Tag: M.W:100-200

Electric Literature of 60025-06-1, 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 60025-06-1 as follows.

A solution of 1-(4,6-dichloropyrimidin-5-yl)ethanone (3.81 g, 19.9 mmol) in 90 mL of dioxane at 0 0C was treated with triethylamine (2.78 mL, 19.9 mmol) and hydrazine hydrate (1.16 mL, 23.9 mmol). After addition, the reaction was stirred for 18 h at rt. The mixture was filtered and the precipitate washed with dioxane. The combined organics were evaporated and chromatographed on silica gel, eluting with 30-35% ethyl acetate/ hexanes to afford 2.98 g, (89%) of 4-chloro-3-methyl-1 H-pyrazolo[3,4-d]pyrimidine; 1H NMR (500 MHz, DMSO-cfe) delta 8.71 (1H), 2.60 (3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60025-06-1, its application will become more common.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/90261; (2006); 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. 34253-03-7, name is Methyl pyrimidine-2-carboxylate, the common compound, a new synthetic route is introduced below. Product Details of 34253-03-7

Step B: Preparation of pyrimidin-2-ylmethanol: NaBH4 (0.22 g, 5.79 mmol) was added in one portion to a solution of methylpyrimidine-2-carboxlate (0.80, 5.79 mmol) in EtOH (30 mL). The reaction mixture was left at room temperature overnight before carefully quenching with water (5.0 mL) and concentrating to dryness. The residue was taken up in MeOH and filtered. The filtrate was concentrated and was purified by flash column chromatography, eluting with CH2Cl2/MeOH (100:1) to give 0.18 g (28%) of the desired product as a yellow oil. Step B: Pyrimidin-2-ylmethanol: A solution of methyl pyrimidine-2-carboxylate (659 mg, 4.77 mmol, 1.00 equiv) in 25 mL EtOH was cooled to 0 C. in an ice bath, and sodium borohydride (181 mg, 4.77 mmol, 1.00 equiv) was added. The reaction mixture was warmed to ambient temperature, and stirred 2 hours, and then 5 ml water was added. The reaction was concentrated under reduced pressure, and the residue was purified using silica gel chromatography to give the desired product as a white solid (154 mg, 30%).

The synthetic route of 34253-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 29458-38-6, 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.29458-38-6, name is 6-Methoxypyrimidine-2,4(1H,3H)-dione, molecular formula is C5H6N2O3, molecular weight is 142.11, as common compound, the synthetic route is as follows.

A mixture of 2,4-dihydroxy-6-methoxypyrimidine (15g, 0.106mol) in phosphorus (III) oxychloride (400ml) was heated under reflux for 4 hours to give a solution. Excess phosphorus (III) oxychloride was removed by evaporation, the residue treated with ice/water and extracted with EtOAc. The combined extracts were washed with water, dried (Na2SO4) and the solvent removed by evaporation to give 2,4-dichloro-6-methoxypyrimidine as an oil (5.5g, 30%); NMR.3.96 (3H, s), 6.63 (IH, s); m/z_179 [MH]+.

Statistics shows that 29458-38-6 is playing an increasingly important role. we look forward to future research findings about 6-Methoxypyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/31745; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 923282-39-7, 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. 923282-39-7, name is 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Example 4: Preparation of N-[2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl] ethyl]-1 – methyl-pyrazolo[4,3-d]pyrimidin-7-amine (1-10) To a solution of 2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine (0.39 g, 1 .2 mmol) in acetonitrile (30 ml.) was added triethylamine (1 .5 g, 4.8 mmol). The solution was stirred for 5 min at room temperature at which time 7-chloro-1 -methyl-pyrazolo[4,3-d]pyrimidine (0.25 g, 1 .2 mmol) was added. The reaction mixture was stirred at room temperature overnight. Water was added and was extracted with ethyl acetate (3x). The combined organic layers were washed with water, dried over Na2S04 and concentrated in vacuo. The residue was purified by HPLC to provide 85 mg (0.19 mmol, 17%) of the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,923282-39-7, 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113715; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 37482-64-7, 2-Chloro-4-ethoxy-6-methylpyrimidine, 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, Computed Properties of C7H9ClN2O, blongs to pyrimidines compound. Computed Properties of C7H9ClN2O

EXAMPLE 10 4-Ethoxy-2-(1-imidazolyl)-6-methylpyrimidine In anhydrous tetrahydrofuran, 173 mg of 2-chloro-4-ethoxy-6-methylpyrimidine was substituted with 68 mg of imidazole. The reaction mixture was treated according to the procedure of Example 5 to yield 103 mg of 4-ethoxy-2-(1-imidazolyl)-6-methylpyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 115.5-116 C. NMR(CDCl3)delta: 1.13(3H,t,J=8 Hz), 2.44(3H,s), 4.50(2H,q,J=8 Hz), 6.43(1H,s), 7.20(1H,s), 7.90(1H,s), 8.63(1H,s).

The synthetic route of 37482-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissin Shokuhin Kabushiki Kaisha; US4849424; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 71470-41-2, 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 71470-41-2, name is Ethyl 4-aminopyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 264a 2-(4-Aminopyrimidin-2-yl)propan-2-ol 264a To a solution of ethyl 4-aminopyrimidine-2-carboxylate (840 mg, 5.0 mmol) in anhydrous tetrahydrofuran (50 mL) cooled at -20 C was added a solution of methylmagnesium bromide in THF (8.5 mL, 25.0 mmol, 3.0 M) over a period of 5 minutes. The reaction mixture was stirred at 0C for another 2 h. It was then quenched with saturated NH4Cl (20 mL) and concentrated under reduced pressure. The residue was extracted with ethyl acetate (5 X 40 mL). The combined organic layer was dried over anhydrous Mg2SO4, filtered, and evaporated under reduced pressure. The residue was purified by reverse-phase Combiflash to afford 264a as yellow solid (240 mg, 32%) MS-ESI: [M+H]+ 154.1

According to the analysis of related databases, 71470-41-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4763-35-3, 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.4763-35-3, name is 2-Amino-5-methoxypyrimidin-4(1H)-one, molecular formula is C5H7N3O2, molecular weight is 141.13, as common compound, the synthetic route is as follows.

Step 3. Into a 100 mL round bottom flask equipped with a magnetic stir bar was placed 2-Amino-4-hydroxy-5-methoxy-pyrimidine (500 mg, 3.54 mmol), anhydrous DMF (30 mL), AA-13 (1 .27 g, 5.31 mmol), DBU (2.12 mL, 14.17 mmol), and BOP (1 .96 g, 4.43 mmol). The reaction mixture was allowed to stir at room temperature for 30 minutes then at 50C for 16 hours. The solvent was removed under reduced pressure and the residue was partitioned between brine and ethyl acetate. The organic layers were combined, dried (magnesium sulfate), the solids were removed via filtration, and the solvents of the filtrate were removed under reduced pressure. The crude was purified via reverse phase liquid chromatography (RP Vydac Denali C18 – 10 m, 250 g, 5 cm. Mobile phase 0.25% NH4HCO3 solution in water, methanol), the best fractions were pooled, the solvents were removed under reduced pressure to afford 89.

The chemical industry reduces the impact on the environment during synthesis 4763-35-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); 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. 15846-19-2, name is 4-Chloro-6-methoxypyrimidin-5-amine, the common compound, a new synthetic route is introduced below. SDS of cas: 15846-19-2

Prepared as described forN-cyclohexyl-4-iodopyridin-3-amine (Intermediate 17), to a stirred solution of 4-chloro-6-methoxypyrimidin-5-amine (CAS 15846-19-2; 200 mg, 1.25 mmol) and cyclopentanone (CAS 120-92-3; 0.33 mL, 3.76 mmol) in anhydrous DCM (6 mL) under an atmosphere of N2at 0 C was added dropwise T1CI4solution (iM in DCM, 1.4 mL, 1.38 mmol). The reaction was stirred at room temperature for 2 h. Sodium triacetoxyborohydride (797 mg, 3.76 mmol) was added portionwise and the reaction stirred at room temperature for 16 h. The crude product was purified by column chromatography (silica, 0-50% EtOAc / petroleum ether) to afford the title compound. 1H NMR (400 MHz, CHLOROFORM-d) 8 ppm 1.33 – 1.53 (m, 2 H) 1.55 – 1.82 (m, 4 H) 1.83 – 2.00 (m, 2 H) 3.73 (d, J=9 Hz, 1 H) 4.04 (s, 3 H) 4.18 – 4.42 (m, 1 H) 8.08 (s, 1 H) MS ES+: 228

The synthetic route of 15846-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAVENPORT Richard; DUNN Jonathan; FARNABY William; HANNAH Duncan; HARRISON David; WRIGHT Susanne; WO2015/198046; A1; (2015);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 34253-03-7, 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 34253-03-7, name is Methyl pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl pyrimidine-2-carboxylate (25 g, 181 mmol, 1 equiv) in MeOH (500 mL) was added NaBHt (8.2 g, 217 mmol, 1.2 equiv) at 0C. The reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was quenched with H2O (20 mL), concentrated in vacuo and the residue was purified by flash column chromatography (eluted with PE/EtOAc = 1/1) to afford the title compound pyrimidin-2- ylmethanol as a yellow oil (16 g, 80% yield). LC-MS : m/z 111.0 (M+H)+

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 34253-03-7, Methyl pyrimidine-2-carboxylate.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-61-7 ,Some common heterocyclic compound, 3438-61-7, molecular formula is C5H7N3, 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.

To a solution of 4-methylpyrimidin-5-amine (1) (3.0 g, 27.5 mmol) and pyridine (10.9 g, 0.137 mol) in DCM (30 mL) was added methanesulfonyl chloride (6.3 g, 55.0 mmol) at 0 C. and the resulting mixture was stirred at 20 C. for 3 hours. TLC showed the reaction was completed. The mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give N-(4-methylpyrimidin-5-yl)methanesulfonamide (2) (1.0 g, 19.4%) as yellow solid. 1H NMR (400 MHz, CHCl3-d) delta ppm 8.98 (s, 1H), 8.76 (s, 1H), 6.68 (br s, 1H), 3.13 (s, 3H), 2.61 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3438-61-7, its application will become more common.

Reference:
Patent; ESSA Pharma, Inc.; Zhou, Han-Jie; Virsik, Peter; (216 pag.)US2020/123117; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia