Category: pyridine-derivatives

Reference of 81998-05-2, 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 81998-05-2 as follows.

Under anitrogen atmosphere, triethylphosphite (2.0 mL, 120mmol) was added to a solution of 16 (343 mg, 1.30 mmol)in chloroform (10 mL) and the solution was refluxed for24 h. After cooling to room temperature, chloroform andexcess triethylphosphite were removed under reduced pressure. The residue waspurified by silica gel column chromatography with chloroform / ethyl acetate (v/v, 20/1)to give 17 (173 mg, 0.539 mmol, 41.5 %) as light yellow oil.1H NMR (CDCl3): = 8.61 (d, J = 5.1 Hz, 1H), 8.57 (d, J = 4.8 Hz, 1H), 8.32 (s, 1H),8.23 (s, 1H), 7.34-7.30 (m, 1H), 7.14 (d, J = 4.8 Hz, 1H), 4.07 (dq, J = 7.2 Hz, 4H), 3.24(d, J = 22 Hz, 2H), 2.44 (s, 3H), 1.27 (t, J = 7.2 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81998-05-2, its application will become more common.

Reference:
Article; Kodama, Koichi; Kobayashi, Akinori; Hirose, Takuji; Tetrahedron Letters; vol. 54; 40; (2013); p. 5514 – 5517;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 109-04-6, 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. 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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.

The compound 2-bromopyridine (2.09 g, 13.33 mmol) was dissolved in dry THF (10 mL)The resulting colorless reaction mixture was evacuated (nitrogen) three times,After stirring at -78 C for 30 minutes,Then n-butyllithium (2.4 M, 6 mL, 14.4 mmol) was added slowly,The reaction was moved to room temperature and stirred for 30 minutes,The reaction mixture was then moved to -78 C,And tributyltin chloride (3.67 g, 13.33 mmol) was slowly added thereto.The resulting mixture was stirred at -78 C for 1 hour, then shifted to room temperature and stirred overnight. It was then diluted with water (200 mL) and the resulting mixture was extracted with EtOAc (100 mLx3). The combined organic phases were washed with water (100 mLx2) And brine (100 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by a silica gel column (PE / EtOAc (v / v) = 10/1) to give the title compound as a pale yellow oil , 59.53%).

According to the analysis of related databases, 109-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Liang; Wu Zuping; Feng Xuejin; Wu Yanjun; (154 pag.)CN104513235; (2017); B;,
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.1682-20-8, name is 2,3,5,6-Tetrafluoropyridin-4-amine, molecular formula is C5H2F4N2, molecular weight is 166.0764, as common compound, the synthetic route is as follows.Product Details of 1682-20-8

In a 250 mL round bottom flask, 2,3,5,6-tetrafluoropyridin-4-amine (12.04 mmol, 2.00 g) is dissolved in a solution of acetic acid (25 mL) and propionic acid (5 mL), Lower the temperature of the solution to 0 C and slowly drop the the nitrosylsulfuric acid (21.6 mmol, 2.72 g). dissolved in H2SO4 (5 mL). The solution is stirred for 10 minutes. 6-(methyl(phenyl)amino)hexanol (12.04 mmol, 1.24 g) which was sufficiently dissolved in methanol (60 mL) was slowly dropped while maintaining the temperature at 0 C and stirred for another 30 minutes. After the reaction was completed, the reaction mixture was extracted with distilled water and methylene chloride, dried over MgSO 4, filtered under reduced pressure, and the solvent was removed. The residue was purified by column chromatography (silica, n-hexane: Ethyl acetate = 5: 1) to obtain a red solid compound. yield: 0.78 g (17%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1682-20-8, 2,3,5,6-Tetrafluoropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Korea Research Institute of Chemical Technology; Ka Jae-won; Lee Mi-hye; Won Jong-chan; Seo Hae-min; Jeong Jun-yong; (12 pag.)KR2018/133012; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 652160-72-0, Adding some certain compound to certain chemical reactions, such as: 652160-72-0, name is 2-Bromo-5-fluoro-3-nitropyridine,molecular formula is C5H2BrFN2O2, 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 652160-72-0.

step 1 : A suspension of 2-bromo-5-fluoro-3-nitropyridine (4.42 g, 20 mmol) and SnC (22.56 g, 100 mmol) in EtOH (40 mL) and concentrated HC1 (40 mL) was heated at 60 C for 1 h. The reaction mixture was concentrated under reduced pressure. To the residue was added EtOAc (100 mL) and sat’d aq. NaHC03 solution (200 mL), and the mixture was filtered with Celite and extracted with EtOAc (100 mL x 3). The organic layer was washed with saturated NaHC03, water and brine, dried (MgSO i), filtered, and concentrated under reduced pressure to afford3.1 g (80%) of 2-bromo-5-fluoropyridin-3-amine as a brown solid. MS (ESI): m/z = 191.1 [M+l]+.

According to the analysis of related databases, 652160-72-0, the application of this compound in the production field has become more and more popular.

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

Synthetic Route of 13228-40-5 ,Some common heterocyclic compound, 13228-40-5, molecular formula is C13H10N2, 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.

General procedure: A sealed tube was charged with 4 (0.20 mmol), 2 (0.30 mmol), CeCl3¡¤7H2O (0.02 mmol). Then 2 ml of ethanol was added to the reaction system. The reaction mixture was stirred at 120 C. The reaction was monitored by TLC until the 4 was completely consumed (about 12h). The solvent was removed under reduced pressure. The residue was purified through column chromatography using silica gel to give 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. 13228-40-5, 2-(2-Pyridyl)indole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Feng, Cheng-Tao; Zhu, Hui-Zhi; Li, Zhong; Luo, Zaigang; Wu, Song-Song; Ma, Shi-Tang; Tetrahedron Letters; vol. 57; 7; (2016); p. 800 – 803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 74115-12-1, 5-Chloro-3-hydroxypyridine, 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, 74115-12-1, blongs to pyridine-derivatives compound. Product Details of 74115-12-1

EXAMPLE 19a Production of 3-(5-chloro-3-pyridyloxy)-4,5,6,7-tetrahydro-4-oxobenzo[c]thiophene-1-carboxylic Acid Ethyl Ester: A mixture of the compound (20.0 g, 66.14 mmol) obtained in Example 3a, 3-chloro-5-hydroxypyridine (9.43 g, 72.76 mmol, 1.1 eq), anhydrous potassium carbonate (45.7 g, 330.7 mmol, 5.0 eq), toluene (240 ml), and ethyl acetate (160 ml) was stirred at reflux for 3 hours. The reaction solution was cooled to room temperature, mixed with water (200 ml) and 2-butanone (200 ml), and stirred foe 30 minutes. After standing followed by separation, the organic layer was washed successively with water (200 ml) and an aqueous, saturated solution of sodium chloride (200 ml). The organic layer was concentrated under reduced pressure to dryness to obtain the title compound (21.81 g, 93.7% yield). 1H NMR (300 MHz, CDCl3) delta: 1.33 (3H, t, J=7.1 Hz), 2.07 (2H, t, J=6.3 Hz), 2.53 (2H, t, J=6.3 Hz), 3.24 (2H, t, J=6.3 Hz), 4.30 (2H, q, J=7.1 Hz), 7.50-8.46 (4H, m)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74115-12-1, its application will become more common.

Reference:
Patent; Yasuma, Tsuneo; Mori, Akira; Kawase, Masahiro; Takizawa, Masayuki; Miki, Shokyo; Takeda, Mitsuhiro; US2003/158245; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-98-7 ,Some common heterocyclic compound, 128071-98-7, molecular formula is C5H3BrFN, 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 stirred solution of 4-bromo-2-fluoropyridine (528 mg, 3 mmol), phenylboronic acid (399 mg, 3.3 mmol), Pd(PPFi3)4(69 mg, 0.06 mmol) in toluene/ethanol (4:1, 25 ml) was added a solution of Na2C03 (1.27 g, 12 mmol) in water (10 ml). The resulting yellow solution was stirred at 80 C for 2 hours, during which time the solution turned black. After cooling to ambient temperature the reaction mixture was extracted with EtOAc (3 x 50 ml). The combined organic layers were the washed with brine (50 ml), dried over MgS04, filtered and concentrated in vacuo. The crude product was purified by hot filtration from MeOH followed by silica gel chromatography (5% EtOAc in n-pentane) to the title compound as a light yellow solid (490 mg, 2.8 mmol, 94%).

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. 128071-98-7, 4-Bromo-2-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANDREN, Per; ODELL, Luke; NILSSON, Anna; SHARIATGORJI, Mohammadreza; SAeVMARKER, Jonas; (0 pag.)WO2019/172830; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6298-19-7, 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. 6298-19-7, name is 2-Chloropyridin-3-amine, molecular formula is C5H5ClN2, 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.

(2) Take 2-chloro-3-aminopyridine 124g, DCM 600ml,Triethylamine 111g,Add to the 2000 ml reaction flask.Take the DCM solution of the step acid chloride,Slowly drip into the reaction solution,Maintain internal temperature 15-20 C;After the completion of the dropwise addition, the reaction solution is maintained at 20-30 C for about 1 h;TLC, complete reaction to 2-chloro-3-aminopyridine;The reaction solution was poured into 800 ml of ice water.Adjust the pH to 9-11 with sodium hydroxide, stir for 30 minutes;The aqueous phase was extracted once with 300 ml of DCM; the organic phases were combined; dried over anhydrous sodium sulfate;Concentrated dryMade a pale yellow solid (2) 243g,The yield in two steps was 90.4% and the purity was 97%.

According to the analysis of related databases, 6298-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Nuoxi Biological Technology Co., Ltd.; Zhao Xiaolin; Cui Jiayi; Liao Chaoting; Wang Jinzhu; Ai Yangbao; Zhao Bing; (7 pag.)CN109627241; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 586-98-1, 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 586-98-1 as follows.

[Methanesulfonic acid pyridin-2-y I methyl ester] (11) To a solution of 2-pyridylcarbinol (10) (300 mg, 2.70 mmol) and triethyl amine (698 mg, 6.75 mmol) in dry THF (10 ml_) at O0C was added a solution of mesylchloride (470 mg, 4.1 mmol) in dry THF (10 ml_). Reaction mixture was allowed to stir for 2 h at room temperature [reaction was followed by TLC]. Reaction mixture was concentrated to remove THF under reduced pressure and the residue was dissolved in CH2CI2 (100 ml_), washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give compound 11 (300 mg, 59%) as gum and it was taken as such for next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,586-98-1, its application will become more common.

Reference:
Patent; NEUROSEARCH A/S; WO2007/42545; (2007); 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 109-09-1, name is 2-Chloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 109-09-1

General procedure: In an oven dried glass tube containing a mixture of pyridine 1a (100 mg, 1.26 mmol), and potassium persulphate (683 mg, 2.53 mmol), formamide 2a (2 ml) was added and the reaction mixture was heated at 70 C. Upon the completion of the reaction (monitored by TLC), saturated sodium bicarbonate solution (5 mL) was added and the crude product was extracted in ethyl acetate (3 X 5 mL). The crude product was purified by column chromatography to furnish compound 3aa as a white crystalline solid (122 mg, 79% yield)

With the rapid development of chemical substances, we look forward to future research findings about 109-09-1.

Reference:
Article; Mete, Trimbak B.; Singh, Ankit; Bhat, Ramakrishna G.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4709 – 4712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem