Category: pyridine-derivatives

Electric Literature of 14294-11-2, 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. 14294-11-2, name is 1-(Pyridin-2-yl)thiourea, molecular formula is C6H7N3S, 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.

N-Pyridin-2-ylthiourea 51b (5 g; 35.9 mmol) and 2-(3-bromo-2-oxopropyl)-1H-isoindole-1,3 (2H)-dione (9.1 g; 32.26 mmol) were stirred in 500 ml of THF at RT for 2 h. The precipitate which had formed was filtered off and dried. 12.3 g of white solid; ESI-MS [M+H+]=337.05.

According to the analysis of related databases, 14294-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott GmbH & Co. KG; US7105508; (2006); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 181123-11-5 , The common heterocyclic compound, 181123-11-5, name is 5-Chloro-2-cyano-3-nitropyridine, molecular formula is C6H2ClN3O2, 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.

Step 2;. Preparation of 3-Amino-5-chloro-pyridine-2-carboxylic acid methyl ester; Heat at 90 C a mixture of 5-chloro-3-nitro-pyridine-2-carbonitrile (1.0 g, 5.90 mmol) and tin (II) chloride (6.79 g, 29.5 mmol) in ethanol (10 mL) for 3 h. Evaporate the solvent under reduced pressure, add a solution of 35% hydrochloric acid (5 mL) and reflux the mixture for 6 h. Concentrate the reaction in vacuo to dryness and dissolve the resulting residue in methanol (20 mL). Add thionyl chloride (0.95 mL, 7.08 mmol) at room temperature and heat the mixture at 90 C for 24 h. Remove the solvent under reduced pressure, add ethyl acetate, and wash with a saturated solution of sodium bicarbonate. Separate the organic layer, dry over sodium sulfate, filter, and concentrate under reduced pressure. Purify the residue using silica gel chromatography, eluting with ethyl acetate to afford the title compound (0.77 g, 70%). H-NMR (CDCl3, 3 00 MHz): 8 3.97 (s, 3 H) ; 5.85 (bs, 2 H) ; 7.06 (d, J = 2.0 Hz, 1H), 7.97 (d, J = 2.0 Hz, 1H).

The synthetic route of 181123-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97805; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6972-69-6, 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.6972-69-6, name is N,N-Dimethylnicotinamide, molecular formula is C8H10N2O, molecular weight is 150.1778, as common compound, the synthetic route is as follows.

Step 2:[336] (0.05 g, 0.072 mmol, 1.0 eq) sodium iodide (0.038 g, 0.21 mmol, 3.0 eq) and nicotinamide [322] (0.011 g, 0.072 mmol, 1.0 eq) were added in ACN (3 ml). The reaction mixture was stirred at RT for 16 h in dark. Reaction progress was monitored by TLC. Solvent was removed under vacuum to get a crude product. The crude product obtained was triturated with diethyl ether (2 x 10 ml) to get the desired product [337], as black solid (0.044 g, 75%).

Statistics shows that 6972-69-6 is playing an increasingly important role. we look forward to future research findings about N,N-Dimethylnicotinamide.

Reference:
Patent; SPHAERA PHARMA PVT. LTD; DUGAR, Sundeep; MAHAJAN, Dinesh; HOLLINGER PETER, Frank; WO2012/137225; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39890-98-7, 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. 39890-98-7, name is 2,6-Dichloro-4-(trifluoromethyl)pyridine, molecular formula is C6H2Cl2F3N, 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 2,6-dichloro-4-(trifluoromethyl)pyridine (2.0 g) in dry methanol (40 ml) was added a solution of sodium hydroxide (1.85 g) in dry methanol (7ml) and the reaction mixture stirred at 50C under nitrogen for two hours then allowed to cool. The reaction mixture was extracted with pentane (2 x 100 ml), and the extract combined and evaporated to afford the title compound (1.69 g) as a colourless oil. LCMS: Rt 1.75 min, m/z 212/214 [M+H]+. 1H-NMR (400 MHz, CDC13) delta (ppm): 4.00 (s, 3 H) 6.89 (s, 1 H) 7.12 (s, 1 H)

According to the analysis of related databases, 39890-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86129-63-7, Adding some certain compound to certain chemical reactions, such as: 86129-63-7, name is Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate,molecular formula is C9H9Cl2NO2, 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 86129-63-7.

To a solution of intermediate 33 (9.73 g, 1.5 eq) in anh. DMF (150 mL), at r. t. , under N2, was added NaH 60%/OIL (1.7 g, 1 eq) and the reaction mixture was stirred at r. t. for 20 min. A solution of ethyl 2, 4-dichloro-6-methyl-3-pyridinecarboxylate (10 g, 42.9 MMOL) was then added dropwise and the reaction mixture was stirred at 80oC for 4 hr. It was then cooled down to r. t. and quenched with ice water. The addition of EtOAc caused a precipitate to form. The white solid was collected by filtration, washed with water and dried in vacuo (5.2 g). The filtrate was transferred into a separatory funnel and the aqueous layer was extracted with EtOAc (2X100 mL). The combined organic layers were washed with sat. aq. NACI, dried over anh. NA2SO4, the solids were filtered and the solvent evaporated. The crude product was treated with EtOAc and left at r. t. overnight. The precipitate was filtrated, dried in vacuo and combined with the previous batch to give the title compound as a white solid (7.2 g, 48%). NMR (‘H, DMSO-D6) : 5 8.53 (d, 1H), 7.77 (s, 1H), 7.18 (bs, 1H), 6.89 (d, 1H), 4.32 (q, 2H), 3.75 (t, 2H), 3.42 (t, 2H), 3.31 (s, 3H), 1.26 (t, 3H). MS (M/Z) : 350 [MH] +.

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. 86129-63-7, Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2004/94419; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14432-12-3 ,Some common heterocyclic compound, 14432-12-3, molecular formula is C5H5ClN2, 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 50 mL single necked round bottom flask equipped with a magnetic stirrer bar,reflux condenser and nitrogen line was charged with 2-chloropyridin-4-amine 12 (2.50 g, 19.4 mmol, 1.0 equiv), sodiumacetate trihydrate (3.97 g, 29.2 mmol, 1.5 equiv), iodine monochloride(3.47 g, 21.4 mmol, 1.1 equiv) and glacial acetic acid(13.0 mL) and heated at 70 C with magnetically facilitated stirring under nitrogen for 16 h, at which point tlc and GC/MS (EI) analysisshowed that the starting material had been consumed. The reactionmixture was cooled and transferred to a separating funnel where itwas carefully quenched with portion wise addition of solidpowdered sodium hydrogencarbonate (32.3 g), water (75 mL) and ethyl acetate (75 mL). The resultant effervescence was allowed to subside and the mixture was not shaken. The layers were thenseparated and the aqueous layer was extracted with ethyl acetate(6 x 25 mL), with shaking. The organic layers were combined anddried over magnesium sulfate and the solvent was removed viarotary evaporation. The residue was purified by portionwise flashcolumn chromatography over silica using n-hexane/ethyl acetate(94:6 to 60:40) mixtures as eluent to give 2-chloro-3-iodopyridin-4-amine 13 as a light brown solid (2.21 g, 45%), a sample of whichhad 1H NMR spectral data and low resolution GC/MS (EI) massspectral data identical to those in the literature [12].

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. 14432-12-3, 4-Amino-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Balfour, Michael N.; Franco, Caio H.; Moraes, Carolina B.; Freitas-Junior, Lucio H.; Stefani, Helio A.; European Journal of Medicinal Chemistry; vol. 128; (2017); p. 202 – 212;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 82454-61-3 ,Some common heterocyclic compound, 82454-61-3, molecular formula is C7H6N2, 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.

Copper (I) iodide (4.22 mg, 0.022 mmol) was added to a stirred mixture of 1-6 (1 g, 2.22 mmol), 5-ethynyl-2-pyridinamine (523.68 mg, 4.43 mmol), TEA (924.23 jiL, 6.65 mmol), PdC12(PPh3)2 (31.11 mg, 0.044 mmol) and PPh3 (11.63 mg, 0.044 mmol) in DMF (10 mL). The mixture was purged with N2 for 5 mm and then it was stirred at 90°C for 5 h. The residue was diluted with water and extracted with EtOAc. The organic layer was separated, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; MeOH/DCM 0/100 to 05/95). The desired fractions were collected and concentrated in vacuo to yield P-3 (923 mg, 92percent).

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. 82454-61-3, 5-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; VAN GOOL, Michiel, Luc, Maria; BORMANS, Guy, Maurits, R; VERBEEK, Joost; (42 pag.)WO2017/103182; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1173897-86-3, 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.1173897-86-3, name is 5-Bromo-6-methylpicolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.

An argon degassed solution of 5-bromo-6-methylpyridine-2-carbonitrile 13 (3.3 mmol, 650 mg), 4,4,5,5,-tetramethyl-2-vinyl-1,3,2-dioxaborolane (3.3 mmol, 0.56 mL), tetrakis(triphenylphosphine)palladium (5 mol %, 0.16 mmol, 190 mg) and 2N aqueous sodium carbonate solution (3.4 eq., 11.22 mmol, 5.60 mL) in toluene/ethanol (2:1, 45 mL) was heated at 95 C with stirring for 16 h. The slurry was cooled to RT, diluted with ethyl acetate and water. Organic layer was then separated. The organic layer was washed with brine and dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to afford the desired product which was purified by flash chromatography over silica gel using an elution of 20% ethyl acetate in hexane to give 246 mg (Yield: 52%) of the title compound 14 as an oil. 1H NMR (400 MHz, CDCl3): delta 7.81 (1H, d, J = 8.0 Hz), 7.52 (1H, d, J = 8.0 Hz), 6.89 (1H, dd, J = 17.6 & 10.8 Hz), 5.79 (1H, d, J = 17.2 Hz), 5.58 (1H, d, J = 10.8 Hz), 2.62 (3H, s); ESI-MS: m/z 145 [M + H]+

Statistics shows that 1173897-86-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-6-methylpicolinonitrile.

Reference:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 9; (2016); p. 1117 – 1130;,
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 36052-26-3, name is Methyl 6-aminopicolinate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 36052-26-3

d) 6-Amino-5-bromo-pyridine-2-carboxylic acid methyl ester; To a solution of 6-amino-pyridine-2-carboxylic acid methyl ester (10 g, 66.0 mmol) in chloroform (450 mL) was added bromine (3.4 mL, 66.0 mmol) in CHCl3 (100 mL) at room temperature and stirred for 40 hours. The reaction mixture was diluted with CHCl3 and washed with saturated sodium thiosulfate solution and water. The organic phase was dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel column chromatography using ethyl acetate/hexane as eluent. The title compound obtained as yellow solid (3.3 g, 22%).MS ESI (m/e): 231.0 [(M+H)+].1H NMR (CDCl3, 400 MHz): delta(ppm)=7.76 (d, J=7.88 Hz, 1H), 7.34 (d, J=7.92 Hz, 1H), 5.23 (s, 2H), 3.94 (s, 3H).d) 6-Amino-3-bromo-pyridine-2-carboxylic acid methyl esterIn step d) the isomeric 6-amino-3-bromo-pyridine-2-carboxylic acid methyl ester (3.0 g, 19%) was isolated as side product.MS ESI (m/e): 231.2 [(M+H)+].1H NMR (CDCl3, 400 MHz): delta(ppm)=7.60 (d, J=8.72 Hz, 1H), 6.47 (d, J=7.88 Hz, 1H), 4.71 (s, 2H), 3.94 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 36052-26-3.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1694-57-1, name is (2-Chlorophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below., Safety of (2-Chlorophenyl)(pyridin-2-yl)methanone

2-chlorophenylpyridyl ketone (43.5mg, 0.2mmo l), dibromohein (57.2mg, 0.2mmol) and Pd (OAc) 2 (4.5mg, 0.02mmol), add 2mL of dichloroethane, The reaction was performed at 90C for 12 hours, and purified by thin layer chromatography to obtain 43.9 mg of 2-bromo-6-chlorophenylpyridylmethanone with a yield of 74.0%.

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, 1694-57-1, (2-Chlorophenyl)(pyridin-2-yl)methanone.

Reference:
Patent; China Three Gorges University; Liu Qixing; Chen Yongsheng; Zhang Yin; Chen Danyi; Wen Simiaomiao; Zhao Rongrong; Liu Yiheng; Zhou Haifeng; (14 pag.)CN110563641; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem