Category: pyridine-derivatives

Related Products of 213193-32-9, 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.213193-32-9, name is 5-Acetyl-2-methoxypyridine, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

[0560] To a solution of III-2 (5 g, 33 mmol) in 20 mL of EtOH was added aq. HBr (48%, 60 mL), the reaction mixture was heated to reflux overnight. After being cooled to rt., the mixture was neutralized by addition of saturated aq. NaHCO3, extracted with EtOAc (100 mL×3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to supply crude III-3 (3 g, 65% yield) as white solid.

The chemical industry reduces the impact on the environment during synthesis 213193-32-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine, 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 C6H6N2O3, blongs to pyridine-derivatives compound. Computed Properties of C6H6N2O3

To a stirred solution of (4-nitro-pyridin-2-yl)-methanol (1000 mg; 6.42 mmol) in dichloromethane (30 mL) was gradually added phosphorus tribromide (0.79 mL; 8.35 mmol) at 0 C. After addition, the mixture was heated to reflux for 3 hours. The reaction mixture was then cooled to 0 C and cautiously deactivated with water. A saturated aqueous solution of potassium carbonate was cautiously added to the mixture until basic pH. The organic layer was separated and washed with brine, dried over Na2S04 and then concentrated to dryness to afford crude 2-(bromomethyl)-4-nitro-pyridine (1400 mg) as a brown oil, directly used in the next step without further purification. MS m/z (+ESI): 216.9, 219.0 [M+H]+.

The synthetic route of 98197-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; LANE, Heidi; RICHALET, Florian; EL SHEMERLY, Mahmoud; (169 pag.)WO2018/2220; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3430-21-5, 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 3430-21-5, name is 5-Bromo-3-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To dioxane (10 mL) was added 5-bromo-3-methylpyridin-2-amine (2 g, 10.6 mmol), sodium iodide (3.2 g, 21.4 mmoL), copper iodide (0.190 g, 1.06 mmol) and the solution degassed followed by addition of tetramethylethane-1,2-diamine (0.803 mL, 1.06 mmol) this mixture heated at 110 C. overnight. After cooling water was added and extracted the crude product with ethyl acetate. The residue was purified by column chromatography to give 5-iodo-3-methylpyridin-2-amine as a beige solid (2.3 g, 93%). Analogous to the procedure described in Ex. 40, 6-fluoro-7-(methylamino)-2,3-dihydrobenzo[e][1,3]oxazin-4-one (0.100 g, 0.51 mmol) and 5-iodo-3-methylpyridin-2-amine (0.119 g, 0.53 mmol) were coupled to yield pure 3-(6-aminopyridin-3-yl)-6-fluoro-7-(methylamino)-2,3-dihydrobenzo[e][1,3]oxazin-4-one (0.020 g, 13%) after reverse phase HPLC purification. ES-MS (M+H)+=303. Analogous to the sulfonylurea urea formation described in Ex 5, 3-(6-amino-5-methylpyridin-3-yl)-6-fluoro-7-(methylamino)-2,3-dihydrobenzo[e][1,3]oxazin-4-one (0.010 g, 0.034 mmol) and (5-Chloro-thiophene-2-sulfonyl)-carbamic acid ethyl ester (0.048 g, 0.166 mmol) were coupled to give 1-(5-chlorothiophen-2-ylsulfonyl)-3-(5-(6-fluoro-7-(methylamino)-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)-3-methylpyridin-2-yl)urea (0.016 g, 85%). RP-HPLC: 2.7 min; ES-MS (M+H)+=526.0; 1H-NMR (DMSO-d6) delta (ppm): 2.2 (s, 3), 2.8 (s, 3), 5.6 (s, 2), 6.2 (d, 1), 6.8 (bs, 1), 7.2 (s, 1), 7.4 (d, 1), 7.6 (s, 1), 7.8 (d, 1), 8.2 (d, 1), 9.6 (bs, 1).

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 3430-21-5, 5-Bromo-3-methylpyridin-2-amine.

Reference:
Patent; Portola Pharmaceuticals, Inc.; US2006/69093; (2006); A1;,
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.1020635-54-4, name is 2-Methoxy-5-nitronicotinic acid, molecular formula is C7H6N2O5, molecular weight is 198.13, as common compound, the synthetic route is as follows.HPLC of Formula: C7H6N2O5

2-Methoxy-5-nitro-nicotinic acid (36 mmol) and phosphorous pentachloride (72 mmol) were heated at 100 0C for 2h, The excess reagent was removed in vacuo to give an oily residue.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1020635-54-4, 2-Methoxy-5-nitronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; BIONOMICS LIMITED; WO2008/46135; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 357927-50-5, 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.357927-50-5, name is 2-Bromo-4-fluoropyridine, molecular formula is C5H3BrFN, molecular weight is 175.99, as common compound, the synthetic route is as follows.

Under the argon atmosphere, 3 g of 2-bromo-4-fluoropyridine was added to 35 ml of tetrahydrofuran, and 9.38 ml of lithium diisopropylamide (2 mol/1 heptane/tetrahydrofuran/ethylbenzene solution) was added at -780C. After stirring for 2 hours, 5.66 g of iodine was added, and the mixture was further stirred for 4 hours. The reaction solution was poured into an aqueous saturated sodium thiosulfate solution, the resultant solution was extracted with tert-butyl=methyl=ether three times, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 4.1 g of 2-bromo-5-fluoro-4-iodopyridine. 2-Bromo-5-fluoro-4-iodopyridine.1H-NMR: 7.91 (d, IH), 8.13 (s, IH)

Statistics shows that 357927-50-5 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-4-fluoropyridine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1019021-85-2, 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 1019021-85-2, name is 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Oxalyl chloride (10 mL, 110 mmol) was added dropwise to a stirred suspension of 6-fluoroimidazo[1,2-a]pyridine-3-carboxylic acid (24b) (2 g, 11 mmol) and catalytic amounts of DMF in dichloromethane (20 mL). After 5 hours, the solvent was evaporated and the solid was suspended in dry DCE (20 mL) and added to a stirred solution of 3-amino-4-methylbenzonitrile (1.45 g, 11 mmol) and DIEA (6 mmol) in DCE (10 mL) at 0 C. After the addition, the reaction was heated at 60 C. for 5 hours. The mixture was subjected to standard aqueous work and silica purification to give N-(5-cyano-2-methylphenyl)-6-fluoroimidazo[1,2-a]pyridine-3-carboxamide (39) as a solid. 1H NMR (400 MHz, d6-DMSO) delta 10.14 (s, 1H), 9.45 (dd, J=5.2, 2.0 Hz, 1H), 8.62 (s, 1H), 7.90-7.87 (m, 2H), 7.68-7.63 (m, 1H), 7.53 (d, J=8.0 Hz, 1H), 2.37 (s, 3H). MS m/z 295.1 (M+1)+.

According to the analysis of related databases, 1019021-85-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MOLTENI, Valentina; PETRASSI, Hank Michael James; LI, Xiaolin; LIU, Xiaodong; LOREN, Jon; NABAKKA, Juliet; NGUYEN, Bao; YEH, Vince; US2013/59832; (2013); 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. 851386-40-8, name is 4-Chloro-2,5-difluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Chloro-2,5-difluoropyridine

To a solution of 4-chloro-2,5-difluoropyridine (200 nig, 1.33 mmol) and 4M HCl in dioxane (0.33 ml, 1.33 mmol) in 2-propanol (3 ml) was added hydrazine hydrate (134 mg, 2.68 mmol). Reaction mixture was stirred at rt for 1 month. Solvents were evaporated under vacuum. Aqueous NaHC03 solution was added to the mixture. Precipitate formed was filtered oft” washed with water and dried under vacuum yielding 51 mg of 4-chloro-5- fluoro-2-hydrazinylpyridine and 2,5-difluoro-4-hydrazinylpyridine as a 1/1 mixture.MS: m/z 162 I M I f ] . 1H NMR (DMSO-d6) delta: 8. 19 (br s, IH), 8.09 (d, 1 1 1 ).. 7.70 (d, 1 1 1 }.. 7.66 (d, H), 6.88 (d, IH), 6.55 (d, IH), 4.39 (d, 2H), 4.21 (br s, 2H )

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, 851386-40-8, 4-Chloro-2,5-difluoropyridine.

Reference:
Patent; RICHTER GEDEON NYRT.; ORION CORPORATION; HAIKARAINEN, Anssi; JOUBERT, Muriel; KAROLYI, Benedek; KAeSNAeNEN, Heikki; PASSINIEMI, Mikko; POHJAKALLIO, Antti; SZANTO, Gabor; VAISMAA, Matti; (97 pag.)WO2019/43635; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 701-44-0, 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. 701-44-0, name is 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide. A new synthetic method of this compound is introduced below.

To a stirred solution of l-methyl-6-oxo-l,6-dihydropyridine-3-carboxamide (460 mg, 3.02 mmol) in 20 mL of CH2C12 was added TEA (0.548 mL, 3.93 mmol) at 0 C. The reaction mixture was stirred for 10 min and then triflic anhydride was added (1.0 M in CH2C12, 3.33 mL, 3.33 mmol). Removed ice bath and stirred at ambient temperature for 3 h. The reaction was quenched with water and saturated aqueous sodium chloride. The aqueous layer was extracted with CH2C12 (3x’s). The combined organic layers were then dried over sodium sulfate and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexanes: ethyl acetate (95:5 to 15:85), to give the title compound. MS: m/z = 135.0 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,701-44-0, 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; LIM, John; SHERER, Ed; YU, Younong; MITCHELL, Helen; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; PARK, Min, K.; CAI, Jiaqiang; WO2015/161014; (2015); 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. 1401624-81-4, name is 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine

General procedure: d) 6-Bromo-2-morpholin-4-yl-[ 1 ,2,4] triazolo[ 1 ,5-a]pyridine A mixture of 2,6-dibromo-[l,2,4]triazolo[l,5-a]pyridine (1 g, 3.61 mmol) and morpho- line (10 g, 10 ml, 115 mmol) was refluxed for 4 hours under argon atmosphere. The mixture was evaporated to dryness under reduced pressure. Flash chromatography (silica gel, 50 g, 30-100% heptane/ethyl acetate) afforded 6-bromo-2-morpholin-4-yl-[l,2,4]triazolo[l,5-a]pyridine (672 mg, 66%) as a light yellow solid. Mp.: 136C. MS: m/z=283.0/285.0 (M+H+).

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, 1401624-81-4, 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; WO2013/41472; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13958-86-6, 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 13958-86-6, name is 5-Methylpyridine-3,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methylpyridine-3,4-diamine (100 mg, 0.81.2 mmol) and N,N dimethylpyridin-4-amine (109 mg, 0.893 mmol) in MeCN was added di(l H-imidazol-1-yl)methanethione (217 mg, 1.218 mmol) portionwise. The mixture was stirred at room temperature for 4 h. The precipitate formed was filtered, washed with water, Et2O, DCM and dried to give 7-methyl-1H-imidazo[4,5-c]pyridine-2(3H)-thione (100 mg, 75% yield) as a pale red solid. 1H-NMR (400 MHz, DMSO-d6) delta ppm 12.73 (brs, 2H), 8.20 (s, 1H), 8.06 (s, 1H), 2.33 (s, 3H); ESI-MS: m/z 165.84 (M+H)+.

According to the analysis of related databases, 13958-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem