Day: September 1, 2021

Synthetic Route of 7379-35-3, 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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below.

tert-Butyl 2-(piperidin-4-yl)ethylcarbamate (0.2 g, 0.876 mmol), 4-chloropyridinium chloride (0.197 g, 1.314 mmol) and N-ethyl diisopropylamine (0.37 ml, 2.19 mmol) were refluxed in 2-propanol (10 ml) for 15 h. Saturated sodium hydrogen carbonate solution (20 ml) and ethyl acetate (50 ml) were added, the phases were separated and the aqueous phase was extracted with ethyl acetate (2.x.50 ml). The combined organic phases were dried over magnesium sulfate and concentrated to small volume under vacuum. The crude product was purified by column chromatography (silica gel) with ethyl acetate/dichloromethane/methanol/ammonia (25percent eq.) 400/100/50/1. Yield: 80 mg, 30percent

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Gruenenthal GmbH; US2010/222324; (2010); 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 18368-57-5, name is 6-Methylpyridine-2-thiol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 18368-57-5

Add 175mL DMF to the 500mL reaction flaskAnd (E)-1-iodo-3-(2,2-diphenyl-vinyl)benzene (38.78 g, 0.102 mol), protected with nitrogen,[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride dichloromethane complex (1.49 g,0.0018 mol), cesium carbonate (19.8 g, 0.061 mol) and dichloromethane 2 mL, added 5-methyl-pyridine-2-thiol (0.105 mol), heated to 80 C, and reacted for 16 hours until the reaction was complete.Rotate to remove DMF and cool to room temperature.Add 100 mL of ethyl acetate and 150 mL of water.Stir for 40 minutes, separate the organic phase, wash with salt water, layer,The organic phase was dried over sodium sulfate and filtered.Steam to dry,Flash column chromatography gave pale yellow (E)-2-((3-(2,2-diphenyl-vinyl)phenyl)thio)-5-methyl-pyridine, 27.96 g, yield 79% .

With the rapid development of chemical substances, we look forward to future research findings about 18368-57-5.

Reference:
Patent; Hao Huimin; (12 pag.)CN108484485; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7598-35-8, Adding some certain compound to certain chemical reactions, such as: 7598-35-8, name is 2-Bromopyridin-4-amine,molecular formula is C5H5BrN2, 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 7598-35-8.

2.8 g (32.2 mmol, 2 eq) of pyruvic acid (initial product 1 ) were poured into a 50 mL single collar flask, 20 mL of thionyl was added to this and it was heated at reflux for 2 hours. After 2 hours, the reaction mixture was dry concentrated by azeotroping several times with dry toluene. 2.8 g (16.1 mmol, 1 eq) of 2-bromo-pyridin-4-ylamine (initial product 2), diluted in 5 mL of pyridine, was then added, drop-by-drop at 0C, and the mixture agitated at ambient temperature for 16 hours. The reaction mixture was diluted with 50 mL of ethyl acetate, washed with 50 mL of an aqueous solution of saturated sodiumbicarbonate, followed by 3 x 50 mL of water. The organic phase was dry concentrated. The residue was chromatographed on silica with a heptanes / ethyl acetate mixture (2/1 v/v) as eluent. N-(2-bromo-pyridin-4-yl)-2-oxo-propionamide was obtained in the form of a white solid.

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. 7598-35-8, 2-Bromopyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; POINSARD, Cedric; WO2013/64681; (2013); 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.13535-01-8, name is 5-Bromopyridin-3-amine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Computed Properties of C5H5BrN2

[0612] To a solution of 3-amino-5-bromo pyridine (XVIII) (1.0 g, 5.78 mmol) in dry pyridine (10 inL) was added pivaloyl chloride (XIX) (769 mg, 6.38 mmol). The reaction mixture was stirred at room temperature for 3 h. The reaction was poured into an ice water/saturated aqueous NaHCC mixture and stirred for 30 min. The precipitate was filtered, washed with cold water and dried at room temperature to yield N-(5-bromopyridin-3-yl)pivalamide (XX) as an off- white solid (1.082 g, 4.22 mmol, 73.1% yield). NMR (OMSO-d6, 500 MHz) delta ppm 1.23 (s, 9H), 8.37 (d, J=2Hz, IH), 8.39 (t, J=2Hz, IH), 8.80 (d, J=2Hz, IH), 9.58 (brs, IH); ESIMS found CioHi3BrN20 mlz 258.9 (Br81M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13535-01-8, 5-Bromopyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (293 pag.)WO2017/23988; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17228-69-2 ,Some common heterocyclic compound, 17228-69-2, molecular formula is C6H6ClNO, 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.

Deprotonation of this compound with n-butyllithium and reaction with 2-chloro-4-methoxypyridine in dry benzene yields the title compound of m.p. 166 C. (decomposition).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-69-2, its application will become more common.

Reference:
Patent; Byk Gulden Lomberg Chemische Fabrik Gesellschaft mit beschrankter Haftung; US4472409; (1984); A;,
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. 106447-97-6, name is 2-Amino-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Quality Control of 2-Amino-4-(trifluoromethyl)pyridine

To a solution of 2-amino^l- trifluoromethyl-pyridine (2.00 g, 0.0123 mol) in DMF (4 mL, 0.05 mol) was added a solution of 1,3-dichloro-5,5- dimethylhydantoin (1.4 g, 0.0074 mol) in DMF (4 mL) dropwise. The reaction was stirred at room temperature for 2 hr, whereupon the reaction mixture was diluted with ether (80 mL) and washed with water (10 mL). The organic phase was dried and concentrated to give the crude product, which was purified on combiflash (0-20% EtOAc/Hexanes) to give compound G.5 as light yellow oil. (65% yield); 1H NMR: (DMSO-d6) delta 8.16 (s, 1H), 6.87 (s, 1H), 6.76 (brs, 1H); LCMS: m/z 197 [M+l].

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, 106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; CHUAQUI, Claudio; COSSROW, Jennifer; DOWLING, James; GUAN, Bing; HOEMANN, Michael; ISHCHENKO, Alexey; JONES, John, Howard; KABIGTING, Lori; KUMARAVEL, Gnanasambandam; PENG, Hairuo; POWELL, Noel; RAIMUNDO, Brian; TANAKA, Hiroko; VAN VLOTEN, Kurt; VESSELS, Jeffrey; XIN, Zhili; WO2010/78408; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16063-70-0, 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 16063-70-0, name is 2,3,5-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Sodium hydride (60% in oil, 0.2 g, 5.5 mmol) was added to a solution of 3-hydroxy-5-methylpyrazole (0.49 g, 5.0 mmol) in DMF (10 ml) at 0C, and the mixture was stirred for 30 minutes while it was allowed to have room temperature gradually. Then, 2,3,5-trichloropyridine (0.9 g, 5.0 mmol) was added, and the mixture was stirred under heating at 70C for 2 days. After completion of the reaction, the reaction mixture was poured into 2N hydrochloric acid (20 ml) and extracted with ethyl acetate (10 ml x 3). An organic layer was washed with water, dried over anhydrous magnesium sulfate and filtered to remove a desiccant, and the solvent was distilled off from the filtrate under reduced pressure. The resultant crude product was purified with a silica gel column (ethyl acetate/hexane = 1/7 ? 1/2), to give a white solid of 3-(3,5-dichloropyridin-2-yloxy)-5-methylpyrazole (0.7 g, yield: 57.4 %). mp: 109-111C; 1H-NMR(CDCl3, TMS, ppm): delta 2.32(s, 3H), 5.86(s, 1H), 7.77(d, J=2.3Hz, 1H), 8.03(d, J=2.3Hz, 1H), 9.40-11.50(br s, 1H).

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 16063-70-0, 2,3,5-Trichloropyridine.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH CENTER; Kaken Pharmaceutical Co., Ltd.; EP1362852; (2003); 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.849937-96-8, name is 5-Bromo-2,4-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.8861, as common compound, the synthetic route is as follows.Recommanded Product: 5-Bromo-2,4-dichloropyridine

A solution of sodium methylate in methanol (0.95 ml, 0.90 mmol, 21%) was added dropwise to a flask containing 5-bromo-2,4,-dichloro-pyridine (0.75 g, 3.31 mmol) at 0 C. The reaction mixture was stirred at rt for 4 hours after which it was poured into ice-cold water and extracted with EtOAc. Organic phases were combined, washed with brine, dried (Na2S04), filtered and evaporated to dryness yielding 0.68 g of 5-bromo-2-chloro-4- methoxypyridine, NMR (DMSO-d6) delta: 8.43 (s, 1H), 7.32 (s, 1H), 3.99 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,849937-96-8, 5-Bromo-2,4-dichloropyridine, and friends who are interested can also refer to it.

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

Reference of 944401-77-8, 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.944401-77-8, name is 2-Amino-4-fluoropyridine, molecular formula is C5H5FN2, molecular weight is 112.105, as common compound, the synthetic route is as follows.

To a solution of 4-fluoropyridin-2-amine (2.5 g, 22.3 mmol) in acetonitrile (25 niL) was added TFA (0.85 mL, 11.16 mmol), S (5.5 g, 24.55 mmol) at 0 C and the reaction mixture was stirred at rt for 4 hours. After completion of the reaction, the reaction mixture was diluted with EtOAc (75 mL). The organic layer was washed with water (20 mL), dried (anhydrous NaPatent; 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

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.923169-37-3, name is 4-(Hydroxymethyl)picolinic acid, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.Quality Control of 4-(Hydroxymethyl)picolinic acid

To a stirred solution of 4-(hydroxymethyl)picolinic acid 1 (461 mg, 3.012 mmol) in DMF (10 mL) was added diisopropylethylamine (0.8 mL, 4.518 mmol) and HATU (1.14 g, 3.012 mmol) at 0 C. After 20 min (1S,3R)-N1-(5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3- b]pyridin-3-yl)pyrimidin-4-yl)cyclohexane-1,3-diamine (Intermediate 12, enantiomer 2 (Ent- 2)) (750 mg, 1.506 mmol) was added and stirred the reaction mixture at room temperature for 16 h. After completion of the reaction, the mixture was diluted with ice cold water (100 mL) and filtered the precipitated solid to afford pure compound N-((1R,3S)-3-((5-fluoro-2-(5- fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-4- (hydroxymethyl)picolinamide (Intermediate 23) (950 mg with 75% LCMS purity) as a brown solid. TLC system: 10% MeOH in dichloromethane; Rf: 0.6; LCMS (ESI): m/z 634.31(M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,923169-37-3, 4-(Hydroxymethyl)picolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem