Category: 677728-92-6

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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Quality Control of 2-Fluoropyridine-5-carbaldehyde

Intermediate 8.2- ^S-formylpyridm-2-ylV3-azaspi- |’5.51undecan-9-yl)aSodium bicarbonate (2.70 g, 5 equiv), 2-fluoropyridine-6-carboxaldehyde (0.80 g, 1 equiv) and the hydrochloride salt of 3-azaspiro[5.5]undec-9-ylacetic acid (1.59 g, 1 equiv) were stirred at 80 C in NMP (12 mL) for 5 hours. The mixture was cooled to room temperature, acidified with 1 M HCl (25 mL, 4 equiv), diluted with water, and extracted with dichloromethane. The combined organic layers were concentrated in vacuo and purified by silica gel chromatography (0% acetone:dichloromethane to 50% acetoneidichloromethane) to give the pure aldehyde as a white solid: [ H]+ m/z 317.

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Reference:
Patent; MERCK SHARP & DOHME CORP.; CERNAK, Timothy, A.; BALKOVEC, James, M.; NARGUND, Ravi, P.; REITER, Maud; SPERBECK, Donald, M.; DYKSTRA, Kevin, D.; YU, Yang; DREHER, Spencer; MALONEY, Kevin, M.; WU, Zhicai; DEVITA, Robert, J.; VERRAS, Andreas; WO2012/9217; (2012); A1;,
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Related Products of 677728-92-6, 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 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 24: (trans-4-{ri-(5-formylpyridin-2-yl)piperidin-4-yl1oxy|cvclohexyl)acetic acidA mixture of [trans-4-(piperidin-4-yloxy)cyclohexyl] acetic acid (0.8 g, 3.32 mmol), 3- fluoro-5-formylpyridine (0.415 g, 3.32 mmol) and sodium bicarbonate (1.67 g, 19.89 mmol) in NMP (6 ml) was heated at 110C in an oil bath over night under N2. The reaction mixture was cooled to room temperature then concentrated under vacuum. The residual was applied onto a silica gel column and eluted with acetone/dichloromethane 0-100%. This resulted in 0.28 g (24.4%) of: (trans-4-{[l-(5-formylpyridin-2-yl)piperidin-4-yl]oxy}cyclohexyl)acetic acid as a white solid. LC-MS (ES, m/z): Ci9H26N204: 346; Found: 347 [M+H]+.

According to the analysis of related databases, 677728-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; DE VITA, Robert, J.; HONG, QingMei; LAI, Zhong; DYKSTRA, Kevin, D.; YU, Yang; LIU, Jian; SPERBECK, Donald; JIAN, Tianying; GUIADEEN, Deodial; XU-QIANG YANG, Ginger; WU, Zhicai; HE, Shuwen; TING, Pauline, C.; ASLANIAN, Robert; KUETHE, Jeffrey, T.; BALKOVEC, James, M.; KUANG, Rongze; ZHOU, Gang; WU, Heping; WO2012/164071; (2012); A1;,
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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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4FNO

A mixture of [3-(6-morpholin-4-yl-9-piperidin-4-yl-9H-purin-2-yl)phenyl]methanol (30 mg, 0.076 mmol), NaCNBH3 (25 mg, 0.40 mmol), zinc chloride (20 mg, 0.183 mmol) and 6-fluoronicotinicaldehyde (14 mg, 0.11 mmol) in methanol is stirred for 24 hours at room temperature. The mixture is then filtered, dissolved in DMSO (1 mL) and purified by chromatography by HPLC to give 9 mg (24% yield) of the title product.

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Reference:
Patent; Wyeth; US2008/233127; (2008); 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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4FNO

A mixture of [3-(6-morpholin-4-yl-9-piperidin-4-yl-9H-purin-2-yl)phenyl]methanol (30 mg, 0.076 mmol), NaCNBH3 (25 mg, 0.40 mmol), zinc chloride (20 mg, 0.183 mmol) and 6-fluoronicotinicaldehyde (14 mg, 0.11 mmol) in methanol is stirred for 24 hours at room temperature. The mixture is then filtered, dissolved in DMSO (1 mL) and purified by chromatography by HPLC to give 9 mg (24% yield) of the title product.

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, 677728-92-6, 2-Fluoropyridine-5-carbaldehyde.

Reference:
Patent; Wyeth; US2008/233127; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 677728-92-6, 2-Fluoropyridine-5-carbaldehyde, 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, 677728-92-6, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Fluoropyridine-5-carbaldehyde

EXAMPLE 234. 5-(l,3-DIOXOLAN-2-YL)-2-FLUORO-3-(4,4,5,5-TETRAMETHYL-l,3,2- DIOXABOROLAN-2-YL)PYRIDINESTEP 1: 5-(l,3-DIOXOLAN-2-YL)-2-FLUOROPYRIDINE[00611 ] 6-Fluoronicotinaldehyde (21.96 g, 176 mmol) was suspended in toluene (340 mL) and ethylene glycol (10.4 mL, 186 mmol) and p-toluenesulfonic acid (Acros, 15% in acetic acid, 1.10 mL) were added. The flask was fitted with a Dean-Stark head and a reflux condenser, and placed in a preheated oil bath (120 0C) and the reaction was stirred. After 45 minutes, the reaction was cooled to room temperature. The reaction was diluted with saturated sodium bicarbonate (50 mL), water (150 mL) and EtOAc (150 mL). The layers were separated and the aqueous phase was extracted with EtOAc. The organic phases were combined, dried over sodium sulfate, filtered, concentrated, and purified on a silica gel filter (600 mL fritted filter with about 3 inches of silica gel; DCM to 100: 1 to 50: 1 DCM / MeOH to 40: 1 DCM / MeOH) to give 19.055 g of 5-(l,3-dioxolan-2-yl)-2-fluoropyridine. m/z (ESI, +ve ion) 170 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Patent; AMGEN INC.; ANDREWS, Kristin; BO, Yunxin, Y.; BOOKER, Shon; CEE, Victor, J.; D’ANGELO, Noel; HERBERICH, Bradley, J.; HONG, Fang-Tsao; JACKSON, Claire, L., M.; LANMAN, Brian, A.; LIAO, Hongyu; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; PETTUS, Liping, H.; REED, Anthony, B.; SMITH, Adrian, L.; TADESSE, Seifu; TAMAYO, Nuria, A.; WU, Bin; WURZ, Ryan; YANG, Kevin; WO2010/126895; (2010); A1;,
Pyridine – Wikipedia,
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Synthetic Route of 677728-92-6, 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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: A solution containing the corresponding 4-fluoro aryl aldehyde (20.0mmol) and 4-hydroxy aryl aldehyde (20.0mmol) in DMAC (20 mL) was added to K2CO3(24.0mmol) and stirred at 100 C for 4 h under N2. The progress of the reaction was monitored by TLC (eluent: petroleum ether /ethyl acetate 5:1). Following the disappearance of the starting material, the mixture was washed with 1mol/LHCl(30 mL), 5% solution of NaHCO3(30 mL), and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated to yield the crude material used for the subsequent reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Article; Bian, Cong; Chen, Xiaofang; Hu, Laixing; Hu, Xinxin; Liu, Yonghua; Wang, Chong; Wu, Yanbin; You, Xuefu; Zhang, Yongzhong; Bioorganic and medicinal chemistry letters; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 677728-92-6, 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 677728-92-6 as follows.

A suspension of 6-fluoro-pyridine-3-carbaldehyde (125 mg, 1.0 mmol), N-[3-(3-fluoro-4-hydroxy-phenyl)-2-oxo-oxazolidin-5(S)-ylmethyl]- acetamide (200 mg, 0.746 mmol), K2CO3 (552 mg, 4.0 mmol) in acetonitrile (20 niL) was stirred at 60 C under nitrogen for 15 h. The reaction mixture was diluted with EtOAc, filtered and evaporated. The crude product was purified by flash chromatography (1 : 1 hexane/EtOAc followed by 1 % MeOH in EtOAc) to give the title product as oil (235 mg, 84 %). ESI MS m/z 31 A (M + H+); 1H NMR (400 MHz, CD3OD) delta 9.97 (s, 1 H), 8.60 (d, J= 2.0 Hz, 1 H), 8.29 (dd, J= 8.4, 2.4 Hz, 1 H), 7.70 (dd, J= 12.0, 1.6 Hz, 1 H), 7.33-7.20 (m, 3 H), 4.80-4.78 (m, 1 H), 4.19 (t, J= 9.0 Hz, 1 H), 3.85 (dd, J= 9.6, 6.4 Hz, 1 H), 3.58 (d, J= 4.8 Hz, 2 H), 1.97 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; WO2009/120789; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 677728-92-6 ,Some common heterocyclic compound, 677728-92-6, molecular formula is C6H4FNO, 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.

[001077] A mixture of 6-fluoronicotinaldehyde (4.7 g, 37.6 mmol) and titanium isopropoxide (1.37 g, 75.2 mmol) in dry THF (90 mL) was stirred at r.t. for 30 mins under nitrogen. Then a solution of 2-methyl-2-propanesulfinamide (4.56 g, 37.6 mmol) in dry THF (10 mL) was added. The reaction mixture was stirred at r.t. for 16 h, diluted with EtOAc (200 mL) and MeOH (50 mL), and then brine (100 mL) was added slowly. The mixture was stirred at r.t. for 30 mins and filtered. The solid was washed with EtOAc (200 mL x 2). The filtrate was extracted with EtOAc (200 mL x 3). The combined organics were washed with brine (50 mL x 2), dried over Na2S04, and concentrated. The residue was purified by SGC (PE/EtOAc = 5/1) to give the title compound. LC-MS: m/z = 303 (M+H)+, RT = 1.61 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 677728-92-6 ,Some common heterocyclic compound, 677728-92-6, molecular formula is C6H4FNO, 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.

l-(6-fluoropyridin-3-yl)prop-2-yn-l-yl acetate : 6-fluoronicotinaldehyde (300 mg, 2.40 mmol) was dissolved in THF (15 mL) and brought to 0 C. Ethynylmagnesium bromide (0.5 M in THF, 5.76 mL, 2.88 mmol) was added slowly and the resulting solution allowed to stir for 30 minutes. Acetic anhydride (0.45 mL, 4.80 mmol) was then added, the cold bath removed, and the reaction mixture allowed to warm to room temperature over 2 hours. The reaction contents were quenched by the addition of saturated aqueous NH4C1 (5 mL), poured into water (5 mL), and extract with EtOAc (3 x 15 mL). The combined organic phase was washed with brine (10 mL), dried over MgS04 and concentrated. The crude residue was purified by flash chromatography (eluent: EtOAc / hexanes) to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth, M.; BALAN, Gayatri; CHOU, Chien-Hung; CLARK, Christopher, T.; COTTELL, Jeromy, J.; KIM, Musong; KIRSCHBERG, Thorsten, A.; LINK, John, O.; PHILLIPS, Gary; SCHROEDER, Scott, D.; SQUIRES, Neil, H.; STEVENS, Kirk, L.; TAYLOR, James, G.; WATKINS, William, J.; WRIGHT, Nathan, E.; ZIPFEL, Sheila, M.; (604 pag.)WO2017/7689; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Formula: C6H4FNO

A suspension of 6-fluoronicotinaldehyde 31 (1.809 g, 14.46 mmol), methyl 4-hydroxybenzoate 32 (2 g, 13.15 mmol), and K2CO3 (1.998 g, 14.46 mmol) in DMF (26.3 ml) was stirred at 110 C. for 4 h. LCMS indicated the reaction was complete. Upon cooling, the reaction was quenched with water. The resulting solid was collected by filtration and rinsed with water and dried in vacuo to yield compound 33 (3.30 g, 12.84 mmol, 95.1% yield). LCMS ESI: calculated for C14H11NO4=258.1 (M+H+), found 258.0 (M+H+). 1H NMR (400 MHz, CHLOROFORM-d) delta 10.01 (s, 1H), 8.63 (d, J=2.4 Hz, 1H), 8.23 (dd, J=8.6, 2.4 Hz, 1H), 8.17-7.97 (m, 2H), 7.27-7.22 (m, 2H), 7.10 (d, J=8.6 Hz, 1H), 3.93 (s, 3H).

The synthetic route of 677728-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; POUDEL, Yam B.; GANGWAR, Sanjeev; HE, Liqi; SIVAPRAKASAM, Prasanna; BROEKEMA, Matthias; COX, Matthew; TARBY, Christine M.; ZHANG, Qian; (75 pag.)US2020/38403; (2020); A1;,
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Pyridine | C5H5N – PubChem