Pyrimidines

Related Products of 7355-55-7, 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 7355-55-7, name is 2-Amino-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Creation of the heterocycle (FIG. 3). To a solution of 2,4-diamino-6-hydroxypyrimidine (1, 25.2 g) in DMF (480 mL) and water (80 mL) was added sodium acetate (27.2 g). The resulting yellow solution was stirred for 1 h. To the solution was added chloroacetaldehyde (50% solution, 25.4 mL) and the mixture was stirred at rt for 2 days. The volatiles were removed in vacuo and the residue was mixed with methanol (70 mL) and stored at rt overnight. The resulting solid was filtered. The solid was mixed with methanol (150 mL) and heated at 60 C. for 10 min and cooled to rt overnight. The resulting solid was filtered and dried. The yield of 2 was 15 g to 19 g. (0032) A mixture of 7-deazaguanine (14.2 g) and dimethylaniline (6 mL) in POCl3 (200 mL) was refluxed for 3 h (bath temp. 130 C.). After cooling to rt, volatiles were removed by distillation (bath temp 60 C.). The residue was mixed with water (2300 mL) and neutralized with ammonium hydroxide until complete precipitation of solid (pH4). The resulting precipitate was filtered and further purified by column chromatography (silica, MC_MeOH=10:1) to give 3.6 g (21.4 mmol, 23%) of solid (FIG. 3).

According to the analysis of related databases, 7355-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Benner, Steven A; Kim, Hyo-Joong; (15 pag.)US10059735; (2018); B1;,
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Pyrimidine – Wikipedia

Electric Literature of 1231930-42-9, Adding some certain compound to certain chemical reactions, such as: 1231930-42-9, name is 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole,molecular formula is C15H13ClF2N4, 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 1231930-42-9.

Compound 9 (24.23 g, 110 mmol) and toluene (160 mL) were added to a three-neck flask. Stir well and cool to -5 to 0 C. Add hexamethylsilylamine lithium tetrahydrofuran solution (1.0 M, 120 mL, 120 mmol), After stirring at low temperature for 30 to 45 minutes, compound 5 (32.27 g, 100 mmol) was added dropwise. After the addition is completed, the temperature is raised to room temperature at 25 to 30 C for 10 to 16 hours. At the end of the reaction, saturated ammonium chloride (323 mL) was added. Extracted 3 times with ethyl acetate (160 mL). The organic phase was washed twice with saturated brine (160 mL). Dry over anhydrous sodium sulfate, After concentration, it was recrystallized from methylene chloride ethyl acetate mixture to afford compound 10 (43.57 g, 86%).Compound 10 (50.66 g, 100 mmol) was added to a three-necked flask. Add absolute ethanol (251 mL), After stirring and stirring, methanesulfonic acid (14.42 g, 150 mmol) was added. After the addition is completed, the temperature is raised to 50 to 55 C for 4 to 5 hours. The reaction was slowly cooled to 0 to 5 C for 1 hour. filter, The solid was washed with ethanol (50 mL). dry, The product Abemaciclib methanesulfonate 11 (56.65 g, 94%) was obtained.

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. 1231930-42-9, 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (12 pag.)CN109761959; (2019); A;,
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Related Products of 4983-28-2 ,Some common heterocyclic compound, 4983-28-2, molecular formula is C4H3ClN2O, 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 of (R)-tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (605 mg, 2.79 mmol) in THF (5 mL) was added 2-chloropyrimidin-5-ol (200 mg, 1.532 mmol), triphenylphosphine (548 mg, 2.089 mmol) and DIAD (0.406 mL, 2.089 mmol) and the reaction was stirred at 20 ¡ãC under an atmosphere of nitrogen for 5 hours. The reaction was concentrated and resuspended in 1 mL DMSO, then was subjected directly to purification by flash chromatography (60g pre-packed C-18 SNAP cartridge: 35percent to 90percent acetonitrile (0.1percent formic acid) in water (0.1percent formic acid)). The desired fractions were combined and concentrated to afford the title compound (410 mg, 1.24 mmol, 89 percent yield). LCMS Method A RT= 1.01 min, ES+ve 274 (M+H-tBu).

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. 4983-28-2, 2-Chloro-5-hydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 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, Application In Synthesis of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, blongs to pyrimidines compound. Application In Synthesis of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Example 15; Procedure for the Preparation of Dasatinib Form JA mixture of compound 1 (0.45 g, 1.14 mmol), N-(2-hydroxyethyl)piperazine (0.30 g, 2.30 mmol) and N-ethyldiisopropylamine (0.30 ml, 1.75 mmol) in DMSO (5 ml) was stirred at 60-65 C. for 2 hours. Acetone (20 ml) was slowly added at this temperature followed by H2O (30 ml). The solution was slowly cooled to 0-5 C. The product was filtered off and washed with acetone (5 ml) and dried on the filter, than dried under reduced pressure at 40 C. for 6 hours. Yield: 0.44 g.

The synthetic route of 302964-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-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, Formula: C4H3ClN2O2, blongs to pyrimidines compound. Formula: C4H3ClN2O2

Compound 18a (5 g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 ml.) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 18b. 1H NMR (DMSO- Cf6) delta 6.03 (S, 1 H), 11.2 (s, 1 H), 11.6 (s, 1 H).

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; MISKOWSKI, Tamara A.; WO2006/104713; (2006); A1;,
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Pyrimidine – Wikipedia

Related Products of 514854-13-8 ,Some common heterocyclic compound, 514854-13-8, molecular formula is C6H9IN4, 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: The alkyne (1.2 eq), iododiaminoethyl pyrimidine (1.0 eq) was dissolved in anhydrous DMF (0.15M) and sonicated under argon. Pd(PPh3)2Cl2 (0.1 eq), CuI (0.21 eq), Et3N (24 eq) were added and again sonicated under argon for 15 minutes. The reaction mixture was heated at 60 C for 12h under argon. The reaction mixture was then concentrated in vacuo before preabsorbing onto a mixture of amine and 25% cysteine preabsorbed silica gel (1:1 /wt) and filterted through a plug of silica gel with 5% MeOH/ CH2Cl2. The collected reaction mixture was concentrated in vacuo, and further purified by preparative HPLC to furnish the final product

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. 514854-13-8, 6-Ethyl-5-iodopyrimidine-2,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lombardo; Dayanandan; Keshipeddy; Zhou; Si; Reeve; Alverson; Barney; Walker; Hoody; Priestley; Obach; Wright; Drug Metabolism and Disposition; vol. 47; 9; (2019); p. 995 – 1003;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, 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, Recommanded Product: 2-Chloro-4,6-dimethoxypyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-Chloro-4,6-dimethoxypyrimidine

A mixture of 2-chloro-4,6-dimethoxy-pyrimidine (3.35 g, 19.19 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (5.0 g, 24.94 mmol, 1.3 equiv; commercially available) in anhydrous DMF (100 mL) was heated to 100 C. for 48 h. The organic phase was concentrated under reduced pressure and the residue extracted with ethyl acetate (3*50 mL) from a solution of 1 M NaOH (100 mL). The combined organic phases were dried over MgSO4 and the product purified by silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluding with a gradient of heptane/ethyl acetate providing 1.97 g (30%) of the title compound. MS (ISP): 339.3 [M+H]+.

The synthetic route of 13223-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Binggeli, Alfred; Christ, Andreas; Maerki, Hans-Peter; Martin, Rainer Eugen; US2007/225271; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 659729-09-6, 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, 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

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine (2.55 g, 9.86 mmol) was dissolved in CH3CN (50 ml) and cooled to 0C. Tetrabutylammonium cyanide (4.55 g, 16.9 mmol) and DABCO (3.32 g, 29.6 mmol) were added and the reaction mixture was stirred at 0C for 2 hours. The reaction mixture was then absorbed onto a small amount of silica gel and purified by flash column (0-20% EtOAc over 35 min) to give 6-(4-(trifluoromethyl)phenyl)pyrimidine-4-carbonitrile as a white solid (2.26 g; 92%).

The synthetic route of 659729-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BROTHERTON-PLEISS, Christine E.; CHEN, Huifen; CHEN, Shaoqing; CHEN, Zhi; ERICKSON, Shawn David; ESTRADA, Anthony; KIM, Kyungjin; LI, Hongju; LOVEY, Allen John; LYSSIKATOS, Joseph P.; QIAN, Yimin; SO, Sung-Sau; WOVKULICH, Peter Michael; YI, Lin; WO2014/49047; (2014); A1;,
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Reference of 5751-20-2, 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.5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one, molecular formula is C5H6N2OS, molecular weight is 142.18, as common compound, the synthetic route is as follows.

2-(Methylthio)pyrimidin-4(3H)-one (3 g, 21 mmol) and 4-aminobenzonitrile (2.99 g, 25 mmol) were weighed in a 50 mL round bottom flask.Nitrogen protection,Slowly warm up to 180 ¡ã C,Reaction 8h.After the reaction was cooled, it was sonicated by adding 20 mL of acetonitrile, filtered, and the filter cake was washed with acetonitrile, and the residue of 4-aminobenzonitrile was not detected by TLC, and the cake was dried to give a pale yellow solid which was 4-((4-oxo-1,6) – dihydropyrimidin-2-yl)amino)benzonitrile, yield 73.6percent,

The chemical industry reduces the impact on the environment during synthesis 5751-20-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong University; Liu Xinyong; Zhou Zhongxia; Zhan Peng; (32 pag.)CN109369623; (2019); 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. 3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, 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. COA of Formula: C5H7N3O

Methyl isocytosine (2.0 g) was added to 4,4′-methylenebis (phenylisocyanate) (MDI, 8.1 g) dissolved in 35 mL THF and subsequently stirred at an oil bath temperature of 75 [C] under an argon atmosphere. After 4 hours, 40 [ML] chloroform was added and the white precipitate was separated by filtration and washed with chloroform. 1H NMR (400 MHz, DMSO-d6): 8 10.0 (1H), 8.6 (1H), 7.4 [(5H),] 7.2 (4H), 5.8 (1H), 3.8 (2H), 2.1 (3H). FT-IR (neat): v [(CRI-1)] 3329,2954, 2257,1699, 1658,1578, [1508,] 1244.

With the rapid development of chemical substances, we look forward to future research findings about 3977-29-5.

Reference:
Patent; SUPRAPOLIX, B.V.; WO2004/16598; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia