Category: pyridine-derivatives

Electric Literature of 69045-78-9 , The common heterocyclic compound, 69045-78-9, name is 2-Chloro-5-(trichloromethyl)pyridine, molecular formula is C6H3Cl4N, 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.

The liquid was found to contain 17 ppm tungsten. The solid (1.4 grams) was used to catalyze the chlorination of 187.6 grams of 2-chloro-5-trichloromethylpyridine at 200 C. and ambient pressure. In 98 hours, 77.5 weight percent of 2,3-dichloro-5-trichloromethylpyridine was obtained.

The synthetic route of 69045-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4532111; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 490-11-9 ,Some common heterocyclic compound, 490-11-9, molecular formula is C7H5NO4, 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 mixture of pyridine-3,4-dicarboxylic acid (10.00 g, 60.00 mmol, 1 eq) and a catalytic amount of DMAP (50 mg) in 300 mL of anhydrous MeOH was added dropwise SOCl2 (21.4 mL, 300.00 mmol, 5 eq) at 0 C. The reaction mixture was heated to reflux for 48 h, cooled to room temperature and concentrated in vacuo. The crude product was dissolved in CH2Cl2 (200 mL), and the solution was washed with saturated K2CO3 aqueous solution and water (50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound as pale yellow oil (8.00 g, 68.00%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 196.05 (M+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. 490-11-9, Pyridine-3,4-dicarboxylicacid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 76006-11-6 ,Some common heterocyclic compound, 76006-11-6, molecular formula is C6H4ClN3, 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.

Trimethylaluminum (23.9 mL, 47.8 mmol, 2M sol. in toluene) was added to a vigorously stirred solution of 7-chloro-iH-pyrazolo[3,4-c]pyridine (3.67 g, 23.9 mmol) and Pd(PPh3)4 (1.38 g, 1.19 mmol) in THF (109 mL) under argon. The reaction mixture was stirred at 65C for 16 h, cooled to RT and poured into sat. aq. NH4CI solution. The resulting suspension was filtered, the solid washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3x). The combined organic extracts were washed with brine then dried (phase separator) and concentrated to give 7-methyl-i H-pyrazolo[3,4-c]pyridine as a solid. MS (LC/MS): 134 [M+H]+, tR (HPLC conditions d): 0.25 mm.

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. 76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan, Andreas; VULPETTI, Anna; WO2014/2054; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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, 88579-63-9, blongs to pyridine-derivatives compound. Product Details of 88579-63-9

Intermediate 1-2-45A solution of intermediate 1 -1 -1 (3.4 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-45 (2550 mg, 52%).1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 0.95-1.03 (7H), 2.37 (2H), 2.60 (2H), 4.87 (2H), 7.19-7.29 (1 H), 7.40 (2H), 7.50 (2H), 7.54 (2H), 13.47 (1 H), 14.35 (1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88579-63-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 54453-93-9, name is Ethyl 2-Chloropyridine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 54453-93-9

Stage a) (2-Chloropyridin-4-yl)methanol To a solution of 14.85 g of ethyl 2-chloroisonicotinate in 300 mL of ethanol are added, under argon, 9.08 g of sodium borohydride portionwise at 40 C. for 45 minutes. After addition, the reaction mixture is stirred for 15 minutes and the temperature is then gradually raised to reflux, which is maintained for 4 hours. After cooling to room temperature, 50 mL of saturated ammonium chloride solution are added and the solvents are evaporated off under reduced pressure. The residue is taken up in 200 mL of water and extracted with 3*100 mL of ethyl acetate, and the organic phase is washed with 2*100 mL of saturated sodium chloride solution, dried over sodium sulfate and filtered. After evaporation under reduced pressure, the product is obtained in the form of a white solid: 11.4 g. Rf TLC silica=0.38 (eluent: dichloromethane/methanol 90/10).

With the rapid development of chemical substances, we look forward to future research findings about 54453-93-9.

Reference:
Patent; AVENTIS PHARMA S.A.; US2009/82329; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 69045-83-6, Adding some certain compound to certain chemical reactions, such as: 69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine,molecular formula is C6H2Cl5N, 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 69045-83-6.

EXAMPLE 3 Conversion of 2,3-dichloro-5-(trichloromethyl)pyridine to 2,3-dichloro-5- (trifluoromethyl)pyridine. 2,3-dichloro-5-(trichloromethyl)pyridine (5 g, 18.84 mmole), iron(III) chloride (0.153 g, 0.942 mmole) and hydrogen fluoride (2.423 g, 85 mmole) in pyridine solution (70%) was added to an autoclave and heated to 175 C over night. The autoclave was cooled to 130 C and left for stirring additional 5 hours, followed by cooling to 25 C and opened carefully leaving gas phase through a Caustic Lye scrubber. The crude was dissolved in dichloromethane, washed with 1 M NaOH (aq) and water. The organic phase was removed by distillation and the product was obtained by distillation (3.0 g, 73 % yield).

According to the analysis of related databases, 69045-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMINOVA A/S; ANDERSEN, Casper Stoubaek; WO2014/198278; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56057-19-3, 6-Chloro-5-nitro-2-picoline, 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, Product Details of 56057-19-3, blongs to pyridine-derivatives compound. Product Details of 56057-19-3

Step 1 2-Chloro-3-nitro-6-picoline-N-oxide 2-Chloro-3-nitro-6-picoline (2 g, 11.6 mmol) was added to an ice cooled mixture of trifluoroacetic acid (6 mL) and 30% peracetic acid in acetic acid (6 mL). The mixture was allowed to warm to room temperature over 30 minutes and was heated in a 60 C. oil bath for 5 hours. The mixture was partitioned between methylene chloride (100 mL) and water (50 mL). The pH was adjusted to 8 with 2.5 N sodium hydroxide and the aqueous layer was extracted with more methylene chloride (2*50 mL). The combined methylene chloride layers were dried with magnesium sulfate, filtered and evaporated to give the title compound as a white solid (1.6g). 1 H NMR (CDCl3, 300 MHz) delta2.62(s, Me), 7.35 (d, ArH), 7.66 (d, ArH).

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5498777; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 103577-66-8, name is (3-Methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H10F3NO2

f) 2-Chloromethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride 160 ml of toluene were added to 14.9 g (0.067 mole) of 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine in methylene chloride followed by distillation of methylene chloride. The solution was purified with 2.7 g of acivated charcoal, filtered and washed with 36 ml of toluene. To this solution 5.4 ml (0.075 mole) of thionyl chloride in 27 ml of toluene were added dropwise and maintained for 3 hours. The gas was removed under vacuum at room temperature, then the resulting mixture was cooled to a temperature of from 0 to 5°C and stirred for one hour. The product was filtered, washed with 3 ml of toluene and dried in a vacuum dryer at 35-40°C. The yield was 15.65 g (84 percent).

With the rapid development of chemical substances, we look forward to future research findings about 103577-66-8.

Reference:
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP1681056; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7 ,Some common heterocyclic compound, 1214328-96-7, molecular formula is C7H5BrClNO2, 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.

Urea hydrogen peroxide (65.32 g, 347.2 mmol) was added portionwise to a solution of trifluoroacetic anhydride (145.8 g, 694.4 mmol, 96.5 ml_) in dichloromethane (577 ml_) at 0 0C. S-Bromo-e-chloro-pyridine^-carboxylic acid methyl ester (prepared as described in Example 1) (27.18 g, 108.5 mmol) was added to the mixture portionwise and the reaction mixture was stirred at room temperature for 19 h. The reaction was quenched by the addition of water, the phases separated and the organic layer washed with water and saturated aqueous potassium carbonate. The organic layer was dried over magnesium sulphate, filtered and concentrated under reduced pressure to give 3-bromo-6- chloro-pyridine-2-carboxylic acid Lambda/-oxide as a yellow oil. Characterising data for the compound are as follows: 1H NMR (400 MHz1 CD3OD) delta 7.77-7.75 (m, 2H) and 4.01 (s, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1214328-96-7, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; HACHISU, Shuji; HOTSON, Matthew Brian; WO2010/149956; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4635-08-9, 5-Bromopyridine-3,4-diamine, 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, COA of Formula: C5H6BrN3, blongs to pyridine-derivatives compound. COA of Formula: C5H6BrN3

step 1 : Following the procedures as described in steps 1 – 3 of referential example 13, tert-butyl 2-acetyl- 5H-pyrrolo[3,2-i ]pyrimidine-5-carboxylate was prepared using 2-chloro-5H-pyrrolo[3,2-i ]pyrimidine in place of 5-chloro-lH-pyrrolo[3,2-6]pyridine: lH NMR (400 MHz, CDC13) delta 9.50 (s, 1H), 8.07 (d, J = 3.6 Hz, 1H), 6.93 (d, J = 3.7 Hz, 1H), 2.86 (s, 3H), 1.72 (s, 9H); MS(ESI) m/z: 262.2 [M+l] +.

The synthetic route of 4635-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem