Day: May 6, 2021

Synthetic Route of 355806-00-7, 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.355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, molecular weight is 537.64, as common compound, the synthetic route is as follows.

B . 7- [4-(4-fluorophenyl)-6-isopropyl-2-(memanesulfonyl-methyl- amino)-pyrimidin-5-yl]- (S^SSydihydroxy-hept-delta-enoic acid zinc salt (2:1)7.54 g (13.96 mmol) of 7-[4-(4-fluorophenyl)-6-isopropyl-2- (methanesulfonyl-methyl-amino)-pyrimidin-5-yl]-(3i?,55)-dihydroxy- hept-6-enoic acid tert-butylester [compound of the general Formula (III), wherein the meaning of T is hydroxy, R is hydrogen, Q is t-butyl group] obtained in the previous stage are dissolved in 80 ml of ethanol and into this solution 6.98 ml of 2.5 M (17.44 mmol) of sodium hydroxide solution are added dropwise in 20 minutes. Subsequently the reaction mixture is stirred at the temperature of 60 C for 60 minutes. Subsequently the reaction mixture is cooled by using an ice- water mixture to a temperature between 0 and 10 C and at the same temperature, 5.80 ml (17.44 mmol) of 3.0 M hydrochloric acid solution are added thereto dropwise and the stirring is continued for a further 10 minutes. The reaction mixture is evaporated and the residue is extracted with 80 ml of water and 80 ml of ethylacetate.

Statistics shows that 355806-00-7 is playing an increasingly important role. we look forward to future research findings about (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; EGIS GYOGYSZERGYAR NYILVANOSAN MUeKOeDOe RESZVENYTARSASAG; WO2009/47577; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1820-81-1 ,Some common heterocyclic compound, 1820-81-1, molecular formula is C4H3ClN2O2, 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.

Method 19 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77 mmol) was added. The reaction mixture was then stirred at reflux (110 C.) for 16 hrs then allowed to cool to 20 C. The reaction mixture was then poured slowly and carefully into water (200 ml) at 25 C. with vigorous stirring. Then stirred well for 90 minutes before addition of EtOAc (250 ml). Organic layer separated off and aqueous layer re-extracted into EtOAc (250 ml). The organic layers were then combined and washed with sodium bicarbonate (200 ml aqueous solution), brine (200 ml) and then evaporated to a yellow liquid. The crude material was purified by column chromatography eluding with dichloromethane to afford the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (M+): 182, 184,186.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1820-81-1, its application will become more common.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Morris, Jeffrey James; US2003/149064; (2003); 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. 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, 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. Safety of 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine

Under carbon dioxide atmosphere, 0.2 mmol of 1,3-butadiyne 1b, 0.2 mmol of cesium carbonate, 0.6 mmol of DBN, 20mul of water, and 2 mL of acetonitrile were successively added to a Schlenk reaction tube, and the mixture was heated at 70 C in IKA and stirred for 24 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and the reaction solution was transferred with 20 mL of ethyl acetate. The reaction mixture was evaporated under reduced pressure and subjected to column chromatography to give the desired product 3b (63%).

With the rapid development of chemical substances, we look forward to future research findings about 3001-72-7.

Reference:
Patent; Henan Normal University; Liu Jianming; Yue Yuanyuan; Yan Xuyang; Zhao Shufang; (11 pag.)CN107954979; (2018); A;,
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. 123148-78-7, name is 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 123148-78-7

DMF (66mL) was added to a mixture of compound 12 1 (2.00g, 7.15mmol) and 59 sodium hydride (243mg, 10.1mmol) under nitrogen atmosphere. The reaction mixture was cooled to 0C and stirred for 30min. 60 2-(Trimethylsilyl)-ethoxymethyl chloride (1.70mL, 9.58mmol) was added dropwise over 45min and stirred at 22C for 1.5h. 61 Water (150mL) and 62 EtOAc (150mL) was added to the reaction mixture, the phases were separated, and the water phase was extracted with more EtOAc (2¡Á150mL). The combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The product was purified by silica-gel column chromatography (n-pentane/EtOAc, 1/1, Rf=0.78) to give 2.74g (10.0mmol, 86%) of a pale yellow 63 powder; mp. 98-104C; 1H NMR (400MHz, DMSO-d6): 8.69 (s, 1H), 8.13 (s, 1H), 5.60 (s, 2H), 3.51 (t, J=8.1, 2H), 0.82 (t, J=8.1, 2H),-0.10 (s, 9H). The spectroscopic data corresponded with that reported previously [40].

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, 123148-78-7, 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Reiers¡ãlmoen, Ann Christin; Han, Jin; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 562 – 578;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
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