Category: 53557-69-0

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. 53557-69-0, name is 6-Iodopyrimidin-4-amine. A new synthetic method of this compound is introduced below., COA of Formula: C4H4IN3

Step 2: 5-(6-Aminopyrimidin -yl)-2-(5-chloro-2-ethylphenyl)-1-(phenylsulfonyl)-1 H^yrrole-3-carbon (VI) 2-(5-Chloro-2-ethylphenyl)-1-(phenylsulfonyl)-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 – -pyrrole-3-carbonitrile (2.77 mmol), 6-iodopyrimidin-4-amine (918 mg, 4.16 mmol), PdCI2(dppf) (226 mg, 0.277 mmol) and Cs2C03(2.71 g, 8.31 mmol) were degassed and back filled with argon and then dissolved in dioxane (20 mL) and water (4 mL) under nitrogen. The reaction mixture was stirred at room temperature over night, then diluted with EtOAc, washed with aqueous brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by Biotage SP1 Flash Chromatography (DCM/MeOH/NH37 N in MeOH 95/5/0.5) to afford the title compound (540 mg, 39%, 2 steps).1H NMR (600 MHz, DMSO-d6) delta 8.45 (d, J = 0.92 Hz, 1 H), 7.82 (t, J = 7.42 Hz, 1 H), 7.71 – 7.78 (m, 1 H), 7.59 – 7.63 (m, 1 H), 7.56 (dd, J = 2.29, 8.33 Hz, 1 H), 7.39 (d, J = 8.43 Hz, 1 H), 7.11 (br. s., 1 H), 7.09 (s, 1 H), 6.83 (d, J = 2.20 Hz, 1 H), 6.64 (d, J = 1.10 Hz, 1 H), 2.03 – 2.24 (m, 2H), 1.01 (t, J = 7.60 Hz, 3H).HRMS (ESI) m/z calcd for C23H18N502SCI + H+464.0943, found 464.0938.

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, 53557-69-0, 6-Iodopyrimidin-4-amine.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 53557-69-0, 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.53557-69-0, name is 6-Iodopyrimidin-4-amine, molecular formula is C4H4IN3, molecular weight is 221, as common compound, the synthetic route is as follows.

Step 9: 4-(6-Aminopyrimidin-4-yl)-1-(5-chloro-2-methylphenyl)-1 H-pyrrole-2-carbonitrilento a 50 mL round bottom flask equpped wfth a stir bar, condenser and 3-way vave connected to argon and vacuum 1 -(5-chloro-2-methylphenyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrrole-2-carbonitrile coming from the previous step, 6-iodopyrimidin-4-amine (663 mg, 3.0 mmol), 2M Na2003 (3.0 mL, 6.0 mmol) and dioxane (20 mL) were charged at room temperature. The resuWng reacton mixture was degassed three times back fAhng wfthfour times back flWng wfth argon each time and then warmed to 110 C for 1 h. The reacton mixture was coo?ed to room temperature, fUtered through a pad of Cehte, washed wfth EtOAc, and the fUtrate was concentrated and then dUuted wfth EtOAc and water. The two ayers were separated, and the aqueous ayer was extracted wfth EtOAc, The combned organic fractions were washed wfth aqueous brne, dried over Na2SO4, fNtered and concentrated under reduced pressure. The residue was purified by Biotage SP1 Elash Chromatography (DCM/MeOH/7N NH3 n MeOH95/5/05) to afford the tfte compound (291 mg, 47%, 2 steps).1H NMR (400 MHz, DMSO-d6) 8.33 (d, J = 0.98 Hz, 1 H), 7.96 (d, J = 1.7 Hz, 1 H), 7.64 – 7.69 (m, 2H), 7.55 – 7.61(m, 1H), 7.50-7.54 (m, 1H), 6.81 (s, 2H), 6.65 (d, J = 1.1 Hz, 1H), 2.10 (s, 3H).HRMS (ESI) m/z calcd for C16H12C1N5 + H 310.0854, found 310.0858.

Statistics shows that 53557-69-0 is playing an increasingly important role. we look forward to future research findings about 6-Iodopyrimidin-4-amine.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 53557-69-0, 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. 53557-69-0, name is 6-Iodopyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Step 2: 5-(6-Aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole- 3-carbonitrile (VI)Into a 50 mL round bottom flask equipped with a stir bar, condenser and 3-way valve connected to argon and vacuum 2-(5-chloro-2-methylphenyl)-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy] methyl}-1 H-pyrrole-3-carbonitrile coming from the previous step, 6-iodopyrimidin-4-amine (740 mg, 3.35 mmol), 2M Na2C03 (3.35 mL, 6.70 mmol) and dioxane (22 mL) were charged at room temperature. The resulting reaction mixture was degassed three times back filling with argon each time before being charged PdC (dppf) (182 mg, 0.223 mmol). The resulting reaction mixture was degassed four times back filling with argon each time and then warmed to 110 C for 1 h. The reaction mixture was cooled to room temperature, filtered through a pad of Celite, washed with EtOAc, and the filtrate was concentrated and then diluted with EtOAc (30 mL) and water (10 mL). The two layers were separated, and the aqueous layer was extracted with EtOAc (25 mL). The combined organic fractions were washed with aqueous brine (2 x 20 mL), dried over a2S04, filtered and concentrated under reduced pressure. The residue was purified by Biotage SP1 Flash Chromatography (DCM/MeOH/7N NH3in MeOH 97/2/1) to afford the title compound (343 mg, 35%, 2 steps)..

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53557-69-0, its application will become more common.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 53557-69-0 , The common heterocyclic compound, 53557-69-0, name is 6-Iodopyrimidin-4-amine, molecular formula is C4H4IN3, 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.

General procedure: A flask containing a solution of 55-iodide (4.09g, 18.5mmol) in NMP (75ml) was purged with argon for 5min. Zinc cyanide (2.28g, 19.4mmol) and tetrakis(triphenylphosphine)palladium (0) (1.71g, 1.48mmol) were added and the mixture was stirred at 80C for 2h. The mixture was cooled to room temperature, EtOAc (200ml) and 30% aqueous NH4OH (200ml) was added, and stirring was continued for 1h. The layers were separated, the aqueous layer was extracted with EtOAc (4×200ml), and the combined organic layers were concentrated under reduced pressure. Et2O (30ml) was added and the precipitate was collected by filtration and washed with Et2O to deliver 2-aminopyrimidine-4-carbonitrile (1.66g, 13.8mmol, 75% yield) as a white solid.

The synthetic route of 53557-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53557-69-0, 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 53557-69-0, name is 6-Iodopyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Description 94; 6-(1 8-Naphthyridin-2-yl) pvrimidin-4-amine; To a mixture of Description 92 (2.52 g, 15. 3 mmol), hexamethylditin (5.0 g, 15.3 mmol), lithium chloride (1.95 g, 45.9 mmol), and copper (I) iodide (291 mg, 1.53 mmol) in anhydrous 1,4-dioxane (50 ml) was added Pd (PPh3) 4 (884 g, 0.77 mmol). The mixture was de-gassed three times, and heated at 100C overnight. The mixture was cooled and diluted with EtOAc (120 ml) and washed with a 10% potassium fluoride solution (200 ml). The organic layer was washed with sat. NaCl (50 ml), dried over Na2SO4, filtered, and evaporated. The residue was taken up in anhydrous 1,4-dioxane (75 ml), and Description 93 (1.55 g, 7 mmol), lithium chloride (1.78 g, 42 mmol), and copper (I) iodide (266 mg, 1.4 mmol) added, followed by Pd (PPh3) 4 (808 mg, 0.7 mmol). The mixture was de-gassed 3 times and heated at 100C for 3 days. The mixture was poured into water (200 ml), and extracted with EtOAc (2 x 100 ml), the combined EtOAc layers were washed with water (150 ml), sat. NaCl (100 ml), dried over Na2SO4, filtered and evaporated. The residue was purified by column chromatography on silica (eluent: 2% MeOH in DCM + 0.5% NH40H) to give the title compound (100 mg, 3%).’H NMR (360 MHz, DMSO-d6) 7.18 (2 H, br s), 7.66-7. 86 (3 H, m), 8.55 (1 H, dd, J 8.1 and 1. 8), 8. 58 (1 H, d, J4. 2), 8.64 (1 H, d, J8. 4), 9.16 (1 H, dd, J4. 2 and 2.1).

According to the analysis of related databases, 53557-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 53557-69-0 ,Some common heterocyclic compound, 53557-69-0, molecular formula is C4H4IN3, 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.

Step 16: tert-Butyl 4-(6-aminopyrimidin-4-yI)-2-(5-chloro-2-methylphenyl)-1 H-pyrrole-1 -carboxylate (XXI) The crude tert-butyl 2-(5-chloro-2-methylphenyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrrole-1 -carboxylate (392 mg, 0.94 mmol), Na2003 (250 mg, 2.36 mmol), PdC2(dppf) (77 mg, 0.094 mmol) and 6-iodopyrimidin-4-amine (311 mg, 1.41 mmol) were degassed and purged with argon and suspended in degassed 1,4-dioxane (3 mL) and water (1 mL). The reaction mixture was heated to 110 00 (oil bath temperature) for 2 h. Thesolution was diluted with EtOAc and washed with water. After drying over anhydrous Na2SO4, the organic layer was evaporated. The crude was purified by chromatography on silica gel (hexane/EtOAc 8:2) providing the title compound (220 mg, 58%).1H NMR (600 MHz, DMSQ-d6) 8.55 (s, 1 H), 7.79 (s, 1H), 7.41 (d, 1H), 7.29 (d, 1H), 7.16 (m, 1H), 6.98 (s, 1H),6.66 (s, 1H), 2.30 (s, 3H), 1.44 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53557-69-0, its application will become more common.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53557-69-0, 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 53557-69-0 as follows.

To a solution of 6-iodopyrimidin-4-amine (442 mg, 2 mmol) in 5 mL of DMF was added (Phen)CuCF2CF3 (1.14 g, 3 mmol, purchased from Aspira scientific). The mixture was stirred at 90 C for 2 hours. Then, the mixture was poured into water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum. The crude product was purified by column chromatography on silica gel to give 6-(1 , 1 ,2,2,2- pentafluoroethyl)pyrimidin-4-amine. H NMR (400Mz, DMSO-c/6) delta (ppm): 6.80 (s, 1 H), 7.50(s, 2 H), 8.47 (s, 1 H). 9F-NMR (300Mz, DMSO-c/6) delta: -79.41 (s, 3 F), -1 16.10 (s, 2 F); ESI-MS(+): 214(M+1 ), ESI-MS(-): 212(M-1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53557-69-0, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53557-69-0, 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 53557-69-0, name is 6-Iodopyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

6-iodopyrimidin-4-amine (prepared as described in WO 2016071214, 5.83 g, 26.4 mmol) and (1,1,2,2,2Pentafluoroethy)(1,1OphenanthroNneKN1,KN1O)copper (15.1 g, 39.6 mmol) was suspended in dimethylformamide (95.0 mL) in a dried vial under argon. The resulting mixture was heated to 90C over night. The reaction mixture was cooled down to room temperature and filtered over Celite. The filter cake was rinsed with ethyl acetate and the resulting green suspension was washed with aqueous saturated sodium bicarbonate and ammonium hydroxide solution, and then brine. Drying over sodiumsulfate, filtration and concentration in vacuo gave the crude product which was purified by chromatography over silica gel to afford 6-(1,1,2,2,2-pentafluoroethyl)pyrimidin-4-amine. LC-MS: 214 (M+H), Rt: 0.67 min, 1H NMR (400 MHz, Chloroform) delta ppm 5.41 (br s, 2 H) 6.82 (d, J=1 .10 Hz, 1 1-1) 8.71 (s, 1 H)

According to the analysis of related databases, 53557-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; RENDLER, Sebastian; MUEHLEBACH, Michel; EMERY, Daniel; (109 pag.)WO2018/206348; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia