Tag: M.W:200-300

Application of 100707-39-9, 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. 100707-39-9, name is 2-Methyl-5-bromopyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

A mixture of xylenes (5 mL) solution of compound 5-bromo-2-methyl-pyrimidine-4-carboxylic acid (350mg, 1.6mmol) was refluxed for 2 hours. After cooling, the mixture directly subjected to a silica column, petroleum ether, and then give the compound 0601-120 eluting with ethyl acetate in petroleum ether (5percent v / v) as a white solid (170mg, 61percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100707-39-9, its application will become more common.

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 43024-70-0, 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.43024-70-0, name is Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.6317, as common compound, the synthetic route is as follows.

The obtained residue was dissolved in N,N-dimethylacetamide (30 mL), 4-fluoro-2-methylaniline (2.2 mL, 20.1 mmol) and N,N-diisopropylethylamine (5.4 mL, 30.9 mmol) were added, and the mixture was stirred with heating at 80 C. for 2 hr. After cooling, to the reaction mixture was added dropwise 5% aqueous citric acid solution, chloroform was added, and the mixture was extracted 3 times. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to give the title compound (3.14 g, 65%). ESI-MS m/z: 315 (M+H)+; 1H-NMR (CDCl3, delta): 1.42 (t, J=7.2 Hz, 3H), 2.22 (s, 3H), 4.38 (q, J=7.2 Hz, 2H), 6.46 (d, J=2.3 Hz, 1H), 6.55-7.09 (m, 3H), 7.83 (d, J=2.3 Hz, 1H), 8.83 (s, 1H), 10.69 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 43024-70-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; Yamamoto, Keisuke; Aratake, Seiji; Hemmi, Kazuki; Mizutani, Mirai; Seno, Yuko; US2014/221340; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 81560-03-4, 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 81560-03-4, name is 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Step 3, Preparation of 5-bromo-4-chloro-2-methylthiopyrimidine: take 5-bromo-2-methylthio-4-pyrimidinone 110g, dissolve in 400g pyridine, and raise the temperature of the system to 80.100 g of phosphorus oxychloride was added dropwise. After the addition was completed, the reaction was continued for 5 h. After the reaction was completed,Cool to room temperature, ice bath, adjust the pH to 8-9 with saturated sodium bicarbonate, extract with 500 ml of ethyl acetate, dry over anhydrous magnesium sulfate, filter,The filtrate was decompressed to recover the solvent, and the residue was recrystallized from petroleum ether:ethyl acetate=1:3 to obtain 98 g of light yellow solid powder in a yield of 83%.

According to the analysis of related databases, 81560-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Weiju Industrial Co., Ltd.; Liu Hui; (6 pag.)CN107488175; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7627-44-3, 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 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of NaH (79.75 mg, 3.32 mmol) in anhydrous THF (50 mL) at 0° C. under nitrogen atmosphere was added 3-methyloxetan-3-ol (268.39 mg, 3.05 mmol). After stirring for 30 min at 0° C., the reaction mixture was transferred via cannula to a solution of INT-53 (800 mg, 2.77 mmol) in anhydrous THF (50 mL). After stirring for an additional 2 h at 0° C., NH4Cl (satd. aq) was added and the reaction was extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried over MgSO4, concentrated under reduced pressure and the resulting residue was purified by silica column chromatography eluting with a mixture of petroleum ether: ethyl acetate (1/1). INT-61 (350 mg, 51percent) was obtained as a brown solid. 1H NMR (400 MHz, CDCl3): delta 8.71 (s, 1H), 4.77-4.75 (d, J=6.8 Hz, 2H), 4.53 (s, 2H), 4.48-4.46 (d, J=7.2 Hz, 2H), 1.66 (s, 3H). MS m/z (M+H): 249.1.

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5909-24-0 ,Some common heterocyclic compound, 5909-24-0, molecular formula is C8H9ClN2O2S, 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 ethyl 4-chloro-2- (methylthio)pyrimidine-5-carboxylate (20.0 g, 86 mmol) in dichloromethane (400 mL) at -78 0C was added diisobutylaluminum hydride, 1.0 M in toluene (172 mL, 172 mmol). The reaction was allowed to warm to 0 0C over 2 h. To the reaction was added a 20% Rochelle’s (1600 mL) and diethyl ether (750 mL). The emulsion was stirred for 30 min. The organics were sequestered and the aqueous was extracted further with diethyl ether (2 x 500 mL). The combined organics were washed with water (500 mL), brine (500 mL), dried over MgSO4, and concentrated in vacuo and filtered through a plug of silica eluting with 1:1; ethyl acetate:CH2Cl2 to obtain compound 223 (9.6 g, 59% yield). 1H NMR (500 MHz, CDCl3) delta 8.55 (s, 1 H) 4.75 (d, J=5.87 Hz, 2 H) 2.58 (s, 3 H) 2.06 – 2.25 (m, J=5.14 Hz, 1 H) ppm.

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. 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2009/85185; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36082-50-5 ,Some common heterocyclic compound, 36082-50-5, molecular formula is C4HBrCl2N2, 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.

5-Bromo-2,4-dichloropyrimidine B1-a (2.28 g, 10 mmol) and 30 mL of tetrahydrofuran were sequentially added to a dry 100 mL one-necked flask, and a 2N aqueous sodium hydroxide solution (10 mL, 20 mmol) was stirred under ice-cooling. The reaction temperature was raised to room temperature and the reaction was stirred at room temperature for 6 hours. After completion of the reaction, the reaction solution was cooled to 0 C and the pH of the reaction solution was adjusted to 3-4 using a 6N hydrochloric acid solution. The mixture was extracted with chloroform (50 mL×3) and EtOAc (1.8 g, 86% yield).

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. 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Qingyu Pharmaceutical Technology Co., Ltd.; Zou Bin; Ma Shichao; Fu Xianlei; Dong Hongping; (130 pag.)CN109942556; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1211443-61-6, 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.1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, molecular weight is 292.76, as common compound, the synthetic route is as follows.

Method-1 To the solution of tert-butyl 4-(6-aminopyridin-3 -yl) piperazine- 1 -carboxylate (100 g) and 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3 -d]pyrimidine-6- carboxamide (100 g) in acetonitrile (1000 ml) was added sodium hydride (34 g) and copper (I) iodide (3.25 g) at 20-30C. The reaction mixture was placed undernitrogen for 1 hr at 70-80C. After completion of the reaction, methanol (50 ml) was added followed by addition of distilled water. The reaction mass was slowly cooled to 20-30C and stirred for 2-3 hrs. The solid was collected by filtration to give off white to light grey solid (125 g).Yield: 65.0 %; HPLC Purity: 99.7%. 1H MR (400 MHz CDC13) delta ppm 8.70 (s, 1H), 8.38-8.36 (d, J=9.2, 1H), 8.02 (d, J=2.4, 2H), 7.35-7.32 (dd, J=3.2, J=9.2, 1H), 6.43(s, 1H), 4.81-4.74 (m, 1H), 3.61(t, 4H), 3.15 ( s, 6H), 3.09 ( t, 4 H), 2.62-2.53 (m, 2H), 2.08-2.0 (m, 4H), 1.75-1.64 (m, 2H), 1.49 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 1211443-61-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LTD.; SOKHI, Sarbjot Singh; SINGH, Govind; LAHIRI, Saswata; PANDEY, Maneesh Kumar; TIWARI, Raj Narayan; SHUKLA, Sonu; MUSMADE, Sachin; DUA, Heena; CABRI, Walter; (70 pag.)WO2019/82143; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 83410-15-5, 4-Chloro-5-iodo-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, 83410-15-5, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-5-iodo-6-methylpyrimidine

10 g (39 mmol) A-3, 4.1 mL (47 mmol) morpholine and 16 g ( 118 mmol) potassium carbonate are suspended in acetonitrile and stirred at 80 C for three h. The reaction mixture is cooled to RT, filtered and the filtrate is concentrated under reduced pressure. Yield: 12 g (100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83410-15-5, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
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. 183438-24-6, name is 5-Bromo-2-iodopyrimidine. A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-iodopyrimidine

A mixture of potassium fluoride (1.77g) and cuprous iodide (5.79g) was stirred and heated together using a heat gun under vacuum (-1 mm) for 20min. After cooling, dimethyl formamide (20ml) and N-methyl pyrrolidinone (20ml) were added followed by (trifluoromethyl) trimethylsilane (4. 1ml) and 5-bromo-2-iodopyrimidine (6.5g). The mixture was stirred at rt for 5h and then the brown solution was poured into 6N ammonia solution. The product was extracted into ethyl acetate and the extracts were washed with sodium bicarbonate solution and brine and then dried (Na2SO4) and evaporated. Chromatography on silica gel (elution with 20-50% dichloromethane in pentane) gave the title compound (D13) as a white solid (2. 4g). 1 H NMR (CDC13) : 8.97 (2H, 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, 183438-24-6, 5-Bromo-2-iodopyrimidine.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/40144; (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. 55084-66-7, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride, molecular formula is C6H4Cl2N2OS, 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. category: pyrimidines

To a mixture of 4-chloro-2-methylsulfanylpyrimidine-5-carbonyl chloride prepared above (113 mg, 0.54 mmol) in dichloromethane was added 4-fluoroaniline (56 muL, 0.59 mmol). This was followed by the dropwise addition of DIPEA. The mixture was stirred for 15 min, the mixture was diluted with dichloromethane, washed with water and saturated aqueous sodium bicarbonate and was dried over sodium sulfate. Filtration and concentration afforded a residue that was purified by trituration from ethyl acetate with hexanes. The resulting off-white solid (122 mg, 0.41 mmol, 76%) was sufficiently pure to use without further purification. 1H NMR (300 MHz, DMSO-d6) delta 10.7 (s, 1H), 8.86 (s, 1H), 7.69 (m, 2H), 7.23 (m, 2H), 2.56 (s, 3H); MS (EI) m/z 296.2 (M-H)-.

With the rapid development of chemical substances, we look forward to future research findings about 55084-66-7.

Reference:
Patent; UCB SA; US7176310; (2007); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia