Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 1083197-78-7, 4-(Trifluoromethyl)nicotinaldehyde, 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, Recommanded Product: 4-(Trifluoromethyl)nicotinaldehyde, blongs to pyridine-derivatives compound. Recommanded Product: 4-(Trifluoromethyl)nicotinaldehyde

General procedure: A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. Prepared using the general method from lithium hydroxide (3 mg, 0.125 mmol)), 2′-methoxyacetophenone (94 mg, 0.625 mmol)) and 4-trifluoromethyl-3-pyridinecarboxaldehyde (6c, 111 mg, 0.635 mmol) in absolute methanol (final reaction volume = 4 mL). The reaction mixture was purified by chromatography on silica gel (gradient of 0-100% ethyl acetate in hexane) to give the desired product as a yellow oil (104 mg, 54%). 1H NMR (CDCl3) delta 8.99 (s, 1H), 8.70 (d, J = 5.5 Hz, 1H), 7.81 (dd, J = 15.8, 2.0 Hz, 1H), 7.63 (dd, J = 7.6, 1.8 Hz, 1H), 7.51 (d, J = 5.5 Hz, 1H), 7.46 (dt, J = 8.4, 1.8 Hz, 1H), 7.42 (d, J = 15.8 Hz, 1H), 7.00 (t, J = 7.6 Hz, 1H), 6.94 (d, J = 8.4 Hz, 1H), 3.94 (s, 3H). 13C NMR (CDCl3) delta 191.2, 158.5, 151.4, 150.7, 149.4, 136.1, 134.2, 133.9, 132.4, 130.9, 129.1, 128.2, 121.7, 119.5, 111.6, 55.6. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0900.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1083197-78-7, 4-(Trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1221171-70-5, 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 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-Chloro-2-trifluoromethoxy nicotinic acid (37); At 0 0C, diisopropylamine (1.3 g, 1.8 mL, 12.6 mmol, 1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 8.3 mL, 12.6 mmol, 1 eq) in THF (25 mL). At -100 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 2.5 g, 12.6 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 4 h at – 85 0C. The mixture was then poured onto an excess of freshly crushed dry ice before being treated with an aqueous solution of sodium hydroxide (5%, 25 mL). The resulting aqueous layer was collected, washed with diethylether (15 mL) and acidified to pH 4 by dropwise addition of hydrochloric acid (6 N, 8 mL). After extraction with ethyl acetate (3 x 20 mL), the combined organic layers were dried over sodium sulfate before being evaporated to afford pure 6-chloro-2-trifluoromethoxy nicotinic acid (37, 1.9 g, 7.9 mmol, 69%) as a white powder; m.p. 139-142 0C.1H NMR (CDCl3, 300 MHz): delta = 8.32 (d, J = 8.2 Hz, 1 H), 7.29 (d, J= 8.2 Hz, 1 H). -19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75 MHz): delta = 167.5, 154.2, 153.4, 145.3, 122.1, 119.3 (q, 7 = 260 Hz), 113.5. – C7H3ClF3NO3 (241): calcd. (%) C 34.81, H 1.25, N 5.80; found C 34.88, H 1.32, N 5.78.

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 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6938-06-3, Adding some certain compound to certain chemical reactions, such as: 6938-06-3, name is Butyl nicotinate,molecular formula is C10H13NO2, 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 6938-06-3.

Single crystal of I was prepared by the slow diffusion of two solutions, FeSO4*(NH4)2SO4*6H2O (0.106 mmol, 41.9 mg), ascorbic acid (0.104 mmol, 20.9 mg), and K[Au(CN)2] (0.200 mmol, 58.2 mg) in 10 mL of water using a small vial. The small vial was placed in a large vial, where the butyl nicotinate reacts with the mother solution through vapor diffusion.

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. 6938-06-3, Butyl nicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ueno, Shoutaro; Kawasaki, Takeshi; Kitazawa, Takafumi; Okabayashi, Jun; Bulletin of the Chemical Society of Japan; vol. 88; 4; (2015); p. 551 – 553;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98121-41-6, 3-Amino-5,6-dichloropyridine, 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, 98121-41-6, blongs to pyridine-derivatives compound. name: 3-Amino-5,6-dichloropyridine

EXAMPLE 11 5,6-dichloro-3-pyridinol Process (a) 8.15 g (50 mmol) of 3-amino-5,6-dichloropyridine were dissolved in 100 ml of 8N H2 SO4 and diazotized at 0 C. using 3.55 g (53 mmol) of sodium nitrite in 9 ml of water. The cold diazonium salt solution was added dropwise to 100 C. warm 60% strength sulfuric acid. After completion of the nitrogen elimination, the mixture was neutralized and extractively distilled using toluene. The dried toluene phase was concentrated by evaporation and the residue was recrystallized repeatedly from toluene. Melting point 184-185 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98121-41-6, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, 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.

Phenylboronic acid (3.5 g, 28.7 mmol), ethyl 2-(6-chloropyridin-3-yl)acetate (5.2 g, 26.1 mmol) and tetrakistriphenylphosphine palladium (1.1 g, 0.95 mmol ),was added to a mixture of cyclopentyl methyl ether (80 mL) and 2M sodium carbonate aqueous solution (40 mL), and the mixture was refluxed under a nitrogen gas atmosphere for 15 hours. After cooling to room temperature, deionized water was added, extraction was performed with chloroform, and the solvent was distilled off using a rotary evaporator. The obtained crude product was purified with ethyl acetate (2-(6-phenylpyridin-3-yl)acetate, 3.2 g, 13.3 mmol, 51%) purified by silica gel column chromatography (developing solvent: chloroform).

According to the analysis of related databases, 197376-47-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GUNMA UNIVERSITY; JSR LIFE SCIENCES CORPORATION; JSR CORPORATION; YOSHIHARA, TOSHITADA; TOBITA, SEIJI; ITO, MANABU; MASUDA, NORIO; (44 pag.)JP2018/150245; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 175204-80-5, 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.175204-80-5, name is 3-Amino-4-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.

Example 38 Preparation of 1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)-3-(4-(trifluoromethyl)pyridin-3-yl)thiourea (F12) To 4-(trifluoromethyl)pyridin-3-amine (0.091 g, 0.56 mmol) in tetrahydrofuran and under an atmosphere of nitrogen was added sodium hydride (60% in mineral oil, 0.022 g, 0.56 mmol). 3-(4-Isothiocyanatophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (WO 2011/017513) (0.10 g, 0.28 mmol) was added and the reaction was allowed to stir for 48 hours. The reaction mixture was concentrated. Purification by silica gel chromatography provided the title compound (0.024 g, 16%).

Statistics shows that 175204-80-5 is playing an increasingly important role. we look forward to future research findings about 3-Amino-4-(trifluoromethyl)pyridine.

Reference:
Patent; Dow AgroSciences LLC; Baum, Erich W.; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Giampietro, Natalie C.; Dent, III, William H.; Niyaz, Noormohamed M.; Petkus, Jeff; Demeter, David A.; Lambert, William Thomas; McLeod, CaSandra L.; Rigsbee, Emily Marie; Renga, James M.; (128 pag.)US2016/21883; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 851386-40-8, 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 851386-40-8 as follows.

Under inert gas atmosphere 0.80 g (2.53 mmol) of example XIII.1 , 0.65 g (2.53 mmol) of 2-chloro-4-iodo-3-methyl-pyridine, 1.00 g (10.4 mmol) NaOtBu and 100 mg (0.14 mmol) chloro(2-dicyclohexylphosphino-2’>4′,6′-triisopropyl-1 , 1 ‘-biphenyl)(2-(2- aminoethyl)-phenyl)-palladium (II) are added to 50 mL dioxane and stirred at 45 C over night. Afterwards the solvent is removed, water is added and the product is extracted with EtOAc. The organic layer is dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (ACN/H20/TFA). C20H24CIN3O2 (M= 373.9 g/mol) ESI-MS: 374 [M+H]+ Rt (HPLC):0.77 min (method M); The following compounds are prepared analogously to example XXI.1 : For example XXI.3 and XXI.10 the reaction temperature is 70-80 C for 3-4 h. For example XXI.5 the reaction time is 3 h. For example XXI.6 the reaction conditions are 80 C over night,

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,851386-40-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2369-19-9, 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. 2369-19-9, name is 2-Fluoro-5-methylpyridine, molecular formula is C6H6FN, 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.

Intermediate 8:2-fluoro-5-methylnicotinic acid[00363] A 1.6M solution of butyl lithium in hexanes (28.13 ml, 45 mmol) was added dropwise to a solution of diisopropylamine (6.36 ml, 45 mmol) in tetrahydrofuran (80 ml) keeping the temperature at -78C. After complete addition, the mixture was allowed to warm up to 0C, then stirred at 0C for 10 minutes. The resulting mixture was cooled down to -78C and a solution of 2-fluoro-5-methylpyridine (4.64 ml, 45 mmol) in tetrahydrofuran (15 ml) was added dropwise. The reaction mixture was stirred at -78C for 2 hours then quenched by addition of an excess of CO2 solid. The mixture was allowed to warm up to room temperature. The mixture was acidified with 10% citric acid, diluted with ethyl acetate. The organic layer was collected, washed further with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to leave the desired compound as a white solid (4.9 g, 70% yield).[00364 ] 1H NMR (DMSO-d6, 400 MHz) delta 2.34 (3H, s), 8.20-8.26 (2H, m); MS (ES+) 156, (ES”) 154.

According to the analysis of related databases, 2369-19-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 135450-23-6 , The common heterocyclic compound, 135450-23-6, name is 6-(Chloromethyl)-2-cyanopyridine, molecular formula is C7H5ClN2, 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 solution of 1-(1-methyl-1 /-/-tetrazol-5-yl)-1,3-dihydro-2H-benzo[d]imidazole-2-thione H (26 mg, 0.1 1 mmol) in dry DMF (1 mL) was treated with a solution of A/-(6-(bromomethyl)pyridin- 2-yl)-2,2-difluoro-2-phenoxyacetamide E (49 mg, 0.14 mmol) in dry THF (0.7 mL) and caesium carbonate (60 mg, 0.18 mmol) was added. The mixture was stirred at RT for 100 min then diluted with EtOAc (20 mL), washed with water (3 x 20 mL) and brine, dried (MgSCU) and chromatographed on silica (4 g Puriflash cartridge) eluting with 0-50% EtOAc / PE to give 2,2-difluoro-/V-(6-(((1-(1-methyl-1H-tetrazol-5-yl)-1H-benzo[d]imidazol-2- yl)thio)methyl)pyridin-2-yl)-2-phenoxyacetamide 1 (48 mg, 84%) as a colourless gum. 1H N MR (500 MHz, CDC) delta 8.90 (s, 1H), 8.13 (d, J = 8.3 Hz, 1H), 7.77 (d, J = 8.0 Hz, 1H), 7.74 – 7.68 (m, 1H), 7.45 – 7.33 (m, 3H), 7.32 – 7.26 (m, 5H), 7.07 – 7.00 (m, 1H), 4.67 (s, 2H), 3.92 (s, 3H); LCMS (method B): 3.28 min (509, MH+). Potassium carbonate was used instead of caesium carbonate

The synthetic route of 135450-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDAG CROP PROTECTION LTD; URCH, Christopher, John; BUTLIN, Roger, John; CHRISTOU, Stephania; BOOTH, Rebecca, Kathryn; (111 pag.)WO2018/130838; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 920966-03-6, Adding some certain compound to certain chemical reactions, such as: 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid,molecular formula is C8H5ClN2O2, 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 920966-03-6.

To a solution of carboxylic acid 14 in methylene chloride under an atmosphere of nitrogen was added 1.5 equivalents of oxalyl chloride followed by catalytic amount of dimethylformamide. The reaction was stirred for 18 hours before the addition of an excess of methanol. After 2 hours stiffing the reaction was evaporated to dryness to give the title compound 15 as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.87 (s, 3H) 6.62-6.63 (m, 1H) 7.68-7.69 (m, 1H) 8.68-8.70 (m, 1H) 12.37 (s, 1H).

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. 920966-03-6, 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem