Day: September 23, 2021

Adding a certain compound to certain chemical reactions, such as: 1119280-66-8, 2-Chloro-5H-pyrrolo[3,2-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

7-Bromo-2-chloro-5H-pyrrolo[3,2-dlpyrimidine A solution of 2-chloro-5H-pyrrolo[3,2-d]pyrimidine ( 1.54 g, 10 mmol) in DMF (10 mL) was added NBS (2.00 g, 11 mmol) at room temperature. The resulting solution was stirred for 1 h and diluted with EtOAc. The resulting solution was washed with a sat. aq. solution of NaHC03, H20 and brine. The EtOAc layer was dried ( a2S04), concentrated and purified by ISCO to provide the desired product (1.75 g, 75%). 1H NMR (400 MHz, CD3OD) delta 8.53 (s, 1H), 7.60 (s, 1H); MS m/z 234.0 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1119280-66-8, 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; LIU, Jing; YANG, Chao; ZHANG, Weihe; FRYE, Stephen; KIREEV, Dmitri; WO2013/52417; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 145783-15-9, Adding some certain compound to certain chemical reactions, such as: 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine,molecular formula is C7H9Cl2N3S, 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 145783-15-9.

Compound (1-1) (476 mg, 2.0 mmol), hydrochloric salt of compound (2?) (524 mg, 2.2 mmol) and NaHCO3 (370 mg, 4.4 mmol) were added to DMF (20 ml). Under the nitrogen atmosphere, the reaction mixture was stirred for 12-15 hours at 90-95 . The reaction was monitored by TLC. After completion, water (100 ml) and CH2Cl2 (100 ml) were added to the reaction mixture. The resulting mixture was stirred for 30 min, followed by the separation of the aqueous and organic layers. The dichloromethane layer was washed with water (20 ml*3) until to neutral. The resulting organic layer was dried with anhydrous sodium sulfate, and then filtered. The filtrate was removed by distillation at reduced pressure to obtain crude product (compound (1-c?)). The crude product was crystallized from the mixture of dichloromethane and petroleum ether to obtain a white solid (656 mg, yield 82.0%). HPLC purification is above 98%. (0094) 1HNMR (400 MHz, CDCl3) delta: 6.81 (b, 2H), 4.62-4.72 (m, 2H), 4.51-4.53 (m, 1H), 3.95 (d, J=7.6 Hz, 1H), 3.67-3.82 (m, 3H), 3.63-3.64 (m, 1H), 3.03-3.22 (m, 2H), 2.30-2.33 (m, 1H), 1.92-1.95 (m, 1H), 1.73-1.82 (m, 2H), 1.09 (t, J=7.6 Hz, 3H), MS (m/z): [M+H]+=405.86.

According to the analysis of related databases, 145783-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRIGHTGENE BIO-MEDICAL TECHNOLOGY (SUZHOU) CO., LTD; YUAN, Jiandong; JIANG, Qiao; LI, Xiang; US2015/322071; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33089-15-5, 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. 33089-15-5, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H4ClN3S, 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.

Step 2 2-(Methylthio)pyrimidine-5-carbonitrile To a stirred mixture of 4-chloro-2-(methylthio)pyrimidine-5-carbonitrile (0.843 g, 4.54 mmol) and zinc dust (1.48 g, 22.71 mmol) in ethanol (7.5 mL) and water (1.4 mL) was slowly added acetic acid (0.29 mL, 5.13 mmol). The resulting reaction mixture was vigorously stirred for 3 h. The solids were removed by filtration and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel 60 (35 g), eluding with 10:1-20:89-70 CH2Cl2:2-propanol:hexane to give the title compound. M.S. (M+1): 152. 1H NMR (400 MHz, CDCl3): delta8.72 (s, 2 H, Ar), 2.61 (s, 3 H, CH3).

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 33089-15-5, 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3993-78-0, 2-Amino-4-chloropyrimidine, 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, 3993-78-0, blongs to pyrimidines compound. Safety of 2-Amino-4-chloropyrimidine

Under argon atmosphere, 4-chloropyrimidin-2-amine 10d (0.61g, 4.72mmol,It was prepared by the method “WO2009158011, A1” disclosed in the patent application),Compound 10c (1.1g, 5.19mmol),[1,1?-bis (diphenylphosphino) ferrocene] palladium dichloride (173mg, 0.24mmol),Potassium carbonate (1.30 g, 9.44 mmol) was dissolved in 20 mL of a mixed solution of 1,4-dioxane and water (V / V = 5: 1), heated to 90 C, and stirred for 2 hours. Stop the reaction,It was cooled to room temperature, concentrated under reduced pressure, and the residue was purified with CombiFlash rapid preparator using eluent system A to obtain the title product 10e (753 mg), yield: 89.01%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3993-78-0, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Lu Biao; Wang Shenglan; Zhang Caihua; He Feng; Tao Weikang; (36 pag.)CN110684020; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1421433-87-5, 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one, 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, Quality Control of 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one, blongs to pyrimidines compound. Quality Control of 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

To the above mixture was added Boc2O (1.999 g, 11.65 mmol) and DMAP (0.142 g, 1.17 mmol). The reaction mixture was stirred at rt for 3 h, diluted with brine (30 mL) and extracted with ethyl acetate (20 mL*2). Combined organic parts were washed with brine (20 mL*2), dried over anhydrous Na2SO4 and concentrated. Purification via column on silica gel (eluent: ethylacetate) afforded the title product (1.5 g) as a white solid. LC-MS (ESI): m/z 272 [M+H]+; 1.24 min (ret time)

The synthetic route of 1421433-87-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; WAN, Zehong; Sang, Yingxia; Zhang, Qing; US2014/213599; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: Synthesis of product (4a-o): A mixture of, 2-hydroxy-1,4-naphthoquinone (0.174 g,1 mmol), aromatic aldehydes (1 mmol), 6-amino-2-thiouracil (0.143 g, 1 mmol) and 10 mLEtOH in a 50 mL flask was heated at reflux for 12-15 hours. After reaction completion(monitored by TLC, ethyl acetate/n-hexane, 1:1), the reaction mixture was cooled to roomtemperature and filtered to give the crude product. Then the solid was washed with ethanolto give product (4) in good to high yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Hosseini, Fahimeh Sadat; Bayat, Mohammad; Journal of Sulfur Chemistry; vol. 39; 5; (2018); p. 483 – 494;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1193-21-1, 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. 1193-21-1, name is 4,6-Dichloropyrimidine. A new synthetic method of this compound is introduced below.

(a) 4-Chloro-6-[4-(trifluoromethyl)phenyl]pyrimidine. To a 500-mL, round-bottomed flask was added 4,6-dichloropyrimidine (14 g, 95 mmol, Aldrich), 4-(trifluoromethyl)phenylboronic acid (6.0 g, 32 mmol, Aldrich), acetonitrile (95 mL) and 1 M aqueous solution of sodium carbonate (95 mL). The mixture was deoxygenated by sparging with N2 for 15 min, and Pd(PPh3)4 (1.9 g, 1.6 mmol, Strem) was added. The resulting yellow mixture was heated at 80 C. with stirring for 15 h. After allowing to cool to 25 C., the mixture was evaporated under reduced pressure. The residue was diluted with 10% aqueous solution of NaHCO3 and extracted with CH2Cl2. The combined extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (gradient: 1.5-10% EtOAc/hexane) to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 259 [M+1].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-21-1, 4,6-Dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Doherty, Elizabeth M.; Katon, Jodie; Norman, Mark H.; Retz, Daniel M.; Wang, Xianghong; Bo, Yunxin Y.; Tamayo, Nuria; Nishimura, Nobuko; Liao, Hongyu; US2006/241296; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, 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, Quality Control of Methyl 5-bromopyrimidine-2-carboxylate, blongs to pyrimidines compound. Quality Control of Methyl 5-bromopyrimidine-2-carboxylate

To a mixture of methyl 5-bromopyrimidine-2-carboxylate (2.30 g, 10.6 mmol) and copper (I) cyanide (1.92 g, 21.4 mmol) in a 100 mL round bottom flask was added DMA (21 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 5 min. The reaction mixture was heated to 110 C for 2 d and cooled to room temperature. The reaction mixture was diluted with EtOAc and water and filtered through a glass frit (medium). The filtrate was transferred to a separatory funnel. The aqueous phase was extracted with EtOAc (4 x) and the combined organic extracts were washed with brine (1 x), dried over MgS04, filtered, concentrated to give a yellow oil. Purification by flash column chromatography on silica gel (80 g, 5% to 50% EtOAc in heptane) gave methyl 5-cyanopyrimidine-2-carboxylate (0.83 g, 5.08 mmol, 48 % yield) as a white solid. LC/MS (ESI) m/z = 164.0 (M+H). Calculated for C7H5N3O2 163.0

The synthetic route of 89581-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33034-67-2, 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.33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

To a mixture was sodium hydride (9 mg, 60percent dispersion) in 5 ml of dimethylformamide was added 4-(5-cyano-7-isopropyl-l,3-benzoxazol-2-yl)-N-[(5-methyl-2-oxo-l,3-oxazolidin-5- yl)methyl]benzamide (31 mg, EXAMPLE 65) followed by 2-chloro-4-trifluoromethylpyrimidine (14 mg). The mixture was stirred at 700C for 1 h. Excess sodium hydride was quenched by addition of 1 ml of methanol. The sample was then purified via mass-directed HPLC on a Kromasil Cl 8 column eluting with a gradient of 10percent acetonitrile in water (0.01percent TFA) to 60percent acetonitrile in water (0.01percent TFA) providing the title compound (25 mg, 59percent).

Statistics shows that 33034-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156718; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 874-14-6, 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 874-14-6 as follows.

General procedure: Uracil1 (1 mmol), the arylboronic acid 2 (3 mmol), Pd(OAc)2 (10molpercent) and 1,10-phenanthroline (15 molpercent) were combined in dry DMF (10 ml) under O2 atmosphereand stirred for 5 min (Note: DMF wasdried over calcium hydride). The reaction mixture was stirred at 90oC and monitored by TLC using EtOAc-petroleum ether as the mobilephase. After completion, the reaction mixture was cooled, and water (10 ml) wasadded. The resulting solution was then extracted with EtOAc (3 QUOTE &13;&10;&13;&10;12?”> &13;&10;&13;&10;12?”> 20 ml). TheEtOAc extract was washed with water (5 QUOTE &13;&10;&13;&10;12?”> &13;&10;&13;&10;12?”> 10 ml) and thenbrine (10 ml). The organic layer was dried with Na2SO4.Evaporation of EtOAc furnished the crude product, which was purified by flash chromatography onsilica gel (EtOAc-Petroleum ether).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,874-14-6, its application will become more common.

Reference:
Article; Mondal, Biplab; Hazra, Somjit; Roy; Tetrahedron Letters; vol. 55; 5; (2015); p. 1077 – 1081;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia