Tag: M.W:200-300

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.776-53-4, name is Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate, molecular formula is C8H11N3O2S, molecular weight is 213.2568, as common compound, the synthetic route is as follows.776-53-4

210 ml of a 1M solution of LiAlH4 in THF are added, in 45 minutes, while maintaining the temperature below 30 C., to 39.68 g of ester obtained in the previous stage dissolved in 1 litre of THF. The mixture is stirred for a further hour and the temperature is then decreased to 5 C. and 9 ml of water, 6.5 ml of 5N sodium hydroxide and then 32 ml of water are successively added dropwise. After stirring for 10 minutes, the solid is filtered off and then rinsed with THF. The filtrate is concentrated to dryness under vacuum and the residue is then redissolved in 600 ml of boiling toluene, the product is rapidly filtered under hot conditions in order to remove some of the insoluble material and the filtrate is left to cool overnight. The white crystals obtained are filtered, washed with a small amount of toluene and then of ether and dried, Mp=124-127 C., m=23.9 g.

Statistics shows that 776-53-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate.

Reference:
Patent; SANOFI-AVENTIS; US2008/176874; (2008); 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. A new synthetic method of this compound is introduced below., 137281-39-1

[00897] EXAMPLE 26: SDC-TRAPs comprising pemetrexed fragment [00898] Exemplary synthesis of SDC-TRAPs:NH EDCHO. tjr + JH JH2 ?)-NH2LY*rN DMF ?NHSP9O inhibitor Pemetrexed Soc TRAP 0019fragment 1 fragment 2[00899] To a solution of pemetrexed-fragment 2 (60mg, 0.2mmol) and amine SDC-TRAP-0004 (82mg, 0.2mmol) in anhydrous DMF (3 mL) was added EDC (60mg, 0.3mmol). The reaction mixture was stirred at room temperature for 18h. The reaction mixture was then diluted with water (5 mL) and extracted with ethyl acetate (1 OOmL). The organic phase was dried with sodium sulfate, filtered and evaporated, followed by flash chromatography (hexane-ethyl acetate 1:1 and ethyl acetate-methanol 98:2) to give SDC-TRAP-0019 (95mg, 70%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHIMMANAMADA, Dinesh, U.; YING, Weiwen; WO2015/134464; (2015); A2;,
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. 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. 63234-80-0

Example 3 3-(2-(4-(benzo[b]thiophen-4-yl)piperazin-1-yl)ethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one 3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (120 mg, 0.53 mmol), the product of Reference Example 1(116 mg, 0.53 mmol), potassium carbonate (219 mg, 1.59 mmol), potassium iodide (88 mg, 0.53 mmol) and acetonitrile (5 ml) were added to the flask and the mixture was stirred at 85¡ã C. overnight. The reaction mixture was concentrated and subjected to column chromatography to obtain a white solid (120 mg, yield: 55percent). 1HNMR (300 MHz, DMSO-d6): delta ppm 7.69 (d, 1H), 7.61 (d, 1H), 7.40 (d, 1H), 7.27 (t, 1H), 6.89 (d, 1H), 3.78 (t, 2H), 3.07 (brs, 4H), 2.75 (t, 2H), 2.68 (brs, 4H), 2.63 (t, 2H), 2.42 (t, 2H), 2.22 (s, 3H), 1.85 (m, 2H), 1.76 (m, 2H). ESI-MS (m/z): 409.1 [M+H]+.

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, 63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; SUZHOU VIGONVITA LIFE SCIENCES CO., LTD.; TOPHARMAN SHANDONG CO., LTD.; JIANG, Hualiang; WANG, Zhen; LI, Jianfeng; ZHANG, Rongxia; HE, Yang; LIU, Yongjian; BI, Minghao; LIU, Zheng; TIAN, Guanghui; CHEN, Weiming; YANG, Feipu; WU, Chunhui; WANG, Yu; JIANG, Xiangrui; YIN, Jingjing; WANG, Guan; SHEN, Jingshan; (70 pag.)US2017/158680; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3740-92-9 , The common heterocyclic compound, 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

The following compounds presented in Examples 114-117 were prepared in accordance with Scheme 10, by a procedure analogous to that disclosed in Example 113, using starting materials with the appropriate substitution.

The synthetic route of 3740-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; KALLEDA, Srinivas; PADAKANTI, Srinivas; KUMAR SWAMY, Nalivela; YELESWARAPU, Koteswar, Rao; ALEXANDER, Christopher, W.; KHANNA, Ish, Kumar; IQBAL, Javed; PILLARISETTI, Sivaram; PAL, Manojit; BARANGE, Deepak; WO2006/34473; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3740-92-9 , The common heterocyclic compound, 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

General Method 4 Step 2C. A solution of 4-chloroaniline (127.6 mg, 1 mmol) in dry THF (2 mL) was cooled in a dry-ice/acetone bath and treated dropwise with a solution of nBuLi in cyclohexane (0.5 mL, 2M, 1 mmol). The mixture was treated with additional dry THF (2 mL) and was allowed to warm slightly (15 minutes) till the material went into solution. The material was then transferred by cannula into a solution of fenclorim (XXII) (225 mg, 1 mmol) and bis(triphenylphosphine)palladium(II) dichloride (35 mg, 0.05 mmol) in dry THF (2 mL). Rinsed with dry THF (2 mL) and stirred at room temperature for 30 minutes. The reaction was partitioned between saturated sodium bicarbonate and ethyl acetate. Added brine to help clear an emulsion. Separated layers and the aqueous layer was extracted twice with ethyl acetate. The combined organics was dried over magnesium sulfate, filtered and concentrated on a rotary evaporator to yield a film. The film was taken up in chloroform and loaded onto 100 g of silica gel. The silica gel was eluted with 10percent ethyl acetate/hexanes followed by 20percent ethyl acetate/hexanes. The appropriate fractions were concentrated to yield 6-chloro-N-(4-chlorophenyl)-2-phenylpyrimidin-4-amine (XXIII) as a film (161.87 mg). ESI/MS 315.9, 317.9 (M+H), 314.0, 316.0 (M-H).

According to the analysis of related databases, 3740-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vestaron Corporation; US2012/22066; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

135481-57-1, Adding a certain compound to certain chemical reactions, such as: 135481-57-1, 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione, 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, 135481-57-1, blongs to pyrimidines compound.

6-Benzyl-5,6,7,8-tetrahydropyrido-[4,3-d]pyrimidine-2,4 (1H, 3H) -dione (30.0 g, 0.116 mol) prepared according to Process Step 1 was mixed with phosphorus oxychloride (300 mL), followed by stirring with heating for five hours. After checking the completion of the reaction by thin layer chromatography, excess phosphorus oxychloride was distilled off under reduced pressure. The residue was mixed with isopropyl alcohol (300 mL) for crystallization. The suspension containing the precipitated crystals was stirred under reflux for one hour and was further stirred at room temperature for one hour. The precipitated crystals were collected by filtration, were dried under reduced pressure and thereby yielded 6-benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimid ine hydrochloride (33 g, in a yield of 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,135481-57-1, its application will become more common.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

13479-88-4, 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. 13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, 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 0 C solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine 4 (950 mg, 4.6 mmol) in acetonitrile (20 mL) was added benzylamine (593 mg, 5.5 mmol). The reaction mixture was stirred at the room temperature for 16 hours and then refluxed for 2 hours. The resulting mixture was cooled down and concentrated under reduced pressure, the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate= 3: 1) to give the compound 5 (950 mg, 74%) as brown oil. 1H NMR (300 MHz, CDC13): delta 8.66 (s, 1H), 7 ‘.52-7 ‘.27 (m, 5H), 6.63 (br, 1H), 4.80 (s, 2H).

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. 13479-88-4, 5,7-Dichlorothiazolo[5,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David; WO2014/15291; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia