Tag: M.W:100-200

Synthetic Route of 4316-97-6, Adding some certain compound to certain chemical reactions, such as: 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 4316-97-6.

A 20 ml. Biotage microwave tube was purged with nitrogen and charged with 4,6-dichloro-5-methylpyrimidine (0.600 g, 2.98 mmol) and te/t-butyl 4-hydroxypiperidine- 1-carboxylate (534 mg, 3.28 mmol). 1 ,4-Dioxane (14.9 ml.) was added, and the mixture was heated to 100 degrees Celsius. To the mixture was added sodium bis(trimethylsilyl)amide (3.58 ml_, 3.58 mmol, 1.0 M in tetrahydrofuran) drop-wise over 10 minutes. The mixture was stirred for 60 minutes, and then at room temperature for 12 hours. The reaction was quenched with water, and the aqueous layer was extracted three times with ethyl acetate. The combined organic extracts were dried over sodium sulfate, filtered, and the filtrate was concentrated in vacuo. The crude material was purified via silica gel chromatography (40 g SiO2 column, 0-50 % ethyl acetate in heptane gradient) to afford the title compound (842 mg, 86 %).

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. 4316-97-6, 4,6-Dichloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; DAROUT, Etzer; DENINNO, Michael, Paul; FUTATSUGI, Kentaro; GUIMARAES, Cristiano, Ruch, Werneck; LEFKER, Bruce, Allen; MASCITTI, Vincent; MCCLURE, Kim, Francis; MUNCHHOF, Michael, John; ROBINSON, Ralph, Pelton, Jr.; WO2010/128414; (2010); A1;,
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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H2Cl2N4

Compound 4 (1.5 g, 7.9 mmol),Toluenesulfonic acid (752 mg, 3.96 mmol) was dissolved in THF (30 ml) and DCM (30 ml)Of the mixture,Further 3,4-dihydropyran (2 g, 23.7 mmol) was added,Stir at room temperature 22h,TLC detection (PE: EA = 20: 1),Raw material reaction is complete,Spin drying solvent,Column chromatography (PE: EA = 50: 1) afforded 5 (1.2 g) as a white solid,Yield 54.5%.

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, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; Sichuan Baili Pharmaceutical Co., Ltd.; Wu, Yong; Zhu, Yi; Hai, Li; Wang, Yiqian; Li, Jie; (22 pag.)(2016);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3977-29-5, 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. 3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one. A new synthetic method of this compound is introduced below.

In a two-neck round-bottom flask containing precooled sulfuricacid (3 mL) was added 2-amino-4-hydroxy-6-methylpyrimidine(1) (100 mg, 0.8 mmol). An effective temperature control isrequired to the nitration occur properly. Nitric acid (0.2 mL,3.0 mmol) was added to the solution dropwise maintaining thetemperature below 6 C using an ice bath. The mixture waswarmed to room temperature and stirred for 3 h. The reaction mixturewas added in cold ethyl ether (10 mL), remaining the temperaturebelow 10 C. The precipitate was filtered and dissolved inboiling 1 mol/L NaOH solution. Acetic acid was added to the solutionfor precipitation of the product (pH among 6-8). The solid wasfiltered under vacuum, washed with water (2 1 mL) and dried invacuum for 8 h. The pyrimidinone 2 was obtained in 69% yield(117 mg)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3977-29-5, its application will become more common.

Reference:
Article; Rodrigues, Marili V.N.; Barbosa, Alexandre F.; Da Silva, Julia F.; Dos Santos, Deborah A.; Vanzolini, Kenia L.; De Moraes, Marcela C.; Correa, Arlene G.; Cass, Quezia B.; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 226 – 231;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4994-86-9 , The common heterocyclic compound, 4994-86-9, name is 4-Chloro-2-methylpyrimidine, molecular formula is C5H5ClN2, 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 stirred solution of 4-chloro-2-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) under a argon atmosphere were added diisopropyl ethyl amine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol) at RT. The reaction mixture was stirred at 150 C for 3 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% MeOH: DCM to afford tert-butyl (1 -(2-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.5 g, 66%) as an off-white solid. ?H-NMR (DMSO-d6, 500 MHz): oe 8.04-8.02 (m, 1H), 6.83- 6.82 (m, 1H), 6.61-6.60 (m, 1H), 4.27-4.25 (m, 2H), 3.51 (s, 1H), 2.96-2.91 (m, 2H), 2.33 (s, 3H), 1.77-1.74 (m, 2H), 1.37 (s, 9H), 1.28-1.22 (m, 2H); LC-MS: 293.3 (M+1); (column; XBridge C-18 (50 x 3.0 mm, 3.5 jim); RT 2.90 mm. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R1: 0.2).

The synthetic route of 4994-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 91717-22-5, 2-Amino-4-piperidino-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, 91717-22-5, blongs to pyrimidines compound. Quality Control of 2-Amino-4-piperidino-6-methylpyrimidine

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,91717-22-5, its application will become more common.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
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. 2802-62-2, name is 4,6-Difluoropyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4,6-Difluoropyrimidine

To a mixture of 1-[(1S,1R)-1-(4-fluoro-phenyl)-ethyl]-piperazine, Example 2(b), (0.50 g, 2.4 mmol) and 4,6-difluoropyrimidine (0.28 mL, 2.4 mmol, ABCR) in DMF (8 mL) was added cesium carbonate (2.3 g, 7.2 mmol) with stirring at 0 C. The reaction mixture was stirred at 0 C. for 20 min, diluted with H2O (20 mL) and extracted with DCM (2×40 mL). The combined organic extracts were washed with H2O (2×40 mL), dried over Na2SO4 and filtered. The filtrate was evaporated and the residue was dried in vacuo to yield the title compound. MS (ESI, pos. ion.) m/z: 305 (M+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, 2802-62-2, 4,6-Difluoropyrimidine.

Reference:
Patent; Wang, Hui-Ling; Balan, Chenera; Doherty, Elizabeth M.; Falsey, James R.; Gore, Vijay Keshav; Katon, Jodie; Norman, Mark H.; US2005/176726; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine, molecular formula is C6H2Cl2N2O, 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. Safety of 2,4-Dichlorofuro[3,2-d]pyrimidine

Weigh 4-hydroxy-3,5-dimethylbenzonitrile (1.5 g, 10 mmol)And potassium carbonate (1.7 g, 12 mmol) in 30 mL of DMF,Stir at room temperature for 15 minutes.Then 2,4-dichlorofuro[3,2-d]pyrimidine 1 (1.9 g, 10 mmol) was addedStirring was continued for 2 h at room temperature (TLC detection was completed).Wait for a lot of white solids to form,Slowly add 100mL of ice water to it.filter,Vacuum drying,Recrystallization from ethanol gave Intermediate 5.White solid,Yield 96%,

With the rapid development of chemical substances, we look forward to future research findings about 956034-07-4.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; Fang Zengjun; Wang Zhao; (11 pag.)CN108586471; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5767-35-1, 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-chloro-6-hydrazinylpyrimidine (2.00 g, 13.8 mmol) and ethyl 2,4-dioxopentanoate (2.19 g, 13.8 mmol) in ethanol (40 ml) was refluxed overnight. After cooling to room temperature a precipitate was formed which was filtered and dried to afford 2.25 g (61% yield) of the desired product. The filtrate was processed further to yield the regioisomeric product. LC-MS (method 11): Rt = 1.33 min; MS (ESIpos): m/z = 267 [M+H]+ 1H-NMR (600MHz, DMSO-d6): delta [ppm] : 1.32 (t, 4H), 4.34 (q, 3H), 6.88 (d, 1H), 8.02 (d, 1H), 9.05 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5767-35-1, 4-Chloro-6-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; KLAR, Juergen; EHRMANN, Alexander; WILLWACHER, Jens; ENGEL, David; DIESKAU, Andre Philippe; KAHNERT, Antje; GROMOV, Alexey; SCHMECK, Carsten; LINDNER, Niels; MUeLLER, Thomas; ANDREEVSKI, Anna Lena; DREHER, Jan; COLLINS, Karl; (861 pag.)WO2018/69222; (2018); A1;,
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. 698-29-3, name is 4-Amino-2-methylpyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6N4

EXAMPLE 8 4-Amino-2-methyl-5-pyrimidinecarbothioamide Hydrogen sulfide is passed through a mixture of 4-amino-2-methyl-5-pyrimidinecarbonitrile (6.707 g., 0.050 m.), triethylamine (7.0 ml., 0.050 m.), dimethylformamide (25 ml.) and pyridine (100 ml.) with stirring for 3 hours at ambient temperature. The mixture is poured into ice water (500 ml.) and the cream-colored solid which separates is collected by filtration, washed with water, dried at 110 C./0.1 mm. The yield of product melting at 260 C. dec. (uncorr.) is 7.663 g. (91.1%). This material is recrystallized from dimethylformamide-water (Darco G-60) affording colorless crystals melting at 264 C. dec. (uncorr.) in a yield of 5.110 g. (60.8%). Analysis for: C6 H8 N4 S; Calculated: C, 42.83; H, 4.79; N, 33.32; S, 19.06; Found: C, 42.79; H, 4.83; N, 33.34; S, 19.19.

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, 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile.

Reference:
Patent; American Home Products Corporation; US4323681; (1982); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 5399-92-8, Name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, formurla is C5H3ClN4. In a document, author is Neef, Sylvia K., introducing its new discovery. HPLC of Formula: C5H3ClN4.

Metabolic Drug Response Phenotyping in Colorectal Cancer Organoids by LC-QTOF-MS

As metabolic rewiring is crucial for cancer cell proliferation, metabolic phenotyping of patient-derived organoids is desirable to identify drug-induced changes and trace metabolic vulnerabilities of tumor subtypes. We established a novel protocol for metabolomic and lipidomic profiling of colorectal cancer organoids by liquid chromatography quadrupole time-of-flight mass spectrometry (LC-QTOF-MS) facing the challenge of capturing metabolic information from a minimal sample amount (<500 cells/injection) in the presence of an extracellular matrix (ECM). The best procedure of the tested protocols included ultrasonic metabolite extraction with acetonitrile/methanol/water (2:2:1, v/v/v) without ECM removal. To eliminate ECM-derived background signals, we implemented a data filtering procedure based on the p-value and fold change cut-offs, which retained features with signal intensities >120% compared to matrix-derived signals present in blank samples. As a proof-of-concept, the method was applied to examine the early metabolic response of colorectal cancer organoids to 5-fluorouracil treatment. Statistical analysis revealed dose-dependent changes in the metabolic profiles of treated organoids including elevated levels of 2 ‘-deoxyuridine, 2 ‘-O-methylcytidine, inosine and 1-methyladenosine and depletion of 2 ‘-deoxyadenosine and specific phospholipids. In accordance with the mechanism of action of 5-fluorouracil, changed metabolites are mainly involved in purine and pyrimidine metabolism. The novel protocol provides a first basis for the assessment of metabolic drug response phenotypes in 3D organoid models.

If you are hungry for even more, make sure to check my other article about 5399-92-8, HPLC of Formula: C5H3ClN4.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia