Category: pyridine-derivatives

Application of 19346-44-2, Adding some certain compound to certain chemical reactions, such as: 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine,molecular formula is C6H5FN2O2, 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 19346-44-2.

[0261] A solution of ferf-butyl piperazine-l -carboxylate (7.75 g, 41.6 mmol), 2-fluoro-5- methyl-3-nitropyridine (5 g, 32.0 rnmol) and K2CO.3 (13.28 g, 96 mmol) in ACN (80 mL) was stirred at RT overnight. The reaction mixture was filtered with suction and the solvent removed under reduced pressure to give the title product which was used without further purification. -MS m/z [M+Hf 323.2.

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. 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1839-17-4, 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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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 solution of N4-methylpyridine-3,4-diamine (2.5 g, 20.3 mmol) in acetic anhydride (25 mL) was refluxed overnight. Then acetic anhydride was evaporated under reduced pressure and 1 N hydrochloride acid was added. Then the mixture was extracted with dichloromethane (50 mL×3). The aqueous layer was neutralized with sodium bicarbonate, and extracted with dichloromethane (50 mL×3). The organic layers were concentrated to give the title compound (1.9 g, yield 64%). LC-MS (ESI) m/z: 148 (M+1)+. 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.64 (s, 3H), 3.74 (s, 3H), 7.23-7.24 (d, J=5.2 Hz, 1H), 8.39-8.41 (d, J=5.2 Hz, 1H), 8.98 (s, 1H).

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14916-63-3, name is 6-Nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H5N3O2

Copper (II) chloride (5.8 g) and t-butylnitrite (6.1 ml) were stirred in THF (150 ml) under argon and heated to 65 C. 2-Amino-6-nitropyridine (Shurko, O. P., Mamaev, V. P., Chem Heterocycl Comp, 26, 1990,1 47-52; 5 g, 36 mmol) was added portionwise. The reaction was stirred at 65 C. for 1 hour then allowed to cool to room temperature. EtOAc (200 ml) was added and the organic layer was washed with 2M HCl, water and dried. Volatile material was removed by evaporation to give a sticky orange solid which was triturated with hexane to give the title compound (3.4 g) as a brown/orange solid. NMR: 7.8 (d, 1H), 8.6 (d, 1H), 9.2 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 14916-63-3, 6-Nitropyridin-2-amine.

Reference:
Patent; AstraZeneca AB; US6689909; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

In a 10 mL reaction tube, a PTFE magnet is placed in a nitrogen atmosphere.Add 0.3 mmol of 2-hydroxy-3-amino-5-methylpyridine, 2.4 mmol of S8,2.1 mmol 2-bromo-3,3,3-trifluoropropene, 0.9 mmol sodium bicarbonate,0.2 mmol azobisisoheptanenitrile, 0.2 mmol of pinacol borate,4.5 mL of N,N-dimethylformamide, stirred for 15 h in a 100 C closed system,Extract three times with ethyl acetate, combine the organic phases, and wash with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, the organic solvent is removed by rotary evaporation;The obtained crude product was eluted with n-pentane and ethyl acetate.Separated by silica gel column chromatography6-Methyl-2-(2,2,2-trifluoroethyl)oxazolo[5,4-b]pyridine (yield 41%).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Li Zhengyu; Dong Jingnan; (17 pag.)CN110105300; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59146-67-7, 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 59146-67-7 as follows.

5,6-Dimethylpicolinic acid: 5,6-dimethylpicolinonitrile (example 91b) was refluxed in concentrated HCl (15 mL) overnight. The solvent was evaporated and the solid residue was co-evaporated several times with EtOH. Drying provided 453 mg of 5,6-Dimethylpicolinic acid (80%) as a white solid. MS (M+H, 152.1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59146-67-7, its application will become more common.

Reference:
Patent; Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus; US2005/84506; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 175204-80-5 ,Some common heterocyclic compound, 175204-80-5, molecular formula is C6H5F3N2, 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 4-(trifluoromethyl)pyridin-3-amine (880 mg, 5.40 mmol) in 50% H2S04 (12.25 mL) is cooled to -5 C and a solution of NaN02 (447 mg, 6.48 mmol) in water (4.4 mL) is added slowly. The mixture is left to return to RT and stirring is continued for 30 min. The reaction mixture is heated to 100-110 C for 2 h. The reaction medium is added dropwise to a sat. aq. NaHC03 solution (keep pH > 7), and the mixture is extracted with Et20 (2x) and EtOAc (3x). The organic phases are combined, washed with brine, dried over Na2S0 , filtered and concentrated under reduced pressure to provide hydroxypyridine 31 a1.

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. 175204-80-5, 3-Amino-4-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; STAMMERS, Timothy; BARBEAU, Xavier; BEAULIEU, Pierre; BERTRAND-LAPERLE, Megan; BROCHU, Christian; EDWARDS, Paul, J.; FORGIONE, Pasquale; GODBOUT, Cedrickx; HUCKE, Oliver; JOLY, Marc-Andre; LANDRY, Serge; LEPAGE, Olivier; NAUD, Julie; PESANT, Marc; POIRIER, Martin; POIRIER, Maude; THAVONEKHAM, Bounkham; WO2011/32277; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 68175-07-5, Adding some certain compound to certain chemical reactions, such as: 68175-07-5, name is 2-Methyl-1H-imidazo[4,5-b]pyridine,molecular formula is C7H7N3, 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 68175-07-5.

Charged imidazopyridines (XI or XII) (5.115 mmoles), 2-bromo-thiophene-2-carboxamide (VIII) (3.938 mmoles), cesium carbonate (7.161 mmoles), cuprous oxide (0.307 mmoles), 4,7-dimethoxy-l,10-phenathroline (0.716 mmoles), PEG (5.1 15 mmoles) and DMSO to the RB flask fitted with thermo well and condenser. The reaction mass was heated to 110- 1 15 C under magnetic stirring for 24 hours. After completion, it was cooled to room temperature, dichloromethane (500 ml) added and filtered through a celite bed, washed the bed with dichloromethane (100 ml X 2), distilled off the solvent completely under reduced pressure. Aq. ammonia (10 ml) was added and extracted with ethyl acetate (250 ml X 3). Dry the ethyl acetate layer with sodium sulfate, distilled completely to get the crude compound. The crude compound is then purified by using silica gel 60-120 mesh column chromatography and DCM: MeOH 100-5 percent as mobile phase and further by preparative HPLC method to get the pure compounds (XIII, XIV).

According to the analysis of related databases, 68175-07-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; GENZYME CORPORATION; WO2009/137081; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 188637-63-0, 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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, 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 the mixture of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (233 mg, 1.0 mmol), (6-bromopyridin-2-yl)methanamine (205 mg, 1.1 mmol) in CH3CN (10.0 mL), EDCI (1.3 eq) was added, followed by dropwise addition of DIEA (4.0 eq) at room temperature. The mixture was stirred for 3 h at room temperature and the volatiles are evaporated. The residue was diluted with 50 mL of 10% sodium carbonate and extracted with ethyl acetate. The combined organic solution was successively washed with water, brine and dried over MgSO4. The solution was filtered and the solvent was removed. The residue was purified to afford 101 mg of the title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 51173-05-8, Adding some certain compound to certain chemical reactions, such as: 51173-05-8, name is 5-Fluoro-2-hydroxypyridine,molecular formula is C5H4FNO, 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 51173-05-8.

To a solution of 5-fluoro-2-hydroxypyridine (200 mg, 1.77 mmol) in concentrated sulfuric acid (900 mul) was added, dropwise over 15 minutes, a premixed solution of concentrated sulfuric acid (900 mul) and fuming nitric acid (170 mul). The internal temperature rose by up to 280C. The reaction mixture was then heated at 650C for 2.5 hours. The cooled mixture was poured onto ice-water, and the pH of the mixture was adjusted to 2.5 with sodium carbonate. It was then extracted with ethyl acetate (2 x 25 ml). The aqueous layer was concentrated and extracted again with a mixture of tetrahydrofuran (25 ml) and ethyl acetate (25 ml). The organic layers were combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield the title compound (112 mg, 40%) as a solid. 1H NMR (400MHz, DMSO-D6): delta 8.22 (dd, 1 H), 8.60 (dd, 1 H); LRMS APCI” m/z 157 [M-H]’.

According to the analysis of related databases, 51173-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2006/114706; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59105-50-9, 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.59105-50-9, name is (5-Bromopyridin-3-yl)(phenyl)methanone, molecular formula is C12H8BrNO, molecular weight is 262.1, as common compound, the synthetic route is as follows.

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

Statistics shows that 59105-50-9 is playing an increasingly important role. we look forward to future research findings about (5-Bromopyridin-3-yl)(phenyl)methanone.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem