Pyridine-derivatives

Related Products of 136888-21-6, 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.136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, molecular weight is 176.53, as common compound, the synthetic route is as follows.

In a high-pressure reactor, 85 g (0.5 mol) of 2,3-dichloro-5-fluoropyridine was added to 200 mL of ammonia water.Set the temperature to 180 C, high pressure reaction 24h,TLC detects the reaction of the raw material completely.The solvent was evaporated to give 2-chloro-5-fluoro-3-aminopyridine 65 g;2-chloro-5-fluoro-3-aminopyridine 65 g (0.45 mol)Placed in 900 mL round bottom flask in acetonitrile,Aqueous buffer solution 450mL (0.6M K2CO3-4×10-4M EDTA disodium salt) was added successively,Acetonitrile 350mL (3mol) and 30% H2O2 in water290mL (3mol),The reaction mixture was stirred at room temperature for 1 hour and extracted with ethyl acetate (3 x 300 mL).Combine organic layers,Dry with anhydrous Na2SO4,Remove the solvent under vacuum to obtain the product of sufficient purity 2-chloro-5-fluoro-3-nitropyridine65g;To a solution of 2-chloro-5-fluoro-3-nitropyridine 65 g (0.35 mol) in DMSO/H2O (9:1, 3500 mL) was added L-Proline 230g (2mol),Na2CO3 210g (2mol),NaN3 230g (3.5mol),Sodium ascorbate 350g (1.75mol) andCuSO4·5H2O500g (2 mol);The mixture was stirred in an oil bath at 70 C for 24 hours.Then pour the mixture into 10,000 mL of ice water.The solid product was filtered and crystallized to obtain 47 g of 2-amino-5-fluoro-3-nitropyridine.

Statistics shows that 136888-21-6 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Mao Shen; Hu Yalun; Liu Guofeng; (11 pag.)CN107903266; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1121-76-2, 4-Chloropyridine 1-oxide, 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, COA of Formula: C5H4ClNO, blongs to pyridine-derivatives compound. COA of Formula: C5H4ClNO

Reference Example 110 4-Chloro-2-cyanopyridine 4-Chloropyridine N-oxide (7.53 g, 58.1 mmol) and N,N-dimethylcarbamoyl chloride (9.36 g, 87.0 mmol) were added to acetonitrile (200 ml), and trimethylsilyl cyanide (11.5 g, 116 mmol) was added dropwise thereto.. The mixture was stirred at room temperature for 18 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine and dried over magnesium sulfate.. The solvent was evaporated, and the residue was subjected to a silica gel (200 g) column chromatography.. The fractions eluted with n-hexane-ethyl acetate (3:1, v/v) were collected, concentrated to give the titled compound (8.05 g, 99 %) as a pale yellow oil.1H-NMR (CDCl3) delta: 7.54-7.56 (1H, m), 7.72(1H, s), 8.63 (1H, d, J = 5.3 Hz). IR(KBr): 2239, 1568, 1549, 1462, 1379, 1288, 1215, 844, 704 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1121-76-2, 4-Chloropyridine 1-oxide, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); 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.70416-53-4, name is 5-Formylnicotinonitrile, molecular formula is C7H4N2O, molecular weight is 132.12, as common compound, the synthetic route is as follows.COA of Formula: C7H4N2O

INTERMEDIATE 76 PREPARATION OF 5-[(1E)-3-OXOPROP-1-EN-1-YL]PYRIDINE-3-CARBONITRILE A mixture of 5-formylpyridine-3-carbonitrile (1.82 g, 13.78 mmol) and (formylmethylene)triphenylphosphorane (4.28 g, 14.06 mmol) in DMSO (15 mL) was stirred overnight at 120 oC under a nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was diluted with water (30 mL) and extracted with EtOAc (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (EtOAc-petroleum ether, 1:3) to afford the title compound (490 mg, 22%) as a white solid.1H NMR (300 MHz, CDCl3) delta 9.79 (d, J = 7.2 Hz, 1H), 8.99 (d, J = 2.1 Hz, 1H), 8.92 (d, J = 2.1 Hz, 1H) 8.14 (m, 1H), 7.52 (d, J = 15.6 Hz, 1H), 6.87-6.79 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,70416-53-4, 5-Formylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1211533-93-5, Adding some certain compound to certain chemical reactions, such as: 1211533-93-5, name is 5-Chloro-2-methyl-3-nitropyridine,molecular formula is C6H5ClN2O2, 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 1211533-93-5.

To a solution of 5-chloro-2-methyl-3-nitropyridine (26g, 15 1 mmol) in ethyl acetate (850mL) under nitrogen atmosphere was added SnC12.2H20 (136g, 603 mmol) at room temperature. The reaction mixture was heated to 85C for 3h. Concentration of the reaction mixture under reduced pressure afforded a pale yellow slurry which was basified with I N NaOH solution (520mL). The resulting mixture was diluted withdichloromethane (750mL) and stirred for 10 minutes. The mixture was then fi ltered through a celite pad to remove undissolved solids. The filtrate’s organic layer was separated, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude compound was purified by column chromatography on silica gel ( 100-200 mesh) using 0-35% ethyl acetate in petroleum ether to afford desired 5-chloro-2-methylpyridine- 3-amine (18 g) as a brown 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. 1211533-93-5, 5-Chloro-2-methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; BOBKO, Mark, A.; DARCY, Michael, G.; EVANS, Karen, A.; FAITG, Thomas, H.; KAURA, Arun, Chandar; PENG, Xin; SARPONG, Martha, A.; SEEFELD, Mark, A.; SU, Dai-shi; WO2012/149102; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 90902-83-3, 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. 90902-83-3, name is 3-Amino-2-bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

tert-Butyl N- [(iS)- 1- [3 -(5,5 -dimethyl- 1,3 ,2-dioxaborinan-2-yl)phenyl]but-3 -en-iyl]carbamate (0.339 g, 0.944 mmol), 2-bromo-5-chloropyridin-3-amine (0.196 g, 0.944 mmol), and 2.0 M aq Na2CO3 (2.36 mL, 4.72 mmol) were added to dioxane (8 ml) and the resulting solution was purged with a stream of Ar for 10 mi Pd(PPh3)4 (0.055 g,0.047 mmol) was added and the mixture irradiated on microwave at 120 C for 30 mm. The reaction was quenched with water (20 ml) and extracted with EtOAc (3 x 30 ml). The combined organic layers were washed with brine (15 ml), dried (Na2SO4), filtered and concentrated. The residue was purified by normal phase chromatography using DCM and 0-10% MeOH as eluents to afford tert-butyl N-[(1S)-1-[3-(3-amino-5-chloropyridin-2-yl) phenyl]but-3-en-1-yl] carbamate (0.375g, 106%) as a tan foam. MS(ESI) m/z: 374.3(M+H). ?H NMR (500MHz, CDC13) oe 8.08 (d, J=2.2 Hz, 1H), 7.60 – 7.52 (m, 2H), 7.48 -7.43 (m, 1H), 7.34 (d, J7.7 Hz, 1H), 7.07 (d, J1.9 Hz, 1H), 5.72 (ddt, J=17.1, 10.1, 7.0Hz, 1H), 5.21 – 5.09 (m, 2H), 4.93 (br. s., 1H), 4.81 (br. s., 1H), 3.94 (br. s., 2H), 2.63 -2.51 (m, 2H), 1.43 (br. s., 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90902-83-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13466-38-1, 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.13466-38-1, name is 5-Bromopyridin-2-ol, molecular formula is C5H4BrNO, molecular weight is 173.9954, as common compound, the synthetic route is as follows.

To a solution of 5-bromopyridin-2-ol (1 g, 5.75 mmol) in DMF (10 mL) were added 2-iodopropane (4.9 g, 28.75 mmol) and K2CO3 (4 g, 28.75 mmol). The mixture was stirred at rt overnight. The mixture was diluted with water (20 mL) extracted with EtOAc (3×25 mL), the combined organic phase was washed with brine, dried over Na2SO4, concentrated and purified by prep TLC to give 5-bromo-1-isopropylpyridin-2(1H)-one (380 mg, 31%). 1H NMR (CDCl3): 1.35 (d, 6H), 5.65-5.75 (m, 1H), 6.48 (d, 1H), 7.30 (m, 1H), 7.41 (d, 1H).

The chemical industry reduces the impact on the environment during synthesis 13466-38-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH; US2010/331320; (2010); 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.13228-40-5, name is 2-(2-Pyridyl)indole, molecular formula is C13H10N2, molecular weight is 194.2319, as common compound, the synthetic route is as follows.Safety of 2-(2-Pyridyl)indole

General procedure: A sealed tube was charged with 4 (0.20 mmol), 2 (0.30 mmol), CeCl3·7H2O (0.02 mmol). Then 2 ml of ethanol was added to the reaction system. The reaction mixture was stirred at 120 C. The reaction was monitored by TLC until the 4 was completely consumed (about 12h). The solvent was removed under reduced pressure. The residue was purified through column chromatography using silica gel to give 5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13228-40-5, 2-(2-Pyridyl)indole, and friends who are interested can also refer to it.

Reference:
Article; Feng, Cheng-Tao; Zhu, Hui-Zhi; Li, Zhong; Luo, Zaigang; Wu, Song-Song; Ma, Shi-Tang; Tetrahedron Letters; vol. 57; 7; (2016); p. 800 – 803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113118-81-3, 5-Bromonicotinaldehyde, 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, 113118-81-3, blongs to pyridine-derivatives compound. Recommanded Product: 113118-81-3

To a solution of 5-bromonicotinaldehyde (XXV) (5.0 g, 26.9 mmol) in DCE (108 mL) was added dimethylamine-HCl (4.39 g, 53.8 mmol) and TEA (7.5 g, 53.8 mmol). The reaction was stirred at room temperature for 1 h. NaBH(OAc)3 was added and the reaction was stirred overnight at room temperature. The reaction was diluted with DCM and sat. aq. NaHCC . The organic layer was separated, washed with water, brine, dried and concentrated under vacuum to produce l-(5-bromopyridin-3-yl)-N,N-dimethylmethanamine (XXVI) as a brown liquid (92.6% yield). NMR (CDCI3) delta ppm 2.15 (s, 6H), 3.43 (s, 2H), 7.94 (s, 1H), 8.47 (d, J=2Hz, 1H), 8.59 (d, J=3Hz, 1H); ESIMS found for C8HnBrN2 mlz 215 (MBr79+H) and 217 (MBl81+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113118-81-3, its application will become more common.

Reference:
Patent; SAMUMED, LLC; DESHMUKH, Vishal; MURPHY, Eric Anthony; HOOD, John; (232 pag.)WO2018/75858; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7598-35-8, 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. 7598-35-8, name is 2-Bromopyridin-4-amine. A new synthetic method of this compound is introduced below.

To a solution of 2-bromopyridin-4-amine (75 g, 433 mmol) in pyridine (750 mL) stirred under nitrogenat 0C was added 2,5-dichloropyridine-3-sulfonyl chloride (128 g, 520 mmol) portionwise. The reactionmixture was stirred at room temperature for 16 h. After this time, pyridine was evaporated under reduced pressure to obtain a crude residue which was poured into ice water. The resulting solid was collected by filtration and dried. The solid was dissolved in EtOAc (2 L) and the organic layer was washed with 10% EDTA solution (2 L). The organic phase was dried over Na2SO4, filtered andconcentrated under reduced pressure to afford the title compound (120 g) as a brown solid. LCMS (Method G) Rt = 2.16 mi [M+H] = 381.9/383.9/385.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7598-35-8, 2-Bromopyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; BARTON, Nicholas Paul; CAMPOS, Sebastien Andre; CANNONS, Edward Paul; COOPER, Anthony William James; DOWN, Kenneth David; DOYLE, Kevin James; HAMBLIN, Julie Nicole; INGLIS, Graham George Adam; LE GALL, Armelle; PATEL, Vipulkumar Kantibhai; PEACE, Simon; SHARPE, Andrew; WHITE, Gemma Victoria; (157 pag.)WO2017/137535; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 126053-15-4, Adding some certain compound to certain chemical reactions, such as: 126053-15-4, name is 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol,molecular formula is C8H8ClNO, 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 126053-15-4.

A solution of intermediate 38 (0.92 mmol), 4-chloro-6,7-dihydro- 5/-/-cyclopenta[b]pyridin- 7-ol (1 mmol), hydrogen chloride in dioxane 4M (46mul) in CH3CN (10ml) was heated at 65C for 5 hours. K2CO3 10% aqueous solution and EtOAc were added. The reaction mixture was extracted, the organic layer was separated, dried over MgSO4, filtered and evaporated. The residue (0.4g) was purified by high-performance liquid chromatography (Stability Silica 5mum 150×30. Omm). Mobile phase (NH4OH 0.2%; gradient CH2CI2/CH3OH from 98/2 to 88/12), yielding 49mg compound 63 and 114mg of compound 64.

According to the analysis of related databases, 126053-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/37308; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem