1514-96-1 | Pyrimidines

26-Sep-21 News Some scientific research about 1514-96-1

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a mixture of (S)-2-amino-4-((2-(2,2-difluoroethoxy)ethyl) (4-(5,6,7,8- tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid hydrochloride (150 mg, 332 mumol) in THF (1.6 mL) and H2O (0.4 mL) was added NaHCO3 (140 mg, 1.66 mmol) and then 4-chloro-2-(trifluoromethyl)pyrimidine (67 mg, 366 mumol) and the resulting mixture was heated to 70 C. for 1 h, cooled to rt, adjusted to pH=6 by the addition of 1 M aq. HCl, and then concentrated in vacuo. The crude residue was purified by prep-HPLC to give the title compound. LCMS (ESI+): m/z=561.2 (M+H). H NMR (400 MHz, Methanol-d4) delta ppm 8.25 (br d, J=6.11 Hz, 1H) 7.59 (d, J=7.34 Hz, 1H) 6.88 (d, J=6.11 Hz, 1H) 6.64 (d, J=7.34 Hz, 1H) 5.82-6.17 (m, 1H) 4.83 (br s, 1H) 3.95 (br s, 2H) 3.77 (td, J=14.70, 3.61 Hz, 2H) 3.45-3.57 (m, 5H) 3.32-3.45 (m, 3H) 2.72-2.90 (m, 4H) 2.43-2.56 (m, 1H) 2.25-2.40 (m, 1H) 1.70-2.03 (m, 6H).

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 1514-96-1

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. 1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Related Products of 1514-96-1 ,Some common heterocyclic compound, 1514-96-1, 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.

A mixture of 4-chloro-2-(trifluoromethyl)pyrimidine (0.01 g, 0.055 mmol), (S)-tert-buty (2,4-dimethyl-l-(2-methyl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 367, Part A) (0.029 g, 0.066 mmol), and KBr (6.52 mg, 0.055 mmol) in 1,4-dioxane (1 mL) was purged with nitrogen fori 5 min. PdCl2(dppf)-CH2Cl2 adduct (4.47 mg, 5.48 muetaiotaomicron) was added, purged for a further 5 min then the reaction mixture was stirred at 80 C microwave for 1.3 h. The reaction mixture was cooled to room temperature and diluted with THF (20 mL) and filtered through diatomaceous earth (Celite). The bed was washed with excess of THF. Filtrate was concentrated under reduced pressure. The crude product was purified via silica gel chromatography (30-40% of ethyl acetate in pet ether) to afford (S)-tert-buty (2,4-dimethyl-l-(2-methyl-4-(2- (trifluoromethyl)pyrirnidin-4-yl)phenoxy)pentan-2-yl)carbamate (0.015 g, 0.024 mmol, 44% yield) as a pale yellow oil. LCMS (ESI) m/e 468.3 [(M+H) +, calcd for C24H33F3N3O3, 468.24]; LC/MS retention time (method B); t& = 1.29 min.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 4-Chloro-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,1514-96-1, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1514-96-1, 4-Chloro-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, 1514-96-1, blongs to pyrimidines compound. Formula: C5H2ClF3N2

a mixture of (S)-2-amino-4-((2,2-difluoroethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (160 mg, 432 mumol) and 4-chloro-2-(trifluoromethyl)pyrimidine (87 mg, 475 mol) in THF (2 mL), H2O (0.5 mL) was added NaHCO3 (73 mg, 864 mumol) and the resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt and concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=517.2. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.29 (br d, J=6.39 Hz, 1H) 7.60 (d, J=7.50 Hz, 1H) 6.98-7.09 (m, 1H) 6.31-6.70 (m, 2H) 4.85-4.91 (m, 1H) 3.83 (td, J=14.94, 3.20 Hz, 2H) 3.36-3.64 (m, 6H) 2.76-2.85 (m, 4H) 2.49-2.62 (m, 1H) 2.33-2.46 (m, 1H) 1.75-1.99 (m, 6H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1514-96-1, its application will become more common.

Simple exploration of 4-Chloro-2-(trifluoromethyl)pyrimidine

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

To a solution of 4-aminophenol (1.64 g, 15 mmol) in DMF (40 mL) was added potassium tert-butoxide (1.69 g, 15 mmol) and the resulting mixture was stirred at room temp for 15 min. 4-chloro-2-(trifluoiOmethyl)pyrirnidine in DMF (10 mL) was then added and the resulting mixture was stirred at room temp for 16 h. Water was then added and the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated in vacuo. The crude was purified using Biotage flash 4OM (2: 1, Hexane, Ethyl acetate) to afford 4-{[2-(trifluoromethyl)pyrimidin-4-yl]oxy}aniline (2.2 g, 63%). 1H NMR (DMSO-J6) delta 8.78 (d, IH), 7.16 (d, IH), 6.90 (d, 2H), 6.60 (d, 2H), 5.17 (brs, 2H); MS ES 256 (M+H)+, calcd 256, RT = 2.42 min.

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 4-Chloro-2-(trifluoromethyl)pyrimidine

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, 1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine.

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. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a solution of (S)-2-amino-4-((2-(dimethylamino)-2-oxoethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (150 mg, 383 mumol) and 4-chloro-2-(trifluoromethyl)pyrimidine (84 mg, 460 mumol) in THF (2 mL) and H2O (0.5 mL) was added NaHCO3 (161 mg, 1.92 mmol) and the resulting mixture was stirred at 70 C. for 1 h and then concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=538.2 (M+H)+. 1H NMR (400 MHz, ethanol-d4) delta ppm 8.02 (br d, J=5.29 Hz, 1H) 7.37 (br d, J=7.28 Hz, 1H) 6.74 (br d, J=5.73 Hz, 1H) 6.48 (d, J=7.28 Hz, 1H) 4.66-4.76 (m, 1H) 3.67 (br d, J=15.88 Hz, 1H) 3.47 (br d, J=15.21 Hz, 1H) 3.32-3.39 (m, 2H) 2.93-3.05 (m, 4H) 2.87 (s, 3H) 2.67-2.83 (m, 6H) 2.56-2.67 (m, 1H) 2.03-2.27 (m, 2H) 1.82-1.93 (m, 3H) 1.50-1.82 (m, 2H) 1.58 (br s, 1H)

A new synthetic route of 1514-96-1

Application of 1514-96-1, Adding some certain compound to certain chemical reactions, such as: 1514-96-1, name is 4-Chloro-2-(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 1514-96-1.

(S)-2-amino-4-(((R)-2-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid acetate (100 mg, 228 mumol) in 4:1 THF/H2O (2.5 mL) was added NaHCO3 (57 mg, 684 mumol) followed by 4-chloro-2-(trifluoromethyl)pyrimidine (44 mg, 239 mumol). The resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt. The mixture was adjusted to pH=6 by the addition of aq. 1 M HCl and then concentrated in vacuo. The resulting crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=525.3 (M+H)+. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.27 (br d, J=5.51 Hz, 1H) 7.60 (d, J=7.28 Hz, 1H) 6.96 (d, J=6.39 Hz, 1H) 6.65 (d, J=7.28 Hz, 1H) 4.86 (br s, 1H) 3.82 (br d, J=5.95 Hz, 1H) 3.42-3.55 (m, 3H) 3.37 (d, J=8.38 Hz, 4H) 3.12-3.30 (m, 4H) 2.72-2.86 (m, 4H) 2.48 (dt, J=11.85, 5.87 Hz, 1H) 2.26-2.39 (m, 1H) 1.95 (q, J=5.90 Hz, 2H) 1.73-1.90 (m, 4H) 1.22 (dd, J=6.06, 1.87 Hz, 3H).

Analyzing the synthesis route of 4-Chloro-2-(trifluoromethyl)pyrimidine

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Related Products of 1514-96-1 , The common heterocyclic compound, 1514-96-1, name is 4-Chloro-2-(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.

A mixture of 4-chloro-2-(trifluoromethyl)pyrimidine (0.06 g, 0.329 mmol), 2- (3-fluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.099 g, 0.394 mmol), CS2CO3 (0.214 g, 0.657 mmol), and KBr (0.039 g, 0.329 mmol) in 1,4- dioxane (1.8 mL) was purged with nitrogen for 15 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.027 g, 0.033 mmol) was added and the mixture purged for a further 5 min. The reaction mixture was heated at 80 C for 1.3 h. the reaction mixture was cool to room temperature and diluted with THF (20 mL) then filtered through diatomaceous earth (Celite). The bed was washed with excess THF. The filtrate was concentrated under reduced pressure. The residue was purified via silica gel chromatography (ethyl acetate and pet ether) to afford 4-(3-fluoro-4-methoxyphenyl)-2- (trifluoromethyl)pyrimidine (0.115 g, 0.275 mmol, 53% yield) as a colorless semisolid. LCMS (ESI) m/e 273.0 [(M+H)+, calcd for C12H9F4N2O, 273.05]; LC/MS retention time (method B); fa = 0.98 min.

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

New downstream synthetic route of 4-Chloro-2-(trifluoromethyl)pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

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.1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.53, as common compound, the synthetic route is as follows.Quality Control of 4-Chloro-2-(trifluoromethyl)pyrimidine

(1) Phosphorus oxychloride (15 mL) was added to 2-trifluoromethyl-4-hydroxypyrimidine (2.50 g) and the mixture was stirred at 60C for 1 hr. The mixture was concentrated under reduced pressure, and a saturated aqueous sodium hydrogen carbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure to give 2-trifluoromethyl-4-hydroxypyrimidine (0.600 g) as a brown oil.(2) Piperazine (845 mg) was dissolved in DMF (6 mL) with heating and a DMF solution (1 mL) of the above-mentioned compound (597 mg) were added at 40C. The mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with chloroform. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure to give 1-(2-trifluoromethyl-4-pyrimidinyl)piperazine (680 mg) as a brown solid.(3) In the same manner as in Example 29(1) and using the title compound (0.832 g) of Reference Example 3 and the above-mentioned compound (0.676 g), 3-{(2S,4S)-1-tert-butoxycarbonyl-4-[4-(2-trifluoromethyl-4-pyrimidinyl)-1-piperazinyl]-2-pyrrolizinylcarbonyl}-1,3-thiazolidine (1.28 g) was obtained as a pale-brown solid.(4) The above-mentioned compound (1.27 g) was dissolved in ethanol (3 mL) and a 4.1 mol/L hydrochloric acid-ethanol solution (3 mL) was added. The mixture was stirred at room temperature for 13 hr. The reaction solution was concentrated under reduced pressure, and ethyl acetate was added to the residue. The precipitate was collected by filtration to give the title compound (1.02 g) as a white solid.1H-NMR(DMSO-d6) delta 2.15-2.33(1H,m), 2.90-4.05(16H,m), 4.45-4.78(3H,m), 7.24(1H,d,J=6.3Hz), 8.45(1H,d,J=6.3Hz), 9.12(1H,brs), 10.83(1H,brs), 12.7(1H,brs).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Pharma Corporation; EP1426366; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 4-Chloro-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,1514-96-1, its application will become more common.

To a solution of (S)-2-amino-4-((3,3-difluoropropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (140 mg, 328 mumol) in THF (4 mL) and H2O (1 mL) was added 4-chloro-2-(trifluoromethyl)pyrimidine (66 mg, 361 mumol) and NaHCO3 (138 mg, 1.64 mmol) and the resulting mixture was stirred at 70 C. for 18 h and then allowed to cool to rt and then concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=531.2 (M+H)+. 1H NMR (400 MHz, D2O) delta ppm 8.22 (br d, J=5.75 Hz, 1H) 7.49 (br d, J=7.09 Hz, 1H) 6.84 (d, J=6.24 Hz, 1H) 6.52 (br d, J=7.34 Hz, 1H) 5.91-6.26 (m, 1H) 4.72 (br s, 1H) 3.14-3.50 (m, 8H) 2.61-2.78 (m, 4H) 2.21-2.52 (m, 4H) 1.82-1.94 (m, 2H) 1.69 (br s, 4H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1514-96-1, its application will become more common.

Simple exploration of 1514-96-1

With the rapid development of chemical substances, we look forward to future research findings about 1514-96-1.

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. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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. Product Details of 1514-96-1

To a stirred solution of tert-butyl 4-[(2-{[6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 Hbenzimidazol-2-yl]amino}pyridmn-4-yl)methyl]piperazine-1 -carboxylate (500 mg, 936 pmol) and4-chloro-2-(trifluoromethyl)pyrimidine (307 mg, 1.68 mmol) in dioxane (5 mL) and water (0.9 mL) was added sodium carbonate (297 mg, 2.81 mmol) and Pd(dppf)C12 . CHCl (115 mg, 140 pmol). The mixture was heated to reflux for 24 h. Dichioromethane was added, the mixture was dried (magnesium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 540 mg (83 % yield) of the title compound.LC-MS (Method 2): Rt = 1.40 mm; MS (ESIpos): m/z = 555 [Mi-H]

With the rapid development of chemical substances, we look forward to future research findings about 1514-96-1.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia