705-24-8 | Pyrimidines

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While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 705-24-8, 4,6-Dichloro-2-(trifluoromethyl)pyrimidine.

Electric Literature of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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 solution of 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.2 g, 10.0 mmol) in toluene (30 mL) and water (3 mL) were added sodium carbonate (3.2 g, 29.7 mmol), potassium methyltrifluoroborate (1.4 g, 11.5 mmol) and Pd(PPh )4 (577 mg, 0.5 mmol). The solution was stirred at 90 C for 16 h. The mixture was diluted with water and extracted with EtOAc (3X). The combined organic layer was washed with brine, dried and concentrated under vacuum. The residue was purified by chromatography to afford 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (600 mg, 31%).

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
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Pyrimidine – Wikipedia

The important role of 4,6-Dichloro-2-(trifluoromethyl)pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

Synthetic Route of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of Intermediate IP (120 mg, 0.54 mmol) in DMF (3.0 mL) were added N,N-diisopropylethylamine (103 mu, 0.590 mmol) and 4, 6-dichloro-2- (trifluoromethyl)-pyrimidine (86 mu, 0.57 mmol). The solution was heated in a microwave at 90C for one hour, and was then partitioned between DCM and H20. The aqueous layer was extracted with DCM (2x), and the combined organic layers were washed with brine, dried Na2S04), filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to afford Intermediate 12 (191 mg, 86%). LCMS (Method A): m/z 410.2 (M+H)+. XH NMR (CDC13): delta 7.66-7.52 (m, 3H), 7.27-7.25 (m, 2H), 6.35 (s, 1H), 4.94-4.86 (m, 1H), 4.12-4.07 (m, 1H), 4.01-3.95 (m, 1H), 3.61-3.52 (m, 2H), 2.99-2.83 (m, 3H), 2.64-2.55 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; MCGUINNESS, Brian F; XU, Xiaoqing; KULTGEN, Steven G.; MCMASTER, Ellen Sieber; BEASLEY, James R.; (356 pag.)WO2018/5794; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 705-24-8

According to the analysis of related databases, 705-24-8, the application of this compound in the production field has become more and more popular.

Synthetic Route of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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 suspension of 2-trifluoromethyl-pyrimidine-4, 6-diol (3.25 g) in POC13 (7.89 mL) was added Et3N (5.00 mL). The mixture was stirred at 120C for 3 hr, cooled to ambient temperature, and poured into ice water. The aqueous layer was extracted with CHC13 (three times). The combined organic layer was dried over MgS04, filtrated, and concentrated under reduced pressure to give 4, 6-dichloro-2-trifluoromethyl-pyrimidine. To the solution of the above material (1.00 g) in THF (10 mL) were added iPrzNEt (0.98 mL) and 50% aqueous Me2NH (0.48 mL). The mixture was stirred at ambient temperature for 60 hr. To the solution was added saturated aqueous NaHCO3 and the aqueous layer was extracted with CHCI3 (three times). The combined organic layer was dried over MgSO4, filtered, concentrated under reduced pressure, and purified by medium-pressure liquid chromatography (silica gel, 5% to 25% EtOAc in hexane) to give (6-chloro-2- trifluoromethyl-pyrimidin-4-yl)-dimethyl-amine (728 mg). ESI MS m/e 225 M+ ; 1H NMR (300 MHz, CDC13) 8 2.77-3. 61 (m, 6 H), 6.50 (s, 1 H).

According to the analysis of related databases, 705-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
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Pyrimidine – Wikipedia

Some tips on 705-24-8

tert-But l 4-aminopiperidine-l-carboxylate (1.4 g, 7.1 mraol, Aldrich) was dissolved in methylene chloride (10. mL) and to this solution was added N,N- diisopropylethylamine (2.5 mL, 14 mmol) and 4,6-dichloro-2- (trifluoromethyl)pyrimidine (1.7 g, 7.8 mmol, Synchem). The reaction was stirred overnight. The mixture was diluted with water and the product was extracted with EtOAc. The organic layer was washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford product which was used without further purification in Step 2. LCMS ( +H)+: 381.1.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James D.; SHEPARD, Stacey; ZHU, Wenyu; SHAO, Lixin; GLENN, Joseph; WO2013/173720; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 4,6-Dichloro-2-(trifluoromethyl)pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 705-24-8, 4,6-Dichloro-2-(trifluoromethyl)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, 705-24-8, blongs to pyrimidines compound. Recommanded Product: 4,6-Dichloro-2-(trifluoromethyl)pyrimidine

To 4,6-dichloro-2-(trifluoromethyl)pyrimidine (300 mg 1.38 mmol) in Dioxane (3 ml) was added ammonia solution (1 ml). The reaction was heated under microwave activation, at 100C for 20 min. After cooling, excess solvent was evaporated under reduced pressure. The obtained residue was taken to the next step without further purification. LC/MS: m/z 198 (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,705-24-8, its application will become more common.

Reference:
Patent; HELMHOLTZ-ZENTRUM FUeR INFEKTIONSFORSCHUNG GMBH; AHMED, Ahmed S. A.; EMPTING, Martin; HAMED, Mostafa; HARTMANN, Rolf W.; HAUPENTHAL, Joerg; HASTERKAMP, Thomas; KAMAL, Ahmed A. M.; MAURER, Christine K.; ROeHRIG, Teresa; SCHUeTZ, Christian; YAHIAOUI, Samir; ZENDER, Michael; (128 pag.)WO2020/7938; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 705-24-8

According to the analysis of related databases, 705-24-8, the application of this compound in the production field has become more and more popular.

705-24-8 , The common heterocyclic compound, 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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 4,6-dichloro-2-(trifluoromethyl)pyrimidine (800 mg, 3.7 mmol) in 2 mL of DMSO were added L-proline t-butylester (660 mg, 3.7 mmol) and DIEA (1.3 mL, 7.4 mmol). The mixture was heated at 90C in a microwave for one hour. After cooling, 4-(3-carboxypropyl)piperidine hydrochloride (770 mg, 3.7 mmol) and DIEA (650 mu, 3.7 mmol) were added, and the reaction was heated at 120C for three hours. EtOAc was added and the solution was washed with IN HCl and brine, dried Na2S04), concentrated in vacuo, and purified via silica gel chromatography (0-5% MeOH/DCM) to afford Compound 29A (1.3 g, 72%). LCMS (method A): m/z 487.3 (M+H)+.

According to the analysis of related databases, 705-24-8, the application of this compound in the production field has become more and more popular.

Sources of common compounds: 705-24-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

705-24-8, 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 705-24-8 as follows.

To a solution of 1 -methylpiperidin-4-ol (35 mg, 0.30 mmol) in THF (0.5 mL) at 0C was added 60% NaH (12 mg, 0.30 mmol). After the mixture was stirred for 20 minutes, a solution of Intermediate 2 (42 mg, 0.10 mmol) in THF (0.5 mL) was added. Then the ice bath was removed, and the reaction mixture was stirred at room temperature for two hours. The reaction was quenched by water (0.1 mL), and concentrated. The residue was purified directly by MS-HPLC to afford Compound 39 (18 mg, 35%). LCMS (method A): m/z 503.4 (M+H)+. ‘H NMR (CDCI3) delta 8.50 (s, 1H), 77.44 (d, 2H), 7.17 (d, 2H), 5.72 (d, 1H), 5.31 (m, 1H), 4.60 (br, 1H), 3.60 (m, 1H), 3.40 (m, 2H), 3.24 (br, 1H), 3.03 (br, 2H), 2.92-2.77 (m, 4H), 2.40 (br, 1H), 2.25 (m, 3H), 2.1 1-1.88 (m,4H); Following procedure as described in Example 2, and replacing THF with DMF, piperidine-2,4-dione (249 mg, 2.20 mmol) was converted to Compound 3A. The crude material was purified by silica gel chromatography (0-90% EA/hexane) to afford Compound 3A (375 mg, 64%). LCMS (method A): m/z 294.3 (M+H)+. XH NMR (CDC13): delta 7.14 (s, 1H), 5.97 (br s, 1H), 5.83 (s, 1H), 3.60 (t, 2H), 2.72 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.