Pyridine-derivatives

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. 115309-57-4, name is tert-Butyl 6-chloronicotinate. This compound has unique chemical properties. The synthetic route is as follows. name: tert-Butyl 6-chloronicotinate

(D) A mixture of 2-(2-aminoethyl)-4-bromophenyl benzyl ether (3 g), tert-butyl 2-chloro-5-pyridinecarboxylate (2.1 g) (prepared from the acid by standard procedures), and potassium carbonate (1.4 g) in N-methylpyrrolidone (20 ml) was heated at 120 C. for 16 hours. To the reaction mixture was added diethyl ether (200 ml) and water (200 ml), the layers separated, the organic layer washed with water, dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel eluding with dichloromethane/ethyl acetate mixtures (100:0, 95:5) to give tert-butyl 2-[N-(2-benzyloxy-5-bromophenethyl)amino]-5 -pyridinecarboxy late (1.0 g).

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, 115309-57-4, tert-Butyl 6-chloronicotinate.

Reference:
Patent; Zeneca Limited; US5834468; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1597-32-6, name is 2-Amino-6-fluoropyridine, molecular formula is C5H5FN2, 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. Product Details of 1597-32-6

Synthesis o -bromo-6-fluoro-2-pyridylamine [00108] To a solution of 6-fluoro-2 -pyridylamine (1.0 g, 8.93 mmol) in chloroform (55 mL) was added N-bromosuccinimide (1.59 g, 8.93 mmol). The solution was stirred in the dark for 15 hours, at which time it was added to CH2CI2 (200 mL) and IN NaOH(50 mL). Upon mixing, the layers were separated and the organic layer was washed with NaCl(Sat.) (50 mL), dried over Na2S04, filtered and concentrated. The crude material was purified by Si02 chromatography (25% EtOAc/ hexanes) yielding 5-bromo-6-fiuoro-2- pyridylamine (386 mg, 22%). LCMS (m/z): 190.9/192.9 (MH ); ¾ NMR (CDC13): delta 7.59 (t, J = 8.7 Hz, 1H), 6.25 (dd, J= 8.1, 1.2 Hz, 1H), 4.58 (bs, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1597-32-6.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; ZHAO, Jean J.; WANG, Qi; WO2012/109423; (2012); 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. 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H9NO3

Dess-Martin reagent (207 mg, 0.49 mmol) was added to a stirring solution of 6- hydroxymethyl-nicotinic acid methyl ester (55 mg, 0.33 mmol) in DCM (17 mL). After stirring for 3 h the solvent was removed in vacuo. The residue was purified by flash chromatography on silica gel (elution with n-hexane/EA 4:1) to give the title compound.GCMS (m/z): 165.2

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, 56026-36-9, Methyl 6-(hydroxymethyl)nicotinate.

Reference:
Patent; JERINI AG; WO2009/36996; (2009); A2;,
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. 14667-47-1, name is Methyl 2-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8N2O2

Preparation 76: 2-Amino-5-(4-fluorophenoxy)nicotinic add methyl ester To 2-aminonicotimc acid methyl eater (5.5g, 36.2mmol) in DMF (70mL) was added N-iodosuccinimide (9.8g, 43.7rmnol). After 16h the mixture was poured into sat. sodium thiosulfite solution and then extracted with Et20. The organic phase was washed with water, brine, dried (MgS04) and the solvent was removed in vacuo to give 2-amino-5-iodonicotinic acid methyl ester. To 4-fluorophenol (2.4g, 21.6mmol) in dioxane (50mL) was addedCS2CO3 (6g, 25.2mmol) and the mixture was heated to 50C. After 20min Cul (0.56g, 3.0mmol) and 2-ammo-5-iodonicotrriic acid methyl ester (2g, 7.2mmol) were added and the mixture heated under reflux for 16h. After cooling the solvent removed in vacuo, the residue was partitioned between EtOAc and 4N HQ, the organic phase was extracted with 6N HC1 and the organic phase discarded. The combined aqueous phase was basified with NH4OH and re-extracted with EtOAc. The organic phase was dried (MgS04) and the solvent was removed in vacuo. The residue was purified by column chromatography (1 :3EtOAcrHexane) to give, after removal of the solvent in vacuo, the title compound: RT= 3.30min; m/z (ES+) = 263.2 [M+ Iff”.

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, 14667-47-1, Methyl 2-aminonicotinate.

Reference:
Patent; PROSIDION LIMITED; BLOXHAM, Jason; BRADLEY, Stuart Edward; SAMBROOK-SMITH, Colin Peter; SMYTH, Donald; KEILY, John; DAWSON, Graham John; RASAMISON, Chrystelle Marie; BELL, James Charles; WO2011/117254; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83732-68-7, 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. 83732-68-7, name is 2,3-Dichloro-6-methoxypyridine, molecular formula is C6H5Cl2NO, 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.

A RBF was charged with 2,3-dichloro-6-methoxypyridine (4.84 g, 27.2 mmol, Accel Pharmtech), DCM (40.0 ml), AcOH (40.0 ml), and sulfuric acid (0.797 ml, 14.95 mmol) to give a clear solution. N-iodosuccinimide (6.12 g, 27.2 mmol) was added in one portion to give a maroon-colored solution. The reaction was stirred for three hours at RT. The mixture was diluted with ethyl acetate, washed with water, washed with 10% aq. sodium thiosulfate, washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (80-g Redi-Sep Gold column, 0-15% Et20/Heptane) to afford 2,3-dichloro-5-iodo-6-methoxypyridine (6.29 g, 20.70 mmol, 76% yield) as a white solid. m/z (ESI) 304.0 (M+H)+.

According to the analysis of related databases, 83732-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 123148-66-3 ,Some common heterocyclic compound, 123148-66-3, molecular formula is C7H9NO2, 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.

C) 2-methoxyisonicotinaldehyde To a solution of (2-methoxypyridin-4-yl)methanol (6.74 g) and triethylamine (67.5 mL) in DMSO (200 mL) was added sulfur trioxide pyridine complex (30.8 g), and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After silica gel filtration, the solvent was evaporated under reduced pressure to give a crude product of the title compound (4.33 g) as a brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,123148-66-3, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 874302-76-8, 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.874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, molecular formula is C14H12N2O5S2, molecular weight is 352.39, as common compound, the synthetic route is as follows.

EXAMPLE 1 : Synthesis of Conjugate 1To a solution of cabazitaxel (2.00 g, 2.40 mmol) and 2-(2- pyridinyldithio)ethanol -nitrophenyl carbonate (915 mg, 2.60 mmol) in dichloromethane (48 mL) was added DMAP (439 mg, 3.60 mmol). The solution was stirred at room temperature overnight, then washed with 0.1N HC1 (3 x 20 mL), saturated aqueous NaCl (50 mL), and dried with sodium sulfate. The solvent was removed in vacuo, the the remaining residue purified by silica gel chromatography (2: 1 petroleum ethenethyl acetate) to give cabazitaxel 2-(2- pyridyldithio)ethylcarbonate (2.50 g, 2.38 mmol, 99% yield). LCMS m/z: 1049 (M + H).

The chemical industry reduces the impact on the environment during synthesis 874302-76-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BLEND THERAPEUTICS, INC.; ALARGOVA, Rossitza G.; BILODEAU, Mark T.; DUNBAR, Craig A.; KADIYALA, Sudhakar; SHINDE, Rajesh R.; LIM SOO, Patrick; SWERYDA-KRAWIEC, Beata; WHITE, Brian H.; BAZINET, Patrick Rosaire; WOOSTER, Richard; (194 pag.)WO2016/4048; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1658-42-0, 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 1658-42-0 as follows.

General procedure: An oven-dried Schlenk tube was charged with Pd(OAc)2 (0.015 mmol, 3.4 mg), X-Phos (0.015 mmol, 7.2 mg), Cs2CO3 (0.9 mmol, 293 mg), substrate 1 (0.3 mmol) and 2 (0.4 mmol). The reaction vessel was evacuated and backfilled again with nitrogen gas, and 1,4-dioxane (1 mL) was added via syringe under nitrogen. The reaction mixture was stirred at 100 C for 12 hours. The reaction mixture was then cooled to room temperature and diluted with EtOAc. The crude was nextfiltered through a plug of celite, which was washed with ethyl acetate. The solution was concentrated and further purifiedby flash column chromatography to afford the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1658-42-0, its application will become more common.

Reference:
Article; Jin, Chaochao; Xu, Kun; Fan, Xiao; Liu, Changyao; Tan, Jiajing; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19733-96-1, 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. 19733-96-1, name is 2-(6-Methylpyridin-3-yl)acetic acid, molecular formula is C8H9NO2, 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.

Example 4 Preparation of 2-(6-methylpyridin-3-yl)N-p-tolylamide 2-methylpyridinylacetic acid was dissolved in 150ml of DMF, added with DIEA 40ml, p-toluidine 10.2g, HOBt 18g, and stirred for 15min, then added with EDC.HCl 21g, after addition, the reaction was performed at room temperature for 12h. Then, water 800ml was added for dilution, stirred, insoluble solid appeared, after stirring for 2h, suction filtrated, washed with water to obtain off-white powder solid, dired to obtain 2-(6-methylpyridin-3-yl)N-p-tolylamide 12g, yield was about 68%. 1H-NMR(400MHz,DMSO-d6) delta 2.19(3H,s,CH3); 2.39(3H,s, CH3); 3.56(2H,s, CH2); 7.06-7.04(2H,d, ArH); 7.15-7.17(1H,d, ArH); 7.40-7.42(2H,d, ArH); 7.55-7.57(1H,dd,ArH); 8.32(1H,d,ArH); 10.07(1H,s, NH).

According to the analysis of related databases, 19733-96-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A.; EP2417973; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 115473-15-9, 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 115473-15-9 as follows.

A reaction flask equipped with a stirrer, a condenser and a thermometer was charged with Intermediate II-214.9 g,This was dissolved in 40 ml of trichloromethane, 15.0 g of triethylamine was added under stirring,9.5 g of 5,6,7,7a-tetrahydrothieno [3,2-c] pyridin-2 (4H) -one hydrochloride were added portionwise to the reaction system,After completion of the dropwise addition, the reaction was continued at 0 C for 3 hours (the plate showed complete reaction).The reaction solution was washed with 3 x 20 ml of water, the chloroform layer was separated,Dried over anhydrous sodium sulfate, filtered, evaporated to dryness under reduced pressure,To give 12.0 g of a pale yellow solid product (HPLC: 98.9%),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115473-15-9, its application will become more common.

Reference:
Patent; Tianjin Institute of Pharmaceutical Research; LIU, DENG KE; MU, SHUAI; LIU, YING; NIU, DUAN; TAN, CHU BING; ZHOU, ZHI XING; LIU, CHANG XIAO; (22 pag.)CN103896962; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem