Category: 69034-12-4

Related Products of 69034-12-4, 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 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step A: (2S,3R)-tert-butyl 2-methyl-3-((5-(trifluoromethyl)pyrimidin-2-yl)oxy)piperidine-1-carboxylate. To (2S,3R)-tert-butyl 3-hydroxy-2-methylpiperidine-1-carboxylate (670 mg, prepared according to J. Org. Chem. 2008, 73, 2898) in THF (15 mL) at 0 C. was added NaH (60 wt %, 188 mg). After 15 min, 2-chloro-5-(trifluoromethyl)pyrimidine (570 mg) was added and the reaction allowed to proceed at rt overnight. The reaction was diluted with H2O and extracted with DCM. The organic layers were dried (MgSO4). Purification via silica gel chromatography (0-40% EtOAc in heptane) gave the title compound (813 mg, 72%).

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 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 2-chloro-5-(trifluoromethyl)pyrimidine (0.300 g, 1.64 mmol) in dimethoxyethane (9 mL) was added a 2 M aqueous solution of sodium carbonate (3.7 mL, 7.4 mmol) and (5-(tert-butyl)-2-(methoxymethoxy)phenyl)boronic acid (0.500 g, 2.14 mmol). The solution was degassed with nitrogen for five minutes and tetrakis(triphenylphosphine)palladium(0) (95 mg, 0.082 mmol) was added and the reaction mixture heated to 80 C. in a sealed vial for 16 hours. The cooled reaction mixture was partitioned between ethyl acetate (25 mL) and 1 M aqueous sodium hydroxide solution (25 mL), the organic phase separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give a yellow syrup. The crude product was purified by chromatography on silica eluting with a solvent gradient of 0 to 100% ethyl acetate in hexanes to give 2-(5-(tert-butyl)-2-(methoxymethoxy)phenyl)-5-(trifluoromethyl)pyrimidine (0.25 g, 44% yield) as a colorless oil. HPLC/MS Rt=7.12 min, m/z 341.1 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jacobus Pharmaceutical Company, Inc.; Heffernan, Gavin David; Jacobus, David Penman; Saionz, Kurt William; Schiehser, Guy Alan; Shieh, Hong-Ming; Zhao, Wenyi; US2014/135320; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 69034-12-4, 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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

To a stirred solution of methyl-2-(2-fluorophenyl)-2-(4-(4,4,5,5-tetramethyl- l ,3,2-dioxaborolan-2-yl)phenyl)acetate (1.83 g, 4.8 mmol) in dioxane (80 mL) and water (20 mL) was added 2-chloro-5-trifluoromethylpyrimidine (1.0 g, 5.5 mmol) and K2C03 (1.35 g, 9.8 mmol). The mixture was degassed with N2 for 5 min, treated with Pd(PPh3)4 (280 mg, 0.24 mmol) and heated at 110 C overnight (LCMS indicated completion of the reaction). The mixture was cooled to r.t., treated with water (100 mL) and extracted with DCM (2 x 100 mL). The combined organic phase was separated, dried (MgS0 ), and evaporated in vacuo. Purification by chromatography (Si02) eluting with isohexane/ethyl acetate (95:5) afforded the subtitle compound as a white solid (1.45 g, 74% yield). LCMS (Rt 3.54 min, [M+H]+ 391). N.M.R. (CDC13) 9.01 (s, 2H), 8.48 (d, 2H, J = 8.4 Hz), 7.47 (d, 2H, J = 8.4 Hz), 7.30-7.25 (m, 2H), 7.13-7.05 (m, 2H), 5.38 (s, 1H), 3.78 (s, 3H).

Statistics shows that 69034-12-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; MUNOZ-SANJUAN, Ignacio; BEAUMONT, Vahri; BECONI, Maria; BUeRLI, Roland, W.; HAUGHAN, Alan, F.; LUCKHURST, Christopher, A.; WALL, Michael; RAPHY, Gilles; THOMAS, Beth; WO2014/159210; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Example 1.14: Preparation of 2-(4-(((lr,4r)-4-(5-(Methylsulfonyl)pyridin-2- yl)cyclohexyloxy)methyl)piperidin-l-yl)-5-(trifluoromethyl)pyrimidine (Compound 18).; To a dichloromethane (1 mL) solution of tert-butyl 4-(((lr,4r)-4-(5- (methylsulfonyl)pyridin-2-yl)cyclohexyloxy)methyl)piperidine-l-carboxylate (36 mg, 0.080 mmol), prepared in Example 1.13, Step B, was added a 4 M dioxane solution of hydrogen chloride (0.994 mL, 3.98 mmol). The reaction was stirred at 23 C for 30 min then concentrated. The residue was taken up in iPrOH (1.0 mL) and N-ethyl-N-isopropylpropan-2-amine (0.083 mL, 0.477 mmol). The resulting solution was divided into two equal portions. To one portion was added 2-chloro-5-(trifluoromethyl)pyrimidine (14.52 mg, 0.080 mmol). The reaction was stirred at 110 C for 40 min then concentrated. The residue was purified by preparative TLC (5% MeOH/CH2Cl2) to give the title compound (22.4 mg, 0.045 mmol, 113 % yield) as white solid. Exact mass calculated for C23H29F3N4O3S: 498.2, found: LCMS m/z = 499.5 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.18-1.26 (m, 2H), 1.34-1.44 (m, 2H), 1.60-1.70 (m, 2H), 1.85- 1.90 (m, 3H), 2.00-2.07 (m, 2H), 2.17-2.23 (m, 2H), 2.77-2.85 (m, 1H), 2.90-2.97 (m, 2H), 3.10 (s, 3H), 3.25-3.34 (m, 1H), 3.38 (d, = 6.0 Hz, 2H), 4.84-4.88 (m, 2H), 7.36 (d, = 8.2 Hz, 1H), 8.13 (dd, = 8.2 and 2.4 Hz, 1H), 8.46 (s, 2H), 9.05 (d, = 2.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; LEHMANN, Juerg; THORESEN, Lars; WO2012/135570; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(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, name: 2-Chloro-5-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-5-(trifluoromethyl)pyrimidine

Under argon protection, the ice water was cooled, and 2-chloro-5-trifluoromethylpyrimidine (19 g, 104 mmol) was added to a 500 mL three-necked flask.Anhydrous tetrahydrofuran (100 mL) and tetrakistriphenylphosphine palladium (4.6 g, 4 mmol),The prepared compound 2 of tetrahydrofuran was poured into a constant pressure dropping funnel.The reaction solution was dropped (maintained at 20 C or lower). The reaction was carried out at room temperature overnight.Under ice bath, slowly add 10% ammonium chloride solution (300 mL) to quench the reaction.Ethyl acetate (300 mL) was added, and the black insoluble material was filtered off with Celite.The aqueous phase was extracted once more with ethyl acetate (200 mL).Wash with saturated brine, dry over anhydrous sodium sulfate, spin dry, sample, and purified by column chromatography.Obtained as a pale yellow liquid, compound 3 (25 g, 95 mmol, 91%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Jifeng Biological Technology Co., Ltd.; Xu Hongyan; Ma Jingxiang; (4 pag.)CN109988116; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 69034-12-4, 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 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A reaction mixture of methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate (5.6 g) obtained in Example 1, step F, 2-chloro-5-(trifluoromethyl)pyrimidine (2.36 g), tetrakistriphenylphosphinepalladium (0.678 g), 2M aqueous sodium carbonate solution (17.6 mL) and dimethoxyethane (52.8 mL) was stirred at 100C overnight under a nitrogen atmosphere. The reaction mixture was added to saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (4.93 g). MS (ESI-), found: 496.3.

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 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SASAKI, Minoru; FURUKAWA, Hideki; HIDAKA, Kousuke; TOYOFUKU, Kyoko; YOGO, Takatoshi; MURATA, Toshiki; EP2832725; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.Recommanded Product: 2-Chloro-5-(trifluoromethyl)pyrimidine

A mixture of l-((lr,4r)-4-((2-fluoro-4- (methylsulfonyl)phenoxy)methyl)cyclohexyl)piperazine dihydrochloride (29 mg, 0.065 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (16 mg, 0.085 mmol) and triethylamine (34 mu, 0.262 mmol) in IPA (1.5 mL) was heated at 130 C for 40 min under microwave irradiation. The mixture was cooled down. The solid precipitate was collected, washed with IPA and dried to give the title compound (30 mg, 89.2%). Exact mass calculated for C23H28F4N4O3S: 516.2, found: LCMS m/z = 517.2 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.10-1.20 (m, 2H),1.35-1.45 (m, 2H), 1.78-1.90 (m, 1H), 1.98-2.10 (m, 4H), 2.40-2.50 (m, 1H), 2.65-2.75 (m, 4H), 3.03 (s, 3H), 3.85-4.05 (m, 4H), 3.90 (d, J = 6.2 Hz, 2H), 7.05 (t, J = 8.0 Hz, 1H), 7.62-7.69 (m, 2H), 8.49 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; YUE, Dawei; ZHU, Xiuwen; WO2012/145361; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 69034-12-4, Adding some certain compound to certain chemical reactions, such as: 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 69034-12-4.

Step A: (2S,3R)-tert-butyl 2-methyl-3-((5-(trifluoromethyl)pyrimidin-2-yl)amino)piperidine-1-carboxylate. A solution of intermediate B-4 (1 g), 2-chloro-5-(trifluoromethyl)pyrimidine (850 mg) and DIPEA (1.6 mL) in n-BuOH (15 mL) was heated to 100 C. for 1 h. The mixture was diluted with H2O and extracted with EtOAc. The combined organics were dried (MgSO4). Purification via silica gel chromatography (0-30% EtOAc in heptane) gave the title compound (1.5 g, 89%). MS (ESI) mass calcd. for C16H23F3N4O2, 360.4; m/z found 305.1 [M-55]+.

According to the analysis of related databases, 69034-12-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(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, name: 2-Chloro-5-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-5-(trifluoromethyl)pyrimidine

A solution of example 72a (12.2 g, 33.9 mmol), Nu,Nu-Diisopropylethylamine (11.6 ml, 67.8 mmol) and 2-Chloro-5-(Trifluoromethyl)pyrimidine (6.8 g, 37.3 mmol) in 100 ml of anhydrous DMSO is heated at 100C and stirred 30 minutes. After cooling to room temperature, water is added and the new formed precipitate is filtered and washed with water and with n-hexane. The solid is dissolved in EtOAc and washed with 10% aqueous citric acid solution; the organic layer is separated, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue is suspended in diethylether and filtered; then the resulting solid is purified by silica flash chromatography, using cyclohexane/EtOAc 1 : 1 to 20:80 as eluent, to obtain the title compound (15.0 g, 88% yield). HPLC-MS (Method 10): Rt MS (ES+): m/z = 505 [M+H]+ Chiral HPLC (Method 9): Rt = 10.88 min

The synthetic route of 69034-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOENKE, Christoph; GIOVANNINI, Riccardo; LESSEL, Uta; ROSENBROCK, Holger; SCHMID, Bernhard; WO2015/55698; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4 , The common heterocyclic compound, 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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.

Step 6: To a stirred mixture of B-1.19 (1.88 g, 9.29 mmol) and DIPEA (2.50 mL, 14.6 mmol) in NMP (20 mL) is added at RT under a nitrogen atmosphere B-1.20 (2.20 g, 12.1 mmol). The mixture is stirred in microwave at 100C for 30 min. The mixture is poured into H20 and extracted with EA. The organic phase is separated, washed with citric acid (10% aq. solution) and H20. The organic layer is dried and concentrated. The residue is purified by flash column chromatography on silica gel (using a solvent mixture of n-hexane/EA 80/20) to get 2.7 g of B- 1.21. ESI-MS: 349 [M+H]+; HPLC (Rt): 1.34 min (method P).

The synthetic route of 69034-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia