Category: pyridine-derivatives

Electric Literature of 821791-58-6, Adding some certain compound to certain chemical reactions, such as: 821791-58-6, name is Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate,molecular formula is C9H10ClNO3, 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 821791-58-6.

(step 3) To ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (6.0 g, 28 mmol) obtained in step 2 were added N-chlorosuccinimide (4.1 g, 31 mmol) and DMF (130 mL), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate. The organic layer was washed with hydrochloric acid, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0-70/30) to give ethyl 4,5-dichloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (5.5 g, 79%). ESIMS m/z: 250 (M + H)+

According to the analysis of related databases, 821791-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; NAKAMURA, Rina; ARATAKE, Seiji; UCHIDA, Kenji; UENO, Kimihisa; MOTOSAWA, Maasa; KABEYA, Takahiro; EP2930170; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 211308-81-5, 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.211308-81-5, name is 2-Amino-5-chloro-3-iodopyridine, molecular formula is C5H4ClIN2, molecular weight is 254.46, as common compound, the synthetic route is as follows.

Pyruvic acid (0. 43ML, 6. 24MMOL) was added to a solution of 5-chloro-3- iodopyridin-2-ylamine (Preparation 56, 500MG, 2.08mmol), palladium acetate (23mg, 0. 10MMOL) and DABCO (700mg, 6. 24MMOL) in anhydrous DMF (20ml). The reaction mixture was degassed with argon for 20min, then heated to 110C for 16h. The solvent was removed in vacuo and the residue suspended in water (lOml) and acetic acid (5ML) and then filtered. The solid was dissolved in EtOAc (50ML), extracted into 2N NAOH solution (50ML) and the organic layer discarded. The aqueous solution was acidified with concentrated HC1 and extracted into EtOAc (2 x 40ML). The combined organics were dried (MgS04) and concentrated in vacuo to give the title compound as a beige solid. aH (CD30D): 7.14 (1H, s), 8.14 (1H, d), 8.35 (1H, d).

Statistics shows that 211308-81-5 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-chloro-3-iodopyridine.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); 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. 35590-37-5, name is 5-Bromonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3BrN2

To a degassed solution of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)aniline (1.0 equiv.), 5-bromonicotinonitrile (1.1 equiv.) and Na2CO3 (5 equiv., 2M aq. sln) was added PdCl2(dppf).CH2Cl2 adduct (0.15 equiv.). This mixture was heated to 120 C for 15 min in the microwave and cooled to room temperature. Water was added, the phases were separated and the water mixture was extracted with ethyl acetate. The organic phases were pooled, dried with MgSO4 and the volatiles removed in vacuo to give 5-(5-amino-2- methylphenyl)nicotinonitrile in 99% yield. LCMS (m/z) (M+H) = 210.0, Rt = 0.43 min.

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, 35590-37-5, 5-Bromonicotinonitrile.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul Andrew; BURGER, Matthew T.; LOU, Yan; NISHIGUCHI, Gisele A.; POLYAKOV, Valery Rostislavovich; RAMURTHY, Savithri; SUBRAMANIAN, Sharadha; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (180 pag.)WO2016/38583; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89282-03-1 , The common heterocyclic compound, 89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, 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.

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

The synthetic route of 89282-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
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.953780-40-0, name is Methyl 5-fluoro-6-methoxynicotinate, molecular formula is C8H8FNO3, molecular weight is 185.15, as common compound, the synthetic route is as follows.SDS of cas: 953780-40-0

A mixture of methyl 5-fluoro-6-methoxynicotinate (3.5 g, 18.9 mmol) and KOH (4.2 g, 61.5 mmol) in MeOH (70 ml) was stirred at room temperature for 5 h. After concentration, the residue was dissolved in water, and the obtained solution was washed with ether. The aqueous phase was acidified to pH = 1 with dilute hydrochloric acid, and extracted with ether, and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated under vacuum to afford S-fluoro–methoxynicotinic acid (3.2g, 98%) as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,953780-40-0, Methyl 5-fluoro-6-methoxynicotinate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2007/120729; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7477-10-3, 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 7477-10-3, name is 6-Chloro-5-nitronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(Trimethylsi.yl)diazomethane (8.25 mL of a 2.00 M solution in hexanes, 16.5 mmol) was added in three portions to a stirred solution of delta-chloro-S-nitronicotinic acid (1.00 g, 4.95 mmol) in methanol (12.0 mL) and DCM (24.0 mL) at 0 C. The reaction mixture was quenched with TFA and concentrated in vacuo to afford the title compound i-2a . mlz (ES) 217 (MH)+. 1H NMR (500 MHz, CDCl3): delta 9.20 (d, 1H, J= 2.1 Hz), 8.79 ((L IR J= 2.1 Hz), 4.05 (s, 3H).

According to the analysis of related databases, 7477-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHU, Lin; OGAWA, Anthony; OK, Hyun, O.; UJJAINWALLA, Feroze; WO2010/51245; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 97966-00-2, 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 97966-00-2, name is 5-Bromo-2,3-dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-methylpropan-l-ol (7.92 g, 107 mmol) was added to a slurry of sodium hydride (3.21 g, 134 mmol, 60% dispersion in oil) in N,N-dimethylformamide (50 mL) at 0 C. The reaction mixture was stirred for 0.5 h, followed by the addition of a solution of 5-bromo-2,3-dichloropyridine (20.2 g, 89.0 mmol) in N,N-dimethylformamide (80 mL) at 0 C. The reaction mixture was stirred at 0 C for 1 h and then quenched with brine ( 100 mL). The organic layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified via silica gel column chromatography eluting with ethyl acetate in hexanes using 10-30% gradient to afford the title compound as a colourless liquid (22.9 g, 81% yield): ‘H NMR (300 MHZ, CDC13) delta 8.04 (s, 1H), 7.72 (s, 1H), 4.08 (d,J= 3.0 Hz, 2H), 2.17-1.97 (m 1H), 1.00 (d, J= 9.0 Hz, 6H).

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 97966-00-2, 5-Bromo-2,3-dichloropyridine.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; DEHNHARDT, Christoph Martin; CHOWDHURY, Sultan; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HEMEON, Ivan William; SAFINA, Brian; SUTHERLIN, Daniel, P.; WO2014/8458; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, 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, Recommanded Product: 3-Bromo-2-chloro-6-picoline, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-chloro-6-picoline

To a cooled (0 C) solution of 3-bromo-2-chloro-6-methylpyridine (300 mg, 1.45 mmol) in tetrahydrofuran (20 mL), add sodium methoxide (1.57 g, 29 mmol), slowly with stirring. Allow the mixture to warm to ambient temperature and stir overnight. Add additional sodium methoxide (500 mg) and stir at 100 C overnight. Quench with water (20 mL), extract three times with ethyl acetate (30 mL). Combine the organics and wash with water then brine, and dry over sodium sulphate. Filter and concentrate to give the title product as a yellow solid (135 mg, 46%). 1HNMR (MeOH-d4): delta 7.72(d, 1H), 6.70(d, 1H), 3.93(s, 3H), 2.38(s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; FERNANDEZ, Maria Carmen; GONZALEZ-GARCIA, Maria Rosario; LIU, Bin; PFEIFER, Lance Allen; WO2013/112323; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 934180-48-0, 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. 934180-48-0, name is 4-Chloro-2-methoxy-3-nitropyridine. A new synthetic method of this compound is introduced below.

General procedure: To a soln. of 1-fluoro/chloro-2-nitro-(hetero)arene (BB-2, 1 eq) and Boc-protected diamine (BB-1 , 1 to 1.2 eq) in DMSO (1.5 mL/mmol) was added DIPEA (2 eq) and the soln. was heated at a given temperature for a given time (see Table 16). The rxn mixture was partitioned between EtOAc and water. The org. phase was washed with water (4x) and with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc and/or DCM/MeOH.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934180-48-0, 4-Chloro-2-methoxy-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (188 pag.)WO2019/141803; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89415-54-3 ,Some common heterocyclic compound, 89415-54-3, molecular formula is C6H8BrN3, 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.

To a solution of 5-brom?-N*2*-methyl-pyridine-2,3-diamine (Stage 67.1.4, 1 2 g, 5.94 mmol) in 2 M aqueous HCI (70 ml) cooled with an ice-bath was added a solution of sodium nitrite (Fluka, Buchs, Switzerland, 492 mg, 7 13 mmol) in water (10 ml) The reaction mixture was stirred at 0C for 1 h and at rt for 75 mm then basifed with 2 M aqueous NaOH (75 ml) and extracted with EtOAc The organic layer was washed with brine, dried over NaaSO,., filtered and evaprated The crude product was dry loaded on silica gel and purified by MPLC (heptane/EtOAc 0% – 30%) to give the title compound as a blue solid (HPLC tR 2 46 min (Method A), M+H = 213, 215 MS-ES),

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. 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem