Pyrimidines

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. 125401-75-4, name is 2,6-Bis((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. 125401-75-4

4.3 g (10.0 mmol) of Intermediate 3 was dissolved in 60 mL of toluene, and 3.54 g(30.0 mmol) of thionyl chloride and the mixture was refluxed for 4.0 h. After cooling, toluene and excess thionyl chloride were distilled off under reduced pressure to giveIn the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,125401-75-4, 2,6-Bis((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Yang Zihui; Tian Hao; Yang Gongzhen; (6 pag.)CN107311982; (2017); A;,
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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;,
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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;,
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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;,
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Pyrimidine – Wikipedia

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;,
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Pyrimidine – Wikipedia

591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

A stirred solution of 7-bromo-5-methyl-2,5-dihydrobenzo[b]oxepin-9-amine (31E) (0.450 g, 1.771 mmol) and pyrimidin-5-amine (0.202 g, 2.125 mmol) in DCE (10.0 mL) was treated with CDI (0.861 g, 5.31 mmol), and the resulting solution was stirred overnight. The reaction was concentrated under reduced pressure, and the residue was partitioned between water (10 ml) and EtOAc (30 ml). The organic layer was separated, dried over Na2S04 and concentrated under reduced pressure to afford the crude product. Purification by flash chromatography gave 42A. LC-MS Anal. Calc’d for Cl6Hl5BrN402 375.2, found [M+H] 376.5. Tr = 2.9 min (Method U).

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; SEITZ, Steven P.; MARKWALDER, Jay A.; WILLIAMS, David K.; SHAN, Weifang; NARA, Susheel Jethanand; ROY, Saumya; CHERUKU, Srinivas; PULICHARLA, Nagalakshmi; (207 pag.)WO2020/23356; (2020); A1;,
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Pyrimidine – Wikipedia

1004-40-6 , The common heterocyclic compound, 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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 procedure: A mixture of arylidene cyanoacetic acids 7 (10 mmol), uracil compound 1 (10 mmol) in nitrobenzene (15 mL) was stirred at 150oC for 2.5-4 h. After accomplishment of reac-tion (observed via TLC), the reaction mixture was cooled to room temperature and extra solvent was removed under vacuum. The performed solid was purified by recrystallization from ethyl acetate to afford 6-aminouracil-5-arylpropanenitriles 10 in good yields. The spectral data of products 10 are given below. 2.1.6.1. 3-(6-amino-4-oxo-2-thioxo-1,2,3,4-tetrahydro- pyrimidin-5-yl)-3-(4-hydroxyphenyl) propanenitrile 13a Gray powder. Yield = 87%. Mp = 222 – 225C.IR (cm-1), 3411 (OH), 3335,3280 (NH2), 3269, 3189 (2NH), 2221 (CN), 1671 (C=O amide); 1H NMR (500 MHz, DMSO-d6) delta 11.89 (s, 1H, NH exchangeable with D 2 O), 11.18 (s, 1H, NH exchangeable with D 2 O), 8.47 (s, 1H, OH exchangeable with D 2 O), 7.19 (d, J = 8.8 Hz, 2H), 6.97 (s, 2H, NH 2 ), 6.72 (d, J = 8.8 Hz, 2H), 4.27 (t, J = 5.6 Hz, 1H, CH), 2.90 – 2.84 (t, 2H, CH 2 ).13C NMR (125 MHz, DMSO-d6) delta 178.34, 157.53, 155.68, 151.99, 136.52, 129.28, 117.87, 115.70, 80.87, 38.51, 24.93; MS (m/z) = 288; Anal. Calcd for C 13 H 12 N 4 O 2 S: C, 54.16; H, 4.20; N, 19.43. Found: C, 54.36; H, 4.43; N, 19.28.

According to the analysis of related databases, 1004-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Al-Otaibi, Jamelah S.; Ibrahim, Diaa A.; El Gogary, Tarek M.; Letters in drug design and discovery; vol. 15; 12; (2018); p. 1240 – 1251;,
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89793-12-4, 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. 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, 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.

Synthesis of Intermediate 4 [0270] Compound 2 (620 g, 1.0 equiv) and DIPEA (1080 g, 2.2 equiv. were dissolved in NMP (3100 ml) and stirred for 20 min. Compound 3 (680 g, 1.02 equiv.) was added and the reaction mixture was heated to about 85-95¡ã C. for 4 hrs. The solution was allowed to slowly cool to r.t. This solution was poured onto H2O (20 L) and much of the solid was precipitated out from the solution with strong stirring. The mixture was filtered and the cake was dried under reduced pressure at 50¡ã C. for 24 hr., yielding 896 g of compound 4 (solid, 86.8percent).

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. 89793-12-4, Ethyl 2-chloropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; US2015/150871; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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, 3073-77-6, blongs to pyrimidines compound. 3073-77-6

Example 83. iV-[4-(3-Pyrrolidiii-l-yl-propane-l-sulfonyl)-phenvI1-pyrimidine-2,5-diamine (52); [0244] To a solution of 2-amino-5-nitropyrimidine (350 mg, 2.5 mmol) in 20 mL anhydrous 1,4-dioxane were added intermediate 51 described in Example 82 (1.25 g, 3.76 mmol) in 5 mL anhydrous 1,4-dioxane, Xantphos, (289 mg, 0.5 mmol), Pd2(dba)3 (229 mg, 0.25 mmol) and Cs2CO3 (1.63 g, 5 mmol). The reaction mixture was stirred at 1000C for 5 h under argon. The reaction mixture was diluted with methanol and CH2Cl2 (5 mL each) then filtered. The filtrate was washed with brine. The organic phase was dried (Na2SO4) and the solvent was removed. The residue was dissolved in methanol and ethyl EPO acetate (2 mL each) and diluted with 20 mL hexane. The precipitated yellow-brown solid, was isolated by filtration and dried in vacuo (800 mg). The crude product was hydrogenated in 20 mL methanol using Pd/C (10 %, 500 mg) for 2 h. The palladium catalyst was removed by filtration, and the solvent was evaporated. The residue was dried in vacuo to yield the title compound (550 mg, 73 %), which was used without further purification.[0245] 1H NMR (DMSOd6): delta 1.60-1.68 (m, 6H)3 2.32 (m, 4H), 2.39 (m, 2H), 3.19 (m, 2H), 5.02 (bs, 2H), 7.68 (d, J= 9.0 Hz, 2H), 7.87 (d, J= 9.0 Hz, IH), 8.02 (s, 2H), 9.68 (s, IH). MS (ES+): m/z = 362 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 3073-77-6.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Intermediate 2; 2,6-dichloro-lambda/-methyl-4-pyrimidinamine ( Intermediate 3 4,6-dichloro-lambda/-methyl-2-pyrimidinamine; To a O0C mixture 2,4,6-trichloropyrimidine (0.50 g, 2.7 mmol) in THF (3 mL) was added methyl amine (2M THF, 3.0 mL, 6.0 mmol) dropwise. The reaction mixture was warmed to room temperature and stirred for 30 minutes, at which time LCMS indicated the formation of the desired product. The reaction mixture was treated with water (10 mL) and extracted with EtOAc (2×10 mL). The organics were washed with brine (10 mL), dried (Na2SO4), and evacuated. The crude material was purified by column chromatography (Gradient from 0-30% EtOAc in Hexanes) to afford 180 mg (1.01 mmol, 38%) of 2,6- dichloro-lambda/-methyl-4-pyrimidinamine and 150 mg (0.85 mmol 31 %) of 4,6-dichloro-lambda/- methyl-2-pyrimidinamine. MS (ES+) m/e 178 [M + H]+ for each.

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/105968; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia