibori, Subhi A.; Gergees, Hayfa M.; Al-Rubaye, Mousa S.; Basak-Modi, Sucharita; Ghosh, Shishir; Schmidt, Harry; Laguna, Mariano; Luquin, M. Asuncion; Hogarth, Graeme; Inorganica Chimica Acta; vol. 450; (2016); p. 50 – 56;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1993-63-1, 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.1993-63-1, name is 5-Fluoro-2-methoxypyrimidin-4-amine, molecular formula is C5H6FN3O, molecular weight is 143.12, as common compound, the synthetic route is as follows.

1 Added 14.3 g to the reaction device4-amino-5-fluoro-2-methoxypyrimidine (0.10 mol),17.55gIsothiocyanatoFormic acidMethyl ester(0.15mol) and 100gEthyl acetate, stirring and warming to reflux, reaction 18h, unseparated[(2-Methoxy-5-fluoropyrimidin-4-yl)amino]thiocarbonylcarbamate methyl ester.Hydroxylamine hydrochloride aqueous sodium hydroxide solution is added to the reacted material[Contains 13.9g of hydroxylamine hydrochloride (0.20mol), 8g of sodium hydroxide (0.20mol)And 70g of water], after the addition of reflux reaction continued 6h.After the reaction is completed, it is lowered to room temperature (15 to 25C, the same below).Stirring, cooling, suction filtration, washing with water, and drying yield 16.8 g of pale yellow solid5-Methoxy-8-fluoro-[1,2,4]-triazolo[1,5-c]pyrimidin-2-amine,The yield was 91.8%.

Statistics shows that 1993-63-1 is playing an increasingly important role. we look forward to future research findings about 5-Fluoro-2-methoxypyrimidin-4-amine.

Reference:
Patent; Jiangsu Nongyong Hormone Engineering Technology Research Center Co., Ltd.; Nanjing Gaoheng Biological Technology Co., Ltd.; Kong Fanlei; Sun Yonghui; Zhang Yuanyuan; Shi Yueping; Gao Jianhong; (5 pag.)CN107602566; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia