Category: pyridine-derivatives

Related Products of 28900-10-9, 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. 28900-10-9, name is 2-Chloro-6-methylnicotinonitrile, molecular formula is C7H5ClN2, 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.

To a solution of 2-chloro-3-cyano-6-methylpyridine (6.10 g) was added a 28% aqueous ammonia solution (70 mL)The reaction was carried out in an autoclave at 170 C for 7 hours. The reaction solution was cooled to room temperature,The ammonia was removed under reduced pressure Add potassium hydroxide (9.00 g) to the reaction mixture by removal of ammonia, and heated at 100 C under stirring for 3 hours. The reaction mixture was cooled to room temperature, 4N hydrochloric acid was added dropwise and the pH was adjusted to 4-5. The precipitated crystals were collected by filtration, further washed with water and air dried them. To obtain 2-amino-6-methyl nicotinic acid 5.04g (yield 82.9%). With the implementation of purity liquid chromatography analysis showed a high purity of 97.06%.

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 28900-10-9, 2-Chloro-6-methylnicotinonitrile.

Reference:
Patent; AGRO-KANESHO CO.,LTD; AIZAWA, RYO; ARAKI, KOICHI; (13 pag.)TW2016/509; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1124-29-4, name is 5-Acetylpyridin-2(1H)-one, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Acetylpyridin-2(1H)-one

2- methoxy-5-acetyl pyridine (1.51 g, 10 mmol) was treated with 6N HCl at 100C for 5 hours. The reaction mixture was neutralized with sodium hydroxide to pH 7 and then extracted several times with DCM. Organic layer was dried over sodium sulfate, evaporated and the residue was crystallized from ethyl acetate to give 5-acetyl-2(lH)- pyridone as a white solid, 1.06 g (78%). This compound (685.7 mg, 5 mmol) was reacted with iodobenzene (0.84 ml, 7.5 mmol) in the presence of CuI (95 mg, 0.5 mmol) and K2CO3 (691 mg, 5 mmol) in DMF (5 ml) at 1350C overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (10% ethyl acetate-DCM) afforded 407 mg (38%) of the target compound as a white solid. The 1H NMR spectra was consistent with the structure of Compound 16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-29-4, 5-Acetylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; INTERMUNE, INC.; WO2006/122154; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185041-05-8, Methyl 2-chloro-4-iodonicotinate, 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, Computed Properties of C7H5ClINO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClINO2

Amixture of methyl 2-chloro-4-iodonicotinate (1.00 g, 3.29 mmol, 98% puritycalculated by LC-MS analysis), (4-chlorophenyl)boronic acid (0.630 g, 4.03mmol), PdCl2(dppf) (0.246 g, 0.336 mmol) and K2CO3(1.39 g, 10.1 mmol) in dioxane (50 mL) and water (10 mL) was heated to 90 Cand stirred for 15 h. The reaction mixture was concentrated in vacuo and the residue was dilutedwith EtOAc (20 mL) and water (20 mL). The organic phase was separated and theaqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic phasewas washed with brine (20 mL), dried with anhydrous Na2SO4,filtered and concentrated in vacuo. Theresidue was purified by flash column chromatography on silica gel (Petroleumether/EtOAc = 30/1 to 20/1) to afford methyl 2-chloro-4-(4-chlorophenyl)nicotinate (0.850 g, 82%) as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 3.79 (3H, s), 7.28 (1H, s), 7.35-7.38 (2H, m), 7.43-7.47 (2H, m), 8.50 (1H,d, J = 5.2 Hz). MS (ESI) m/z: 282.0 [M+H]+.

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98139-15-2, 4-Aminopicolinonitrile, 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: C6H5N3, blongs to pyridine-derivatives compound. COA of Formula: C6H5N3

Ethyl 4-chlorosulfonyl-3-fluoro-l-methyl-pyrrole-2-carboxylate (1500 mg, 5.56 mmol) was dissolved in dry pyridine (26.25 mL, 325.2 mmol). l-(trifluoromethyl)cyclopropan-l -amine (1392 mg, 11.1 mmol) was added and the mixture was stirred at 70C for 6 hours. The mixture was concentrated in vacuo. The obtained residue was purified by silica gel column (0877) chromatography using gradient elution from heptane to EtOAc (100:0 to 0: 100) yielding ethyl 3-fluoro- 1 -methyl-4-[[ 1 -(trifluoromethyl)cyclopropyl]sulfamoyl]pyrrole-2-carboxylate (1.21 g) as a beige powder. Ethyl 3-fluoro-l-methyl-4-[[l- (0878) (trifluoromethyl)cyclopropyl]sulfamoyl]pyrrole-2-carboxylate (0.15 g, 0.31 mmol) and (0879) 4-aminopyridine-2-carbonitrile (40.05 mg, 0.34 mmol) were dissolved in THF (3 mL) in a tube. The tube was flushed with nitrogen, capped with a septum and stirred at room temperature. To this was added lithium bis(trimethylsilyl)amide (0.76 mL, 1 M, 0.76 mmol) at once using a syringe. The obtained solution was stirred for 3 hours. Then ammonium chloride (aq. / sat. / 10 mL) was added and the layers where separated. Then it was extracted once using ethyl acetate (10 mL). The combined extracts were concentrated in vacuo and purified by silica gel column chromatography using gradient elution from heptane to EtOAc. (100:0 to 0:100). The obtained fractions were concentrated in vacuo and repurified by Prep HPLC on (RP SunFire Prep CI 8 OmicronBeta-10muetaiota,30chi150etaiotaetaiota). Mobile phase (0.25% NH4HCO3 solution in water, MeOH). The desired fractions were concentrated under reduced pressure and co-evaporated twice with methanol (2 X 20 mL) and dried in a vacuum oven at 55C for 18 hours resulting in compound 192 (51 mg) as a white powder. Method B: Rt: 0.90 min. m/z: 430.1 (M-H)” Exact mass: 431.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.14 – 1.30 (m, 4 H), 3.75 – 3.89 (m, 3 H), 7.57 (d, J=4.6 Hz, 1 H), 7.90 (dd, J=5.6, 2.1 Hz, 1 H), 8.21 (d, J=2.0 Hz, 1 H), 8.63 (d, J=5.7 Hz, 1 H), 9.15 (br. s., 1 H), 10.67 (br. s., 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16727-47-2, 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. 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine. A new synthetic method of this compound is introduced below.

A stirred mixture of 16-1 (170 mg, 459 mumol), 23-1 (124.8 mg 918 mumol) and Potassium phosphate (211 mg, 918 mumol) in Dioxane:water (6:1, 7 mL) was degassed with argon for 10 minutes. PdCl2dppf.DCM (38 mg, 45.9 mumol) was added and stirred the reaction was stirred at 110C for 16 hours, cooled to room temperature and then filtered through a short bed of celite. The filtrate was diluted with Ethyl acetate, washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude mass was purified by column chromatography (silica, gradient: 0-5% Ethyl acetate in Hexane) to afford 23-2 (160 mg, 419 mumol, 91%) as a sticky solid. LC MS: ES+ 382.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16727-47-2, 2,6-Bis(benzyloxy)-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

1000mL reaction flask,Added 2,3,6-trichloropyridine 200g,N,N-dimethylethanolamine 300g stirring at room temperature,Add 80% hydrazine hydrate solution 100gAfter the addition,Rising temperature reflux 110 ~ 115 C,After 10 hours of reaction,Sampling HPLC monitoring control raw material (trichloropyridine) Cool to 0 ~ 10 C,Precipitation of solids,filter;Solids are washed with a small amount of water,dry;The product 2-hydrazino-3,6-dichloropyridine ~190g,Yield ~ 97.1% (theory: 195.6g);

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 6515-09-9, 2,3,6-Trichloropyridine.

Reference:
Patent; Shanghai Yaben Chemical Co., Ltd.; Lin Zhigang; Jiang Yueheng; Cai Tong; (5 pag.)CN107778225; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 883107-62-8, 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. 883107-62-8, name is Methyl 3-amino-2,6-dichloroisonicotinate, molecular formula is C7H6Cl2N2O2, 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.

Step 8: Preparation of 3-amino-2, 6-dichloroisonicotinic acid; 3-Amino-2, 6-dichloroisonicotinic acid methyl ester (460 mg) was dissolved in ethanol (8 mL) , water (2 mL) and potassium hydroxide (234 mg) was added. The solution was stirred for 20 minutes at room temperature and for 1.5 hours under reflux. After cooling to room temperature, 2N hydrochloric acid was added to adjust the pH-value to ~3 and the so- formed yellow precipitate was extracted 3x with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4 and concentrated in vacuum to afford 420 mg of the title compound of the formulaas a yellow solid. The compound was used in the following reaction step without further purification1H-NMR (CDCl3, TMS) delta (ppm) : 6.21 (2 H, br s), 7.69 (1 H, s) .

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 883107-62-8, Methyl 3-amino-2,6-dichloroisonicotinate.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/130021; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116308-35-1, Adding some certain compound to certain chemical reactions, such as: 116308-35-1, name is 2-(Trifluoromethyl)nicotinaldehyde,molecular formula is C7H4F3NO, 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 116308-35-1.

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. 1H NMR (CDCl3): delta 8.71 (d, J = 4.9 Hz, 1H), 8.12 (d, J = 8.1 Hz, 1H), 7.93 (dd, J = 15.8 Hz, 2.0 Hz, 1H), 7.68 (dd, J = 7.6, 1.8 Hz, 1H), 7.56 (dd, J = 8.0, 4.6 Hz, 1H), 7.55 (d, J = 7.4 Hz, 1H), 7.54 (dt, J = 7.4, 1.9 Hz, 1H), 7.36 (d, J = 15,8 Hz, 1H), 7.09 (t, J = 7.6, 1H), 7.03 (d, J = 8.2 Hz, 1H), 3.93 (s, 3H). 13C NMR (CDCl3) delta 190.8, 157.3, 148.2, 147.1, 145.2, 136.5, 135.1, 134.4, 132.6, 131.6, 129.7, 129.6, 127.2, 125.5, 120.0, 110.6, 54.7. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0889.

According to the analysis of related databases, 116308-35-1, the application of this compound in the production field has become more and more popular.

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

Adding a certain compound to certain chemical reactions, such as: 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, 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, 727356-19-6, blongs to pyridine-derivatives compound. Safety of 2-Bromo-6-(chloromethyl)pyridine

To a solution of (4-fluorophenyl)-carbamic acid tert-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 ml_) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,727356-19-6, its application will become more common.

Reference:
Patent; WYETH; WO2008/73461; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3678-62-4, 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 3678-62-4, name is 2-Chloro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

(b); Into a 2L four-necked flask equipped with a stirrer, a thermometer, a condenser and a dropping funnel, 356 g of methanol was charged, and 237.6 g (4.4 mol) of sodium methoxide was charged with stirring while keeping the temperature at 50C or below. Then, while keeping the temperature in the system at from 60 to 70C, 375.3 g of crude 2-chloro-4-methylpyridine (70.7%, 2.2 mol) obtained in the above Step was dropwise added over a period of 3 hours. After completion of the dropwise addition, reflux with heating was carried out for 3 hours while distilling methanol off (the amount of methanol distilled off over 3 hours was 120 g). After completion of the reaction, methanol remaining in the system was distilled off under reduced pressure, and 750 g of water was charged, so that the inorganic salt was dissolved. The formed oil was extracted with 1,050 g of diethyl ether, the aqueous layer was separated out, and the solvent was distilled off under reduced pressure to obtain 370 g of an oil (crude product). The purity of the obtained 2-methoxy-4-methylpyridine was 95% (two step yield from 2-amino-4-methylpyridine: 95%).

According to the analysis of related databases, 3678-62-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1679003; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem