Day: March 8, 2021

Electric Literature of 22536-65-8, 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 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(A)A mixture of 2-chloro-5-methoxypyrimidine (10 g, 69.44 mmol, 1 eq) MeOH-CH3CN 4:1 (160 ml -40ml), TEA (20 ml) and Pd(dppf)Cl2 DCM (6 g, 7.34 mmol, 0.1 eq) in an autoclave, was stirred at 100C for18 h under CO gas atmosphere. The RM was cooled to RT, filtered through celite, washed with MeOH(100 ml), and the filtrate was concentrated. The residue upon purification by CC (silica gel; EtOAc – PE;3:7) afforded methyl 5-methoxypyrim idine-2-carboxylate (6 g, 52%).

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 22536-65-8, 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1059735-34-0, 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 1059735-34-0, name is 7-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 7-benzyl-2,4-dichloro-6,8-dihydro-5H- pyrido[3,4- (JJpyrimidine (17.3 g, 58.8 mmol) in DMSO (200 mL) was added DIEA (19.0 g, 147 mmol) and tert-butyl piperazine- 1 -carboxylate (11.5 g, 61.7 mmol) and the mixture stirred at 55 C for 10 hours. The reaction mixture was poured into ethyl acetate (200 mL) and washed with water (3x200mL). The combined organics were washed with brine (200 mL), dried over anhydrous Na2S04 and concentrated under vacuum to give a residue. The residue was purified by trituration from MTBE (200 mL) to give tert-butyl 4-(7-benzyl-2-chloro-6,8-dihydro-5H- pyrido[3,4-d]pyrimidin-4-yl) piperazine- 1 -carboxylate (24 g, 52.9 mmol). ES+APCI MS m/z 444.2 [M+H]+.

According to the analysis of related databases, 1059735-34-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 28732-79-8, 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 28732-79-8, name is 4-Chloropyrido[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 20 (400 mg, 0.89 mmol) was dissolved in DCM (23 mL) and TFA (4.1 mL) was added. The mixture was stirred at r.t. for 1.5 h and excess DCM and TFA were removed in vacuo. The yellow residue obtained was basified using 0.2M aqueous NaOH (40 mL) and extracted with EtOAc (3 x 80 mL). The combined organic layers were dried (MgS04) and concentrated in vacuo. Purification by column chromatography on silica, eluting with DCM/MeOH/NH3 (95:4:1), gave a colourless gum (278 mg, 90%). deltaEta (CDC13) 7.94 (IH, s), 7.52 (IH, dd, J 8.8, 6.1 Hz), 7.15 (IH, t, J 8.9 Hz), 5.11 (IH, br s), 4.98 (IH, br s), 3.80-3.76 (2H, m), 3.75 (3H, s), 3.70-3.59 (2H, m), 3.56-3.42 (2H, m), 3.21-3.07 (2H, m), 2.59 (3H, d, J 2.40 Hz), 1.54 (3H, s). LCMS (ES+) 347 (M+H)+. A solution of this gum (55.6 mg, 0.161 mmol), 4-chloropyrido[2,3-i?pyrimidine (40 mg, 0.24 mmol) and DIPEA (0.084 mL, 0.48 mmol) in ?-butanol (1 mL) was heated to 130C under microwave irradiation for 1 h. Purification by preparative HPLC afforded the title compound (41 mg, 54%) as a white solid. deltaEta (DMSO-Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5, Adding some certain compound to certain chemical reactions, such as: 10070-92-5, name is Pyrimidine-5-carbaldehyde,molecular formula is C5H4N2O, 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 10070-92-5.

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 h.

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

A mixture of 4-hydroxy-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester (50 g, 0.234 mmol), POC13 (110 mL, 1.17 mmol) and diethylamide (70 mL, 0.28 mmol) was refluxed for 5h. The solvent was removed under vacuum and the residue was dissolved in ice H2O and cautiously neutralized with aqueous NaHCO3. After extraction with EtOAc (3×400 mL), the organic extracts were combined, dried and concentrated to give 4-chloro-2- (methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester as a yellow solid (42 g, 77% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2006/71940; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

To a solution of ethyl 3-methyl-iH-pyrazole-4-carbaldehyde (6.4 g, 58.0 mmol) in 60 mL of anhydrous N,N- dimethylformamide were added potassium carbonate (10.8 g, 77.8 mmol) and 2,4-dichloropyrimidine (8.64 g, 58.0 mmol) at room temperature. The resulting suspension was stirred for 14 hours at room temperature with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (x2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting residue was purified by silica gel chromatography using a mixture of heptanes and ethyl acetate to afford the desired intermediate 2 as a white solid (5.47 g, 42 %); MS (ESI) m/z 223 [M+H]+, 1H NMR (300 MHz, CDCls) delta 10.06 (s, 1H), 9.04 (s, 1H), 8.70 (d, 1H, / = 5.4 Hz), 7.87 (1H, d, / = 5.4 Hz), 2.59 (s, 3H).

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENOSCO; OSCOTEC, INC.; CHOI, Jang-Sik; HWANG, Hae-Jun; LEE, Eunho; LEE, Jaekyoo; SONG, Ho-Juhn; KIM, Se Won; KIM, Jung-Ho; KOH, Jong, Sung; CHANG, Sunhwa; LEE, Tae-im; CHOI, Yung-geun; HAN, Ik-hwan; LEE, Jaesang; WO2013/109882; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13036-57-2 ,Some common heterocyclic compound, 13036-57-2, 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 solution containing 37 g (188 mmol) of methyl 3,5-bis(methyloxy)benzoate and 300 mL of THF at 00C was added 395 mL (395 mmol) of a 1.0 M solution of LHMDS in THF. To this mixture, a solution containing 29 g (226 mmol) of 2-chloro-4- methylpyrimidine and 100 mL was added dropwise over about 30 min. The reaction mixture was allowed to stir for an additional 30 min and quenched by the addition of 100 mL of MeOH. The solvents were removed under reduced pressure and the residue was partitioned between EtOAc and water. The combined organic layers were dried over MgSO4 and filtered, washing the filter cake with copious amounts of EtOAc and DCM to dissolve precipitated product. The solvents were removed under reduced pressure and the resulting orange solid was triturated from EtOAc to give 46.5 g (85%) of 1-[3,5-bis(methyloxy)phenyl]-2-(2-chloro-4-pyrimidinyl)ethanone as a light tan solid, which exists as a mixture of ketone and enol tautomers: MS (ESI): 293.29 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-57-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32980-71-5, 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.32980-71-5, name is Perchloropyrimido[5,4-d]pyrimidine, molecular formula is C6Cl4N4, molecular weight is 269.9, as common compound, the synthetic route is as follows.

the entire chlorine pyrimido [5, 4 – d] pyrimidine (13.1 g, 48.9 mmol), piperidine, CuI (0.28 g, 1.5 mmol), Cs2 CO3 (16.0 g, 48.9 mmol) is put into the 250 in two mouth flask, add 100 ml nitrobenzene as the reaction solvent, under the protection of nitrogen, 180 C lower reaction 16 h, oil pump by reducing pressure after the reaction of the nitrobenzene solvent, PE_DCM=6:1 to column chromatography, obtaining the solid 17.0 g, yield of 95.0%, the selectivity 99%

Statistics shows that 32980-71-5 is playing an increasingly important role. we look forward to future research findings about Perchloropyrimido[5,4-d]pyrimidine.

Reference:
Patent; Dalian Wanfu Pharmaceutical Co., Ltd.; Sun Qingfa; (9 pag.)CN106946887; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51-20-7, 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 51-20-7, name is 5-Bromouracil. This compound has unique chemical properties. The synthetic route is as follows.

5-bromouracil (6.0 g, 31.4 mmol) was mixed with PCl5 (16.4 g, 87.9 mmol) in a reaction flask.Add 1,1,2-trichloroethane (50 mL),The reaction mixture was heated to reflux.During the reaction, the mixture changed from a suspended state to a pale yellow clear solution.At this point TLC showed that the starting material was completely reacted.Drop to room temperature.Slowly pour the reaction mixture into stirred ice water.Stir for 1h,Add DCM (3 x 50 mL) for extraction.The organic layer was dried over anhydrous MgSO4.Evaporate the solvent,A pale yellow transparent liquid was obtained.Further purified on a silica gel column.Obtaining a colorless transparent liquid,That is, Compound 2 (yield 99.5%, purity 97%).

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 51-20-7, 5-Bromouracil.

Reference:
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Ma Qingtong; Shan Xiaoyan; Chen Xudong; Chen Yu; (9 pag.)CN108117523; (2018); A;,
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. 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H3Cl2N3, 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. Computed Properties of C6H3Cl2N3

2,4-Dichloro-5H-pyrrolo [3,2-d] pyrimidine(600 mg, 3.19 mmol) was placed in a round bottom flask,N, N-dimethylformamide DMF (5 mL) was added to dissolve it,Methyl iodide (544 mg, 3.83 mmol) and cesium carbonate (520 mg, 1.60 mmol) were added successively and the reaction was stirred at room temperature for 24 h.Treatment: The reaction solution was added to water and extracted with ethyl acetate,The organic phase was collected, dried over anhydrous sodium sulphate, filtered off with suction and concentrated. A yellow solid. Yield: 91%.

With the rapid development of chemical substances, we look forward to future research findings about 63200-54-4.

Reference:
Patent; Zhengzhou University The First Affiliated Hospital; Kan Quancheng; Tian Xin; Zhang Xiaojian; Cheng Weiyan; Du Yue; Yang Zhiheng; Yuan Yongliang; (12 pag.)CN107312006; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia