Day: March 25, 2022

Related Products of 34253-03-7, 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. 34253-03-7, name is Methyl pyrimidine-2-carboxylate. A new synthetic method of this compound is introduced below.

Pyrimidin-2-ylmethanol (12):To a stirred solution of ester 11 (0.43 g, 3.09 mmol) in EtOH (30 mL), cooled to 0C, NaBH4 (0.114 g, 3.09 mmol) was added and stirred for 2 h. After consumption of the starting material (by TLC), the reaction was quenched with cold water and concentrated under vacuo to give the crude material which was purified by silica gel column chromatography (MeOH/CH2Cl2 1 :49) to afford alcohol 12 (0.145 g, 37%) as syrup.TLC: 10% MeOH/CHCl3 (Rf: 0.3)1H NMR (500MHz, CDC13): delta 8.75 (d, J = 5.5 Hz, 2H), 7.26-7.22 (m, 1H), 4.85 (s, 2H).Mass (ESI): 111.1 [M++l].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34253-03-7, Methyl pyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; THERACRINE, INC.; SUN, Lijun; BARSOUM, James; WESTER, Ronald; WO2013/13238; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 206564-00-3, 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. 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: 4-p-Tolylpyrimidin-2-amine (3a) (1.0 equiv), N-chlorosuccinimide (1.1 equiv) and benzoyl peroxide (0.2 equiv) were dissolved in acetonitrile and stirred at 80 C for 6 h. The reaction mixture was cooled to room temperature, then the solvent was removed in vacuo. The crude product was purified by silica gel column with acetone/petroleum ether (v/v, 1:5) as eluent to obtain 4a. Using the same procedure described above for the other compounds exception of 6a-6c under a lower reaction temperature (40 C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,206564-00-3, 4-(2-Furyl)pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
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. 213745-17-6, name is 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

1 C. 4-Chloro-7-cvclopentyl-7H-pyrrolof2, 3-dl vrimidine-5-carboxvlic acid; Starting material (1B, 10 g, 29 mmole) was taken in 500 mL DMF and 100 mL H20 together with palladium acetate (0.32 g, 1.4 mmole). The reaction mixture was stirred in a pressure reactor at 50 C under 100 psi carbon monoxide for 6.5 h and room temperature for 16 h. The reaction mixture was then concentrated and residue triturated with 100 mL of 1: 1 EtOAc/Ch2CI2 followed by 50 mL CH2CI2. The solid was collected after filtration and dried over P205 to furnish 21 g of an off-white solid. This solid was then triturated with a mixture of formic acid/H20 (21 mU5 mL). The solid collected after filtration and drying over P205 furnished 6.5 g of 1 C (m/z 265.1, retention time 2.5 min. with HPLC method 1).

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, 213745-17-6, 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/47289; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 830346-47-9, 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 830346-47-9 as follows.

Bromine (3.2 g) was added to a solution of 1-(2-fluoro-6-(trifluoromethyl)benzyl)- 6-methylpyrimidine-2,4(1H,3H)-dione (6.0 g, 0.019 mmol) in acetic acid and stirred for 3 h at ambient temperature. Residue obtained was filtered and filtrate was diluted with ethyl acetate. The ethyl acetate layer was washed with sat. NaHCO3 solution. Organic layer was separated, washed with Na2S2O3 solution and then concentrated to give titled solid material (6.6 g, 87 percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,830346-47-9, its application will become more common.

Reference:
Patent; LUPIN LIMITED; SULAKE, Rohidas, Shivaji; SHINDE, Sagar, Raosaheb; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal; (22 pag.)WO2018/198086; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 43088-67-1, 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. 43088-67-1, name is 4-Chloro-5-methylthieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine (35 mg), 5,6-dimethyl-[2,2′]bipyridinyl-3-ol (38 mg), and 4-dimethylaminopyridine(69 mg) were dissolved in dimethylsulfoxide (1 ml). Cesium carbonate (185 mg) was added to the solution, and the mixture was stirred at 130C overnight. The reaction mixture was cooled to room temperature, and water was added thereto. The organic layer was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a methanol-chloroform system to give the title compound (46 mg, yield 70%). 1H-NMR (CDCl3, 400 MHz): delta 2.41 (s, 3H), 2.56 (d, J = 1.2 Hz, 3H), 2.63 (s, 3H), 7.02 (d, J = 0.7 Hz, 1H), 7.11 (dd, J = 6.1, 6.3 Hz, 1H), 7.46 (s, 1H), 7.66 (dd, J = 7.6, 7.8 Hz, 1H), 7.89 (d, J = 8.1 Hz, 1H), 8.34 (d, J = 4.1 Hz, 1H), 8.44 (s, 1H) Mass spectrometric value (ESI-MS, m/z): 371 (M+Na)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,43088-67-1, 4-Chloro-5-methylthieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1266343-30-9, 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, 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, Recommanded Product: 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

5-bromo- 7-meth yl- 7H-p yrrolo[2, 3-d ID yrimidin-4-amineA suspension of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (17 g, 69.0 mmol) in ammonium hydroxide (150 ml_, 3852 mmol) was stirred for 2 days at 100 C in a sealed vessel. The reaction was allowed to cool to room temperature and filtered. The collected solid was washed with Et20 to afford the product 5-bromo-7-methyl-7H-pyrrolo[2,3- d]pyrimidin-4-amine (12.5 g) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1266343-30-9, 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 289042-10-0, N-(5-((Diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

40.0 g of compound (DPPO) and 500 ml of THF were added to a 1000 ml four-necked flask.Stir and dissolve, and replace with nitrogen three times.Under nitrogen protection, the internal temperature was lowered to -75.0 C, and 79.0 ml of 1.0 M NaHMDS/THF solution was slowly added dropwise.Control the internal temperature -80.0 C ~ -75.0 C, after the completion of the addition of the reaction, 2.0 h,After the end of the heat preservation reaction, the internal temperature is controlled from -80.0 C to -75.0 C.The compound (D7) THF solution (D7: 23.1 g, THF: 20 ml) was added dropwise, and the reaction was kept for 1.0 h after the dropwise addition;The sample was controlled until the residual of the compound (DPPO) in the reaction solution was ?1.0%, and the reaction was completed. Rise to room temperature,The reaction was quenched by adding 100 ml of a saturated ammonium chloride solution. After quenching, the material was subjected to distillation under reduced pressure at an external temperature of 50.0 C.Vacuum degree ? -0.09MPa, after evaporation to dryness, add 400.0g of toluene to dissolve,It was washed with water, concentrated, and crystallized from 400.0 g of methanol to give compound (R1) 30.0 g.

The synthetic route of 289042-10-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Yongtai Pharmaceutical Co., Ltd.; Wang Xuejin; Xu Xubing; Zhang Chong; Chen Hao; (18 pag.)CN109824606; (2019); A;,
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. 919278-72-1, name is 5-Methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one. A new synthetic method of this compound is introduced below., Product Details of 919278-72-1

A mixture of 5-methyl-5H-pyrrolo [3, 2-d]pyrimidin-4-ol(489 mg, 3.28 mmol), 1- (bromomethyl) -4-nitrobenzene (1.06 g, 4.92 mmol), potassium carbonate (1.36 g, 9.84 mmol), sodium iodide (98.3 mg, 0.656 mmol) and N,N-dimethylformamide (7 mL) was stirred at 500C for 15 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate (chi3) . The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (ethyl acetate/hexane=30/70->100/0) to give the title compound (489 mg, 52%) as a yellow solid. 1H-NMR (DMSO-ds, 300 MHz) delta 3.98 (3H, s) , 5.30 (2H, s) , 6.35 -6.36 (IH, m) , 7.41 (IH,- d, J = 2.7 Hz), 7.54 (2H, d, J = 8.9Hz), 8.20 (2H, d, J = 8.9 Hz), 8.29 (IH, s) .

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, 919278-72-1, 5-Methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/4749; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 60186-89-2, Adding some certain compound to certain chemical reactions, such as: 60186-89-2, name is 4-Bromo-2,6-dimethoxypyrimidine,molecular formula is C6H7BrN2O2, 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 60186-89-2.

Into a 1-L 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 4-bromo-2,6-dimethoxypyrimidine (23 g, 105.01 mmol, 1 equiv), tetrahydrofuran (250 mL), Diethyl ether (250 mL). And n-BuLi(2.5M) (46.2 mg, 0.72 mmol, 1.10 equiv) was added dropwise at -78 C. After stirred for 5 min at -78 C, ethyl 2,2,2-trifluoroacetate (16.4 g, 115.43 mmol, 1.10 equiv) was added dropwise. After stirred for 30 min at -78 C, the resulting solution was stirred for overnight at RT. The reaction was then quenched by the addition of 200 mL of saturated NH4CI. Sodium carbonate was employed to adjust the pH to 8. The resulting solution was diluted with 1 L of EA. The resulting mixture was washed with 3×500 mL of brine. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 100- 1 : 10). The collected fractions were combined and concentrated under vacuum. This resulted in 15 g (56%) of the title compound as an off-white solid. Analytical Data: LC-MS: (ES, m/z): RT = 0.739 min, LCMS 32: m/z = 255 [M+l].

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. 60186-89-2, 4-Bromo-2,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 31462-58-5, 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.31462-58-5, name is 5-Iodopyrimidine, molecular formula is C4H3IN2, molecular weight is 205.9845, as common compound, the synthetic route is as follows.

General procedure: A mixture of parthenolide (1.0mmol) and an appropriate aromatic iodide (1.1mmol) was refluxed at 80C using palladium (II) ferrocene (0.01mmol) and di-isopropylethyl-amine (3.0mmol) in toluene (0.1ml) under air for 18-24h. The reaction mixture was then allowed to cool to room temperature, water (8ml) added, and the resultant mixture was extracted with ethyl acetate (10ml×3). The separated organics were dried over Na2SO4, filtered and the filtrate concentrated under reduced pressure. The obtained crude residue was purified by silica flash chromatography (9:1 to 4:1, hexanes/EtOAc) to afford the corresponding aryl substituted parthenolide as a solid (40-50mg) in 70-80% yield.

Statistics shows that 31462-58-5 is playing an increasingly important role. we look forward to future research findings about 5-Iodopyrimidine.

Reference:
Article; Penthala, Narsimha R.; Bommagani, Shobanbabu; Janganati, Venumadhav; Macnicol, Kenzie B.; Cragle, Chad E.; Madadi, Nikhil R.; Hardy, Linda L.; Macnicol, Angus M.; Crooks, Peter A.; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 517 – 525;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia