New downstream synthetic route of 4-(Trifluoromethyl)pyridine

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. 3796-24-5, 4-(Trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 3796-24-5, Adding some certain compound to certain chemical reactions, such as: 3796-24-5, name is 4-(Trifluoromethyl)pyridine,molecular formula is C6H4F3N, 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 3796-24-5.

Reagents and conditions: (i) mCPBA, EtOAc; (ii) POCl3; (iii) PdPPh3) 2C12, Ba(OH)2, DME-H2O, 110 0C; (iv) 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine, Pd(OAc)2, Xantphos, K2CO3, dioxane, 120 0C.[0054] Scheme III above shows a general synthetic route that is used for preparing the compounds III-5. Compounds of formula III-5 can be prepared from intermediate III-l. The formation of chloropyridine derivative III-2 is achieved by treating the corresponding pyridine III-l with m-CPBA in EtOAc followed by conversion of the corresponding N-oxide to the chloropyridine by treating it with POCl3. Intermediate III-2 is then reacted with the corresponding boronic acid derivative to yield compound III- 3 using Suzuki coupling conditions well known for those skilled in the art. This reaction is amenable to a variety of boronic acid derivatives. The pyridine III-3 is then converted in a chloropyridine derivative III-4 using the same two step procedures as used in step 1, m-CPBA oxidation followed by POCl3 treatment. Intermediate III-4 is then treated with 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine in the presence of Pd as a catalyst to yield the final compound III-5.

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. 3796-24-5, 4-(Trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/18415; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,956010-87-0, its application will become more common.

Electric Literature of 956010-87-0, 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 956010-87-0 as follows.

To compound 12 (100 mg, 0.53 mmol) and morpholine (93 mg, 1.07 mmol) was added a 1N aqueous sodium hydroxide solution (2.0 mL), and the mixture was heated in a microwave oven to 150 C for 10 min. The mixture was extracted with ethyl acetate, neutralized with 4N HCl solution and again extracted. The combined organic layers were dried over sodium sulfate, and the solvent was evaporated to yield 117mg (95 %) of the title compound. 1H NMR (400 MHz, DMSO-d6): delta 3.63-3.75 (m, 6H), 4.07-4.15 (m, 2H), 7.32 (dd, J=8.1, 4.5Hz, 1H), 8.42 (dd, J=8.1, 1.5Hz, 1H), 8.60 (dd, J=4.5, 1.5Hz, 1H), 14.15 (br s, 1H). 13C NMR (125 MHz, DMSO-d6): delta 42.3, 46.9, 66.1, 66.4, 114.8, 118.2, 131.1, 138.1, 149.5, 151.6, 161.0. HRMS m/z calcd for C11H12N4O2: 232.0960; found: 232.0962.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,956010-87-0, its application will become more common.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about Methyl 6-chloro-5-methylnicotinate

The synthetic route of 65169-42-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 65169-42-8 , The common heterocyclic compound, 65169-42-8, name is Methyl 6-chloro-5-methylnicotinate, molecular formula is C8H8ClNO2, 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.

Preparation 3; 5-Formyl-3-methyl-2-pyridinecarbonitrile (Used to prepare Example 32) (a) (6-Chloro-5-methyl-3-pyridinyl)methanolTo a solution of methyl 6-chloro-5-methyl-3-pyridinecarboxylate (84 mg, 0.453 mmol) in DCM (2 ml), DIBAL-H (1.5 M solution in toluene, 0.905 ml, 1.358 mmol) was added dropwise under N2 at -78 C. The reaction mixture was allowed to attain rt and stirred overnight. After 18 h, TLC showed no starting material. The reaction was quenched by addition of sodium-potassium tartrate saturated solution, extracted with DCM, dried, filtered, and concentrated to afford (6-chloro-5-methyl-3-pyridinyl)methanol (63 mg, 0.400 mmol, 88% yield) pure enough to be used in the next step.1H-NMR (delta ppm, CDCl3): 8.17 (s, 1H), 7.60 (s, 1H), 4.69 (s, 2H), 2.37 (s, 3H).

The synthetic route of 65169-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alemparte-Gallardo, Carlos; Barfoot, Christopher; Barros-Aguirre, David; Cacho-Izquierdo, Monica; Fiandor Roman, Jose Maria; Hennessy, Alan Joseph; Pearson, Neil David; Remuinan-Blanco, Modesto Jesus; US2009/306089; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 188637-63-0

The synthetic route of 188637-63-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 188637-63-0, (6-Bromopyridin-2-yl)methanamine, 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, HPLC of Formula: C6H7BrN2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H7BrN2

General procedure: The reaction substrate (0.3 mmol) was added to the reaction vessel.Benzyl alcohol (2mL) and tert-butyl nitrite (1.5equiv),Pumping the reaction vessel – nitrogen-filled operation for 3 consecutive times, reacting at room temperature, after the reaction is over,Diluted with ethyl acetate, concentrated under reduced pressure, and the concentrate was separated by column chromatography(wherein silica gel is 300-400 mesh silica gel), the ratio of petroleum ether to ethyl acetate isThe 4:1 mixture was used as an eluent, and the eluate was collected, and the solution was spun off to obtain a product.

The synthetic route of 188637-63-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou University; Liu Miaochang; Zhang Xue; An Cui; Cai Yueming; Yang Yefei; Zhou Yunbing; Wu Huayue; (18 pag.)CN109503575; (2019); A;,
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Some scientific research about 4-Bromo-2-methylpyridine

The chemical industry reduces the impact on the environment during synthesis 22282-99-1, I believe this compound will play a more active role in future production and life.

Related Products of 22282-99-1, 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.22282-99-1, name is 4-Bromo-2-methylpyridine, molecular formula is C6H6BrN, molecular weight is 172.02, as common compound, the synthetic route is as follows.

To a solution of compound 5-5 (26 g, 151.14 mmol, 1 eq) and compound 5-6 (23.40 g, 198.09 mmol, 24 mL, 1.31 eq) in tetrahydrofuran (300 mL) was added LDA (2 M, 39 mL) at -70C under nitrogen atmosphere. The mixture was stirred at -70C for 1 hour prior to the addition of LDA (2 M, 39.00 mL). The reaction was stirred at -70C for another 1 hour. LCMS showed 25% of starting material remained and 54% of desired compound mass was detected. The reaction mixture was quenched with water (50 mL), and extracted with ethyl acetate (100 mLx3). The combined organic layers was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was purified by reverse phase flash (trifluoroacetic acid condition). Then basified with saturated sodium bicarbonate (10 mL), extracted with ethyl acetate (100 mLx3). The combined organic layers was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to give compound 5-7 (22 g, 59.63% yield) as yellow oil. 1H NMR (CDCl3, 400 MHz): d 8.45 (d, J = 5.6 Hz, 1H), 7.61 (d, J = 2.0 Hz, 1H), 7.50 (dd, J1 =5.6 Hz, J2 = 2.0 Hz, 1H), 4.20 (q, J = 7.2 Hz, 2H), 3.89 (s, 2H), 1.27 (t, J = 7.2 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 22282-99-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; TRI-INSTITUTIONAL THERAPEUTICS DISCOVERY INSTITUTE, INC.; FUSHIMI, Makoto; SCALTRITI, Maurizio; HELLER, Daniel, Alan; MONTERRUBIO MARTINEZ, Carles; ARRUABARRENA ARISTORENA, Amaia; MEINKE, Peter, T.; FOLEY, Michael, Andrew; ASANO, Yasutomi; ASO, Kazuyoshi; TAKAHAGI, Hiroki; SHAMAY, Yosef; BASELGA TORRES, Jose, Manuel; SASAKI, Yusuke; MICHINO, Mayako; (271 pag.)WO2020/72892; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 4-(Pyridin-4-yl)aniline

The synthetic route of 13296-04-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 13296-04-3, 4-(Pyridin-4-yl)aniline, 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, Safety of 4-(Pyridin-4-yl)aniline, blongs to pyridine-derivatives compound. Safety of 4-(Pyridin-4-yl)aniline

EXAMPLE 2 N-Methyl-N’-[4-(4-pyridinyl)phenyl]urea–To 10.52 g. of 4-(4-pyridinyl)benzeneamine suspended in 400 ml. of chloroform was added with stirring 0.76 g. of N,N-dimethyl-4-pyridineamine and 5.5 ml. of methyl isocyanate. The resulting reaction mixture was stirred under reflux for sixteen hours. The reaction mixture was filtered to collect the suspended solid and the filtrate was concentrated in vacuo to yield more solid product plus an oily material. The collected solid was recrystallized from 550 ml. of acetonitrile and dried at 90 C. in vacuo to yield 6.58 g. of N-methyl-N’-[4-(4-pyridinyl)phenyl]urea, m.p. 233-234 C. Another 3.22 g. of this product, m.p. 233-234 C., was obtained by recrystallizing from methanol the above-noted material obtained by concentration of the reaction filtrate.

The synthetic route of 13296-04-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sterling Drug Inc.; US4376775; (1983); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 188637-63-0

The synthetic route of 188637-63-0 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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, the common compound, a new synthetic route is introduced below. Formula: C6H7BrN2

To a solution of C-(6-Bromo-pyridin-2-yl)-methylamine (5440 mg, 29.08 MMOL) in dichloromethane (100 mL) at room temperature was added triethylamine (5886 mg, 58.17 MMOL) and acetyl chloride (2511 mg, 31.99 MMOL). The reaction mixture was heated at 40C for 3h and cooled down to room temperature. A solution of sodium hydroxide (1 N) was added and the reaction was stirred for 1 h at room temperature. The layers were separated and the organic phase was concentrated under reduced pressure. The crude mixture was dissolved in EtOH (50 mL) and concentrated hydrochloric acid (10 mL) was added. The mixture was stirred for 30 min and benzene was added followed by sodium hydroxide pellets until pH 10 was reached. The phases were separated and the organic layer was washed with an aqueous solution of ammonium chloride and the volatiles were removed in vacuo. The crude material was purified by column chromatography with a gradient of 0 to 5% METHANOL/DICHLOROMETHANE to give N- (6-Bromo-pyridin-2-ylmethyl)- acetamide as viscous orange oil. MS ES (MH+ 229.1/231. 0).

The synthetic route of 188637-63-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 71670-70-7

With the rapid development of chemical substances, we look forward to future research findings about 71670-70-7.

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 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(Chloromethyl)-5-methylpyridine hydrochloride

EXAMPLE 7 Preparation of 2-methyl-6-[[(5-methyl-2-pyridyl)methyl]-thio]-5H-1,3-dioxolo(4,5-f)benzimidazole To 3.9 g of 2-methyl-5H-1,3-dioxolo-(4,5-f)benzimidazole-6-thiol, suspended in 60 ml of alcohol, were added dropwise while stirring 1.57 g of sodium hydroxide in 30 ml of water and, after 30 minutes, there were added 3.44 g of 5-methyl-2-chloromethylpyridine hydrochloride. The mixture was left to boil at reflux overnight, then evaporated and the residue was taken up in 500 ml of ethyl acetate. This was washed with 100 ml of sodium hydroxide, three times with 100 ml of water, dried over sodium sulfate and evaporated in vacuo. The crude product was recrystallized from ethyl acetate/petroleum ether (low boiling) and there were obtained 4.8 g (81.7% of theory) of 2-methyl-6-[[(5-methyl-2-pyridyl)methyl]-thio]-5H-1,3-dioxolo(4,5-f)benzimidazole of melting point 147-148 C.

With the rapid development of chemical substances, we look forward to future research findings about 71670-70-7.

Reference:
Patent; Hoffmann-La Roche Inc.; US4435406; (1984); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 22282-99-1

According to the analysis of related databases, 22282-99-1, the application of this compound in the production field has become more and more popular.

Application of 22282-99-1, 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 22282-99-1, name is 4-Bromo-2-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-2-methylpyridine (70 g, 407 mmol) and triethylamine (141 mL, 1.02 mol) were combined in DMF (400 mL) and MeOH (400 mL). The solution was purged with N2 for 10 minutes, and then Pd(dppf)2 (15 g, 20.35 mmol) was added. Carbon monoxide was bubbled through the mixture for 10 minutes, and then the reaction was stirred at 75 C overnight. The mixture was concentrated and the residue was diluted with 1 : 1 EtOAc:hexanes (2L) and washed 10 times with H20/brine. The aqueous layer was back-extracted 6 times, and the combined organic layers were dried, filtered, and concentrated. The residue was purified by silica gel chromatography to give the title compound.

According to the analysis of related databases, 22282-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; STEARNS, Brian, Andrew; ROPPE, Jeffrey, Roger; PARR, Timothy, Andrew; STOCK, Nicholas, Simon; VOLKOTS, Deborah; HUTCHINSON, John, Howard; WO2011/38086; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 34486-24-3

The synthetic route of 34486-24-3 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. 34486-24-3, name is 2-Amino-6-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Formula: C6H5F3N2

The 6 – (trifluoromethyl) pyridin -2 amine (972 mg, 6 . 0mmol) dissolved in chloroform (10 ml) in, cooling to 0 C, adding N-bromo succinimide (1.28g, 7 . 2mmol), stir at room temperature 3 hours, concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate = 2:1) purification, to obtain solid title compound (0.58g, yield 40.3%).

The synthetic route of 34486-24-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Xuanzhu Oharma Co., Ltd.; Wu, Yongjian; (47 pag.)CN105541792; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem