Category: 6693-08-9

Synthetic Route of 6693-08-9, Adding some certain compound to certain chemical reactions, such as: 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine,molecular formula is C4Cl3FN2, 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 6693-08-9.

Part A: (1 S,4S)-2-(2-Chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-5-methyl-2,5- diazabicyclo[2.2.1]heptane. 2,4,6-Trichloro-5-fluoropyrimidine (2.01 g, 10 mmol) was dissolved in 30 mL of DMSO and stirred at room temperature. Commercially-available (1 S,4S)-2-methyl-2,5- diazabicyclo[2.2.1]heptane, dihydrobromide (2.74 g, 10 mmol) was added, followed by DIPEA (5.51 mL, 32 mmol). The resulting reaction mixture was stirred for 2.5 h, and then hydrazine was added (3.0 mL) and the contents were stirred at room temperature overnight. The reaction mixture was then purified by RP-HPLC to provide the assumed (1 S,4S)-2-(2-chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-5-methyl-2,5- diazabicyclo[2.2.1]heptane (first eluent), as well as the assumed 4-chloro-5-fluoro-6- [(1 S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]hept-2-yl]-2(1 H)-pyrimidinone hydrazone (second eluent).

According to the analysis of related databases, 6693-08-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, 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, Product Details of 6693-08-9, blongs to pyrimidines compound. Product Details of 6693-08-9

2,4,6-trichloro-5-fluoropyrimidine (2.21 g, 8.78 mmol),(+/-)-trans-3-aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester (1.75 g, 8.78 mmol)And K2CO3 (2.43 g, 17.60 mmol) was suspended in DMF (5 mL).The resulting suspension was stirred at room temperature overnight. The reaction was quenched by the addition of H 2 O (100 mL).The resulting mixture was extracted with ethyl acetate (50 mL×3).The combined organic phases were washed with saturated brine (80 mL×3).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc (EtOAc)The title compound was obtained as a white solid(2.71 g, 89%).

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6693-08-9, 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 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-amino-5-isoproxypyrazole (1.75 g, 12.41 mmol) in THF (20 ml) was added triethylamine (1.51 g, 14.89 mmol) and then slowly a solution of 2,4,6-trichloro-5- fluoropyrimidine (WO200549033, 2.50 g, 12.41 mmol) in THF (20 ml) at 0 0C. The resulting mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue was diluted with EtOAc. The solution was then washed with brine twice. The organic layer was obtained and evaporated to dryness. The dried residue was subject to silica gel chromatographic purification (by ISCO Combiflash with gradient EtOAc/hexanes) to afford EPO the desired product (1.40 g, yield 79%). LC-MS, 264 (M-41); 1H NMR (CDCl3) delta 8.70 (s, IH), 5.90 (s, IH), 4.50 (m, IH), 1.22 (d, 6H).

According to the analysis of related databases, 6693-08-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/123113; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6693-08-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6693-08-9 as follows.

Intermediate 17(4,6-Dichloro-5-fluoro-pyrimidin-2-yl)-(5-methoxy-lH-pyrazol-3-yl)-amine To the solution of 2,4,6-trichloro-5-fluoro-pyrimidine (PCT Pub. No. WO200549033, 1.66 g, 8.26 mmol) in EtOH (3OmL) at -300C was added 5-methoxy-lH-pyrazol-3-amine (Intermediate 8, 1.Og, 9.08 mmol). DIPEA (4.3 mL, 25 mmol) was added to the solution and the reaction mixture was naturally warmed to 00C for 3 hours and then at room temperature overnight. Evaporation of the solvents under reduced pressure, a white precipitate was removed by filtration. The mother liquid was evaporated to dryness and purified by silica gel chromatography (ISCO, DCM/MeOeta/Neta4Oeta: 100/0/0-100/3/0.3) to give the title compound (221mg, 10%). LCMS: 279 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6693-08-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/132502; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6693-08-9 , The common heterocyclic compound, 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, 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 2-fluorothiophene (3.76 g, 36.80 mmol) in anydrous tetrahydrofuran(20 mL) was added n-butyllithium (15.0 mL, 36.80 mmol, 2.5 mol/L) at -15 C, and the mixturewas stirred for 1 h at -15 oc. Then to the mixture was addeddichloro(N,N,N,N-tetramethylethylenediamine)zinc(II) (3.07 g, 12.11 mmol), and the resultingmixture was stirred for 1 h. Then palladium dichloride (653 mg, 3.68 mmol), triphenylphosphine(1.93 g, 7.36 mmol) and 2,4,6-trichloropyrimidine (7.43 g, 40.50 mmol) were added to themixture in tum. The resulting mixture was heated to 55 oc under nitrogen protection, and thenstirred at this temperature overnight. To the reaction mixture was added water (50 mL), and theresulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic layerswere washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered. Thefiltrate was concentrated in vacuo and the residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (2.41 g, 26 % ).MS (ESI, pos.ion) m/z: 249.0 [M+Ht.

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6693-08-9, Adding some certain compound to certain chemical reactions, such as: 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine,molecular formula is C4Cl3FN2, 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 6693-08-9.

The thiophene (300 mg, 3.57 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL).After cooling to -15 C, n-butyllithium (1.4 mL, 3.57 mmol, 2.5 mol/L) was added.Stir at this temperature for 1 hour, then add ZnCl2-TMEDA (300 mg,1.18 mmol), stirring at room temperature for 1 hour, then adding palladium dichloride (65 mg, 0.36 mmol),Triphenylphosphine (188 mg, 0.71 mmol)And 5-fluoro-2,4,6-trichloropyrimidine (790 mg, 3.92 mmol),The resulting mixture was heated to 55 C under nitrogen to stir the reaction overnight.Water (50 mL) was added to the reaction mixture, and the mixture was evaporated.The combined organic phases were washed with brine (50 mL).Dry over anhydrous sodium sulfate, filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (pure petroleum ether).The title compound was obtained as a white solid(366 mg, 41%).

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. 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia