Category: 13418-77-4

Application of 13418-77-4, 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.13418-77-4, name is 2-Amino-5-methoxypyrimidine, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.

General procedure: A 0.5 – 2.0 mL microwave vessel was charged with carboxylic acid VII (251 mg, 0.534 mmol) and this was dissolved in NMP (2 mL). HATU (223 mg, 0.587 mmol) andDIPEA (0.102 mL, 0.587 mmol) were then added and the resultant mixture was stirred at room temperature for 30 min. 2-amino-5-trifluoromethylpyridine (130 mg, 0.801 mmol) was then added and the vessel was tightly sealed with a crimp top. The resultant mixture was heated thermally in a heating block to 110 C for 16 h. The mixture was then diluted with EtOAc and washed with successively with sat. NH4Cl (aq) (1X), sat. NaHCO3 (aq) (1X), H2O (1X) and brine (1X). The organic phase was dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was then purified by FCC (12 g SiO2, gradient elution with 0-5% MeOH/DCM). The semi-pure material obtained was then further purified by FCC (12 g SiO2, gradient elution with 0-100% EtOAc/hexanes) and then purified further by FCC (12 g SiO2, gradient elution with 0-5% MeOH/EtOAc) to provide 170 mg (52%) of 11d.

Statistics shows that 13418-77-4 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-methoxypyrimidine.

Reference:
Article; Letourneau, Jeffrey J.; Stroke, Ilana L.; Hilbert, David W.; Cole, Andrew G.; Sturzenbecker, Laurie J.; Marinelli, Brett A.; Quintero, Jorge G.; Sabalski, Joan; Li, Yanfang; Ma, Linh; Pechik, Igor; Stein, Philip D.; Webb, Maria L.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3601 – 3605;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13418-77-4, 2-Amino-5-methoxypyrimidine, 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, COA of Formula: C5H7N3O, blongs to pyrimidines compound. COA of Formula: C5H7N3O

Step 1: Synthesis of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl] phenyl}acetamide 20.1 [00358] To a solution of 5-methoxypyrimidin-2-amine (200 mg, 1.6 mmol) in MeCN (5 ml) was added pyridine (86 mu, 1.07 mmol) and the resulting solution was cooled to 0C. A solution of 4-(acetylamino)benzenesulfonyl chloride (250 mg, 1.07 mmol) in MeCN (10ml) was added drop wise over five minutes, the resulting mixture was stirred under nitrogen at 0C then allowed to warm to rt and stirred for 18h. The solvent was removed in vacuo and the remaining solid was purified by flash column chromatography (DCM/iPrOH 99/1 to 90/10) to afford 190 mg (41%) of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl]phenyl}acetamide 20.1 as a white powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13418-77-4, 2-Amino-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13418-77-4, 2-Amino-5-methoxypyrimidine, 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, Formula: C5H7N3O, blongs to pyrimidines compound. Formula: C5H7N3O

Process 3: Under argon atmosphere, trimethylaluminum (2 mol/L hexane solution, 1.45 mL, 2.90 mmol) was added to 1,2-dichloroethane (30 mL) solution of 2-amino-5-methoxypyrimidine (220 mg, 1.74 mmol) at room temperature, and stirred at the same temperature for 80 minutes. 1,2-dichloroethane (20 mL) solution of methyl (Z)-3-acetamido-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-2-heptenoate (227 mg, 0.58 mmol) was added dropwise thereto at room temperature followed by reflux for 17 hours under heating. An aqueous solution of ammonium chloride and chloroform were added to the reaction mixture, which was then filtered through a pad of celite. The organic layer in the filtrate was separated, and the aqueous layer was extracted with chloroform. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residues obtained were subjected to silica gel column chromatography (hexane/ethyl acetate=2:1) to obtain 2-{5-{[4-butyl-1-(5-methoxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitrile (207 mg, 77%) as a yellow oil. 1H-NMR (CDCl3) delta: 0.95 (3H, t, J=7 Hz), 1.36-1.48 (2H, m), 1.58-1.70 (2H, m), 2.16 (3H, s), 2.63-2.72 (2H, m), 3.97 (2H, s), 4.01 (2H, s), 7.47 (1H, m), 7.60-7.71 (2H, m), 7.72-7.83 (3H, m), 8.54 (2H, s), 8.70 (1H, d, J=1 Hz).

The synthetic route of 13418-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOWA COMPANY, LTD.; US2012/165353; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13418-77-4 , The common heterocyclic compound, 13418-77-4, name is 2-Amino-5-methoxypyrimidine, molecular formula is C5H7N3O, 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: Isoquinolin-3-amine (3.23 g, 22.4 mmol) was added to a solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (5.20 g, 22.4 mmol) in dichloromethane (50 mL) at room temperature. The reaction was stirred for 2 h, then purified by flash chromatography on silica gel (0-10% ethyl acetate in hexanes). Product fractions were combined and concentrated in vacuo to give 3-isothiocyanatoisoquinoline(3.9 g, 93 %) as a white solid.

The synthetic route of 13418-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13418-77-4, 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. 13418-77-4, name is 2-Amino-5-methoxypyrimidine. A new synthetic method of this compound is introduced below.

b) 2-ri-(4-Fluorophenyl)-3-r2-(4-methoxyphenyl)ethyll-5-oxo-2- sulfanylideneimidazolidin-4-yll-N-(5-methoxypyrimidin-2-yl)acetamide (example 84). Oxalyl chloride (130 mu; 1.49 mmol; 3 eq) and anhydrous dimethylformamide (catalytic amount) were added dropwise to a solution of 2-[l-(4-fluorophenyl)-3-[2- (4-methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl] acetic acid (1-21) (200 mg; 0.50 mmol; 1 eq) in anhydrous dichloromethane (8 mL). The reaction mixture was stirred at room temperature for 2 hours. 5-Methoxypyrimidin-2-amine (1-22) (124 mg; 0.99 mmol; 2 eq) and pyridine (93mu; 1.49 mmol; 3 eq) were added and the reaction mixture was stirred at room temperature for 2 hours and 30 minutes. Water (20 mL) and saturated ammonium chloride (15 mL) were added and the aqueous layer was extracted with ethyl acetate (3 x 40 mL). The combined organic layers were washed with saturated sodium chloride (30 mL), dried over sodium sulfate, filtered and concentrated to dryness. The crude was purified on silica gel using dichloromethane/ethyl acetate (90/10) as an eluent. After trituration in ethanol/diethyl ether, the title compound 2-[l-(4-fluorophenyl)-3-[2-(4- methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl]-N-(5- methoxypyrimidin-2-yl)acetamide was obtained in 7% yield (23 mg) as an orange solid. 1H-NMR (Acetone-d6): delta (ppm) 2.93 (m, 1H), 3.1 (m, 1H), 3.43 (m, 1H), 3.72 (s, 3H), 3.81 (m, 2H), 3.95 (s, 3H) , 4.27 (m, 1H), 4.65 (s, 1H), 6.85 (d, 2H), 7.25 (m, 4H), 7.45 (m, 2H), 8.36 (s, 2H) , 9.58 (s, 1H); MS (ESI+): m/z = 509.9 [M+H]+ .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13418-77-4, its application will become more common.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13418-77-4, 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 13418-77-4, name is 2-Amino-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Methoxypyrimidin-2-amine (12.3 g, 98.3 mmol) was dissolved in pyridine (123 mL), the solution was added with hexanoyl chloride (14.5 g, 108 mmol) on an ice bath, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was added with 1 M aqueous glycine (98.3 mL) at 0 C., and the mixture was stirred for 1 hour, and then extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, and the resulting residue was azeotroped with toluene. The resulting residue was recrystallized from chloroform-hexane to obtain N-(5-methoxypyrimidin-2-yl)hexanamide (18.4 g, 84%) as colorless solid. 1H-NMR (CDCl3) delta: 0.91 (3H, t, J=7.1 Hz), 1.30-1.40 (4H, m), 1.70-1.78 (2H, m), 2.50-2.70 (2H, m), 3.89 (3H, s), 8.10 (1H, br), 8.28 (2H, s).

According to the analysis of related databases, 13418-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOWA COMPANY, LTD.; US2009/62306; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia