Day: June 7, 2021

Reference of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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.

[0622] Synthesis of methyl 4-methylpyrimidine-2-carboxylate: [0623] To a stirred solution of 2-chloro-4-methylpyrimidine (370 mg, 2.87 mmol) in MeOH: CH3CN (4: 1, 20 mL) under argon atmosphere were added Pd(dppf)Cl2 (420 mg, 0.57 mmol) and triethyl amine (0.8 mL, 5.75 mmol) at RT; heated to 100 C and stirred for 16 h in steel bomb under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 40% EtOAc/ Hexanes to afford methyl 4-methylpyrimidine-2-carboxylate (330 mg, 75%) as an off-white solid. [0624] 1H-NMR (CDC13, 400 MHz): delta 8.78 (d, 1H), 7.31 (d, 1H), 4.01 (s, 3H), 2.68 (s, 3H); LC-MS: 97.40%; 153.2 (M++l); (column: X Bridge C-18, 50 3.0 mm, 3.5 muiotaeta); RT 0.68 min. 5 mM NH4OAc: ACN; 0.8 mL/min); TLC: 50% EtOAc/ Hexanes (R 0.2).

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 13036-57-2, 2-Chloro-4-methylpyrimidine.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 779353-64-9, 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. 779353-64-9, name is 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

Example 21. (S)-N-(4-( (3-ethyl-5-(2-(2-hydroxyethyl)piperidin-l-yl)pyrazolo[l, 5- a]pyrimidin-7-yl)amino)phenyl)acrylamide (MFH-1-187-1) teH-butyl4-(5-chloro-3-ethylpyrazolo[l,5-a]pyrimidin-7-ylamino)phenylcarbamate (MFH- 1-177-1) The mixture of SM-1-49-1 (500 mg, 2.314 mmol), SM-1-187-1 (520 mg, 2.5 mmol), DIPEA (898 mg) and i-PrOH (8 mL) was stirred at 85 C for 6 h. After completion, the solvent was removed and the residue was purified by silica gel chromatography (MeOH/DCM = 0-20%) to obtain MFH-1-177-1 (898 g, yield 100%). LCMS (m/z): 388 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,779353-64-9, 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, Paul; (299 pag.)WO2016/160617; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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

a) Preparation of Int. 288 The mixture of l-(5-bromo-2-pyrimidinyl)-ethanone (10 g; 50 mmol) and N-(2- aminoethyl)-carbamic acid, 1,1-dimethylethyl ester (8 g; 50 mmol) was stirred in TFE (60 ml). Then NaBH4 (5.675g;150 mmol) was added and the mixture was stirred under r.t. After completion of the reaction, the mixture was filtered and the residue was washed with TFE (2 mL). The solvent was distilled off. The crude product was purified by column chromatography on silica gel (eluent: PE/EtOAc 2/1). The product fractions were collected and the solvent was evaporated to Int. 288 (7 g; 40 %).

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; DIELS, Gaston, Stanislas, Marcella; SCHOENTJES, Bruno; VERSELE, Matthias, Luc, Aime; BERTHELOT, Didier, Jean-Claude; WILLEMS, Marc; VIELLEVOYE, Marcel; SOMMEN, Francois, Maria; WROBLOWSKI, Berthold; MEERPOEL, Lieven; WO2015/150557; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 63200-54-4, Adding some certain compound to certain chemical reactions, such as: 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine,molecular formula is C6H3Cl2N3, 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 63200-54-4.

Step 1: preparation of 2,4-dichloro-5-(3-methoxylpropyl)-5H-pyrrolo[3,2-d]pyrimidine 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine (188 mg, 1.0 mmol) and sodium hydride (45 mg, 1.5 mmol) were dissolved in N,N-dimethylformamide (5 mL). The reaction mixture was stirred at room temperature for 1 hour, followed by adding 1-bromo-3-methoxypropane (184 mg, 1.2 mmol). The solution was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with brine. The organic phase was dried over anhydrous sodium sulfate and separated by flash column chromatography (eluent: n-hexane: ethyl acetate = 2: 1) to give 200 mg of a white solid. Yield: 77%. MS (ESI, m/z): [M+H]+: 260.1.

According to the analysis of related databases, 63200-54-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Hanmi Pharmaceutical Co., Ltd.; XUE, Baoyu; ZHENG, Runa; CHA, Mi Young; KIM, Maengsup; (71 pag.)EP3336091; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42754-96-1, 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.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.

To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (1 g, 5.29 mmol) in MeOH (15 mL) was added a solution of methylamine 33% in MeOH (0.55 mL, 5.89 mmol). The mixture was heated to 70 C for 1 hour followed by cooling to room temperature. The resulting precipitate was filtered, washed with ice-cold MeOH and dried to afford the title compound (874 mg, 90% yield) as a white solid. MS m/z 184.73 [M+1].

The chemical industry reduces the impact on the environment during synthesis 42754-96-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; HATCHER, John; CHOI, Hwan, Geun; (198 pag.)WO2016/130920; (2016); A2;,
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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4,6-Dichloro-5-methylpyrimidine

Tert-butyl 4-hydroxypiperidine-1-carboxylate (2.47 g, 12.3 mmol) and potassium tert-butoxide (1.42 g, 12.7 mmol) were added to a THF (20 mL) solution of 2,4-dichloro-3-methylpyrimidine (1.60 g, 9.82 mmol), and the mixture was stirred for 2 hours. To the reaction solution, water was added, followed by extraction with ethyl acetate three times. The obtained organic layer was washed with saturated saline and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20-60:40, V/V) to obtain the title compound as colorless oil (3.07 g, yield: 95%). 1H-NMR (400 MHz, CDCl3) delta ppm: 8.39 (1H, s), 5.36-5.31 (1H, m), 3.75-3.69 (2H, m), 3.75-3.69 (2H, m), 3.39-3.33 (2H, m), 2.23 (3H, s), 2.02-1.95 (2H, m), 1.80-1.72 (2H, m), 1.48 (9H, 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, 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2210886; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 °C for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

With the rapid development of chemical substances, we look forward to future research findings about 63234-80-0.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89793-12-4, 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.89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.6, as common compound, the synthetic route is as follows.

Ethyl 2-chloropyrimidine-5-carboxylate (7.0 Kgs),ethanol (60 Kgs), 2-Chloroaniline (9.5 Kgs, 2 eq) and acetic acid (3.7 Kgs, 1.6 eq) were charged to a reactor under inert atmosphere. The mixture was heated to reflux. After at least 5 hours the reaction was sampled for HPLC analysis (method TM-113.1016). When analysis indicated reaction completion, the mixture was cooled to 70 ± 5 °C and N,N10 Diisopropylethylamine (DIPEA) was added. The reaction was then cooled to 20 ± 5°C andthe mixture was stirred for an additional 2-6 hours. The resulting precipitate is filtered and washed with ethanol (2 x 6 Kgs) and heptane (24 Kgs). The cake is dried under reduced pressure at 50 ± 5 °C to a constant weight to produce 8.4 Kgs compound 11(81percent yield and 99.9percent purity.

Statistics shows that 89793-12-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; VAN DUZER, John, H.; SEYEDI, Farzaneh; LIU, Gui; (100 pag.)WO2016/200919; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 15018-56-1, 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. 15018-56-1, name is 5-Bromo-6-methylpyrimidine-2,4-diol, molecular formula is C5H5BrN2O2, 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.

General procedure: To a mixture of 5-substituted uracils 1(a-c) (1mmol) and ammonium sulfate (0.06mmol, 0.008g), HMDS (4mL) was added and refluxed until the precipitate was dissolved. Then, the solvent was removed under reduced pressure and the resulting oily liquid was dissolved in dry DMF (4mL) and NaH (2mmol, 0.048g) was added at -10C. After stirring of the reaction mixture for 1h, various alkyl halides (1mmol) were added. The progress of the reaction was monitored by TLC using chloroform/methanol as eluent (20:1). After the completion of the reaction, the mixture was neutralized by 2N HCl and extracted by CH2Cl2 (2×30mL). The combined organic phase was dried over Na2SO4 and removed under reduced pressure. The resulting solid was recrystallized in EtOAc and n-hexane.

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 15018-56-1, 5-Bromo-6-methylpyrimidine-2,4-diol.

Reference:
Article; Bakavoli, Mehdi; Eshghi, Hossein; Shiri, Ali; Afrough, Toktam; Tajabadi, Javad; Tetrahedron; vol. 69; 39; (2013); p. 8470 – 8476;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1979-96-0 ,Some common heterocyclic compound, 1979-96-0, molecular formula is C5H3Cl2N3O2S, 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.

a. Preparation of compound 802. To a solution of compound 801 (2.46 g, 10.2 mmol) in THF (34 mL) at -20 C was added Et3N (3.14 mL, 22.5 mmol) followed by a solution of NH3 (2.0 M in MeOH, 5.4 mL, 11 mmol). The mixture was stirred while warming to 0 C for 1.5 h (LC/MS indicated consumption of starting materials). The reaction mixture containing compound 802 was taken forward without work-up.

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. 1979-96-0, 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; RAY, Adrian S.; WATKINS, William J.; LINK, John O.; OLDACH, David W.; DELANEY, IV, William E.; WO2013/40492; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia