Category: 31462-54-1

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.31462-54-1, name is 2-Iodopyrimidine, molecular formula is C4H3IN2, molecular weight is 205.98, as common compound, the synthetic route is as follows.Computed Properties of C4H3IN2

Example 28 General Procedure for the Palladium-Catalyzed Cross-Coupling of ArylIodides with l -Trityl-lH-imidazol-4-yl)zinc(II) chloride; ,[0349] To a stirred solution of 4-iodo-1-trityl-lH-imidazole (218.0 mg, 0.5 mmol) in anhydrous THF (4 mL) at room temperature was added EtMgBr (1.0 M in THF, 0.5 mmol, 0.5 mL) dropwise, under an atmosphere of N2. The resulting solution was allowed to stir for 90 min and anhydrous ZnCl2 (0.5 mmol, 68.2 mg) was added. The resulting white suspension was allowed to stir for 90 min and a solution of the aryl iodide (0.5 mmol) in THF (1 mL) was added followed by the immediate addition of Pd(PPlV}) (56 mg, 0.05 mmol). The reaction mixture was allowed to stir at 70 C for 12 h under an atmosphere of N2. After cooling to room temperature, the solution was diluted with CH2C12 (10 mL) and the organic layer was washed with an EDTA (aq) buffer (pH = 9) (2 x 5 mL) and brine. The organic layer was dried (Na2SC>4) and concentrated under reduced pressure. The crude residue was used in next step without further purification. To a solution of the crude imidazole from the previous step was added trifluoroacetic acid (1.0 mL) and MeOH (4.0 mL). The solution was stirred at 80 C for 2 h. The reaction mixture was allowed to cool to room temperature and the pH was adjusted to -10 with 10% NaOH (aq). The aqueous phase was extracted with EtOAc (3 x 20 mL). The combined organic layers were washed with water, brine, and dried. The solvent was removed in vacuo to afford the crude residue, which was purified by flash column chromatography on silica gel to afford the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31462-54-1, 2-Iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NEWLINK GENETICS; MAUTINO, Mario, R.; KUMAR, Sanjeev; JAIPURI, Firoz; WALDO, Jesse; KESHARWANI, Tanay; ZHANG, Xiaoxia; WO2011/56652; (2011); 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. 31462-54-1, name is 2-Iodopyrimidine. A new synthetic method of this compound is introduced below., name: 2-Iodopyrimidine

Add in the reaction tube2-iodopyrimidine (0.5 mmol, 1.0 eq.)And sodium dithionite (0.55mmol, 1.1 equivalent),Replace the air in the test tube with high purity nitrogen.Add 3 mL of N,N-dimethylformamide as solvent.The reaction was stirred for 16 hours (purity of 98%) by heating to 90 C.After the reaction was cooled, tetrabutylammonium iodide (0.05 mmol, 0.1 equivalent) and potassium iodide (0.6 mmol, 1.2 equivalent) were added to the reaction mixture.And 4-methylbenzyl bromide (1.0 mmol, 2.0 eq.),Replace the air in the test tube with high purity nitrogen.Stir at room temperature for 10 hours.The reaction was quenched with saturated brine.Extracted with ethyl acetate,Combine the organic phase,dry,Concentrate and separate by column chromatography.The target product Ib was obtained in 76% yield.

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, 31462-54-1, 2-Iodopyrimidine.

Reference:
Patent; Jiaxing College; Qiu Guanyinsheng; Li Yuewen; Wu Jie; (13 pag.)CN109180572; (2019); A;,
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. 31462-54-1, name is 2-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Iodopyrimidine

To a solution of 2-iodopyrimidine (100 mg, 0.48 mmol, 1 eq) in dioxane (2 mL) and H20 (0.4 mL) were added CS2CO3 (316 mg, 0.97 mmol, 2 eq), Pd(PPh3) (28 mg, 24.2 umol, 0.05 eq) and methyl 3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-4-((4- (trifluoromethyl)phenyl)amino)benzoate (245.4 mg, 0.58 mmol, 1.2 eq). The mixture was stirred at 90C for 16 hr. The reaction mixture was concentrated in vacuum and the residue was diluted with EA (20 mL), washed with brine (5 mL), dried over Na2S04, filtered and concentrated in vacuum. The crude product was purified by prep-HPLC to give the title compound (33 mg, 90.9 umol, 18.7% yield). Mass calcd. For CI8HI2F3N302, 359.09 m/z found 359.8 [M+H] +. 1H NMR (400 MHz, DMS0 ) d 12.68 (br s, 1H), 11.64 (s, 1H), 9.15 (d, J= 2.0 Hz, 1H), 9.01 (d, J= 5.0 Hz, 2H), 7.93 (dd, J= 2.0, 8.8 Hz, 1H), 7.70 (d, J= 8.5 Hz, 2H), 7.55 – 7.49 (m, 4H).

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, 31462-54-1, 2-Iodopyrimidine.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei, W.; LIN, Tracy, Tzu-Ling Tang; (238 pag.)WO2019/113236; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31462-54-1, name is 2-Iodopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 31462-54-1

Compound 2 obtained in the manner described above (200 mg, 0.971 mmoles), 2,5-thiophene diborate (Wako Pure Chemical Industries, Ltd.) (501 mg, 2.91 mmoles), sodium carbonate (Wako Pure Chemical Industries, Ltd.) (309 mg, 2.91 mmoles) and tetrakis (triphenylphosphine) palladium (0) (Wako Pure Chemical Industries, Ltd.) (33.7 mg, 0.0292 mmoles) were dissolved in a mixed solvent containing 10 ml of toluene and 10 ml of methanol. Air was removed to create a vacuum and the space was purged with nitrogen three times after which the reaction mixture was agitated for thirty minutes at 60C. After letting the reaction solution stand until cooled, Compound 1 obtained in the manner described above was added. The air was removed to create a vacuum and the space was purged with nitrogen three times again after which the reaction mixture was agitated for four hours at 60C. After allowing the reaction solution to cool, the reaction solution was diluted with ethyl acetate, washed once using de-ionized water, and once using an aqueous saturated sodium chloride solution. The organic layer was dried using anhydrous sodium sulfate. The solvent was removed by distillation, and the product was purified using a medium pressure fractionating liquid chromatography to obtain yellow solids (Compound 5) (191 mg, 0.453 mmoles, 47%). The analytical results for the Compound 5 synthesized {N,N-dihexyl-4-[5-(pyrimidine-2-yl) thiophene-2-yl] aniline} are shown below. 1H-NMR (400 MHz, CDCl3, TMS, rt) delta 8.67 (2H, d, J = 4.9 Hz), 7.92 (1H, d, J = 3.9 Hz), 7.53 (2H, brd, J = 8.8 Hz), 7.18 (1H, d, J = 3.8 Hz), 7.03 (1H, t, J = 4.9 Hz), 6.64 (2H, brd, J = 8.8 Hz), 3.29 (4H, t, J = 7.7 Hz), 1.60 (4H, brs), 1.33 (12H, brs), 0.91 (6H, t, J = 6.5 Hz)

The synthetic route of 31462-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University Corporation Hokkaido University; EP2395055; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia