Category: 677728-92-6

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. Quality Control of 2-Fluoropyridine-5-carbaldehyde

Intermediate 61 : ethyl trans-4-{[l-(5-formylpyridin-2-yl)piperidin-4- ylloxyl cyclohexanecarboxylaEthyl trans-4-(piperidin-4-yloxy)cyclohexanecarboxylate (260 mg, 1.02 mmol) in DMSO (3 ml) was added 2-fluoro-5-formypyridine (166 mg, 1.32 mmol), and sodium bicarbonate (855 mg, 10.2 mmol). The mixture was heated at 110 C under N2 for 2 hours. The reaction was cooled to RT, quenched with water, and extracted with ethyl acetate (2X40 ml). Dried over MgS04, filtered and concentrated. The residue was purified by preparative TLC (40%>EtOAc/Hexane) to give the title compound as a white solid. LC-MS (ES, m/z): C20H28N2O4: 360; Found: 361 [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; 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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products 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.

[1275] 6-morpholinonicotinaldehyde : To a solution of 6-fluoronicotinaldehyde (0.5 g, 4 mmol, 1 eq) in DMF (15 mL) was added slowly K2CO3 (0.82 g, 6 mmol, 1.5 eq) and morpholine (0.4 mL, 4.8 mmol, 1.2 eq) at 0C. The mixture was stirred at 110C. for 16 h under N2 atmosphere. TLC (50% EtOAc in hexane) showed the reaction was completed. The reaction was cooled to room temperature and was concentrated under reduced pressure, and then the crude was diluted with EtOAc (150 mL), washed with water (215 mL). The organic layer was dried over anhydrous Na2SO4, concentrated under reduced pressure to crude product, The crude was purified by flash chromatography using 20-25% EtOAc in hexane as an eluent to give 6-morpholinonicotinaldehyde. 1H NMR (400 MHz, CDCl3) delta ppm 3.66 (s, 8H), 6.92 (d, J=9.2 Hz, 1H), 7.87-7.89 (m, 2H), 9.73 (s, 1H).

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. 677728-92-6, 2-Fluoropyridine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature 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.

Example 6 Synthesis of 2-fluoro-5-[(E)-2-(4-methoxyphenyl)vinyl]pyridine (1f); Compound 1f was synthesized by Horner-Wadsworth-Emmons.10Synthe -fluoro-5-[(E)-2-(4-methoxyphenyl)vinyl1pyridine (1f)To a solution of diethyl [4-(meththoxy)benzyl]phosphonate (500 mg, 1 .94 mmol) and 6-fluoropyridine-3-carbaldehyde (242 mg, 1 .94 mmol) in DMF (4 mL) was added a solution of potassium tert.butylat (543 mg, 4.8 mmol) in DMF (16 mL). After stirring for one hour the reaction mixture was quenched with saturated aqueous ammonium chloride solution, extracted with dichloromethane, washed with brine and dried over sodium sulfate. The residue was purified by chromatography on silica gel (ethyl acetate in hexane 0 to 50%) to yield 50.6 mg (10.3%) of the title compound.1 H-NMR (400 MHz, CHLOROFORM-d) d = 3.85 (s, 3H), 6.92 (d, 1 H), 6.92 (dd, 1 H), 6.93 (d, 2H), 7.05 (d, 1 H), 7.46 (d, 2H), 7.93 (ddd, 1 H), 8.28 (d, 1 H) ppm. 19F-NMR (376 MHz, CHLOROFORM-d) delta = -70.13 (d, 1 F) ppm. MS ES+ m/z = 230.13 (M+1 ).

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; BAYER PHARMA AKTIENGESELLSCHAFT; BERNDT, Mathias; BROCKSCHNIEDER, Damian; HEINRICH, Tobias; BERGER, Markus; WO2011/141515; (2011); 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, Quality Control of 2-Fluoropyridine-5-carbaldehyde, blongs to pyridine-derivatives compound. Quality Control of 2-Fluoropyridine-5-carbaldehyde

A solution of 2-hydroxy-4-methoxy-aniline hydrochloride (20.2 mmol) and triethylamine (2.9 mL) in dry MeOH (150 mL) was treated with 2-fluoro-5-formylpyridine (2.477 g). The resulting mixture was stirred at rt for 40 mins and then concentrated to dryness to give 7.74 g of a reddish-orange solid. The residue was separated between CH2Cl2 (400 mL) and brine (200 mL) and the aqueous layer further extracted with (3 x 200 mL) CH2Cl2, the combined organics were then dried with Na2SO4, filtered and evaporated to give 5.36 g of an orange solid (quantitative yield): MS m/z 247 (M+H).The residue was taken up in dry CH2Cl2 (250 mL) and 2,3-dichloro-5,6-dicyano-l,4- benzoquinone (DDQ, 5.59 g) was added. After stirring at room temperature for 45 min, the resulting mixture was diluted with CH2Cl2 (500 mL), gravity filtered with a fluted filterpaper and the filtrate washed with saturated aqueous Na2CO3 (3 x 150 mL). The combined aqueous layers were back-extracted with (200 mL) CH2Cl2 and the combined organic layers washed with brine (200 mL). The organic layer was dried with Na2SO4 and evaporated to give 4.42 g of a brown solid. The crude was purified by flash column chromatography (SiO2, Heptane :EtO Ac 0-M00%) to give the title compound as a white solid 1.99 g (41% yield over two steps): IH NMR delta ppm 8.98 (d, 1 H) 8.61 – 8.69 (m, 1 H) 7.73 (d, 1 H) 7.41 – 7.49 (m, 2 H) 7.04 (dd, 1 H) 3.86 (s, 3 H); MS m/z 245 (M+H).

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

Reference:
Patent; ASTRAZENECA AB; WO2007/149030; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 677728-92-6, 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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde, molecular formula is C6H4FNO, 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.

Dissolve 2-fluoro-5-formyl pyridine (5.70g, 45.6mmol) in THF (lOOmL) and cool to -78C. Slowly add via cannula, a solution of 3-butenylmagnesium bromide (lOOmL, SOmmol) over 20mm. Stir the resulting mixture at -78C for 45mm, then warm to 0C and stir for 2h, then allow mixture to warm to room temperature over lh. Slowly addsaturated aq. solution of NaHCO3 (1 OOmL) and pour the mixture into water (1 OOmL). Extract the mixture with diethyl ether (3 X lOOmL) and combine the organic solutions. Wash the organic solution with water (2 X 1 OOmL) and brine (1 OOmL), then dry over Na2504, filter and concentrate in vacuo. Purify the crude oil by flash chromatography, using a linear gradient of 100% hexanes to 80% EtOAc/hexanes as eluant, to give the titlecompound (5.16g, 62%) as a clear colorless oil. MS [EI+] 182.0 (M+H). ?H NMR(400MHz, CDC13): 8.12 (m, 1H), 7.88 (dt, 1H, J 2.5, 8.3), 7.09 (dd, 1H, J 2.8, 8.5),5.78 (m, 1H), 5.38 (d, 1H, J 4.6), 4.96 (m, 1H), 4.90 (m, 1H), 4.78 (m, 1H), 2.01 (m,2H), 1.65 (m, 2H).

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

Reference:
Patent; ELI LILLY AND COMPANY; GARDINIER, Kevin Matthew; GERNERT, Douglas Linn; HAHN, Patric James; HOLLINSHEAD, Sean Patrick; KHILEVICH, Albert; MAYHUGH, Daniel Ray; ORNSTEIN, Paul Leslie; PORTER, Warren Jaye; REEL, Jon Kevin; SCHKERYANTZ, Jeffrey Michael; SPINAZZE, Patrick Gianpietro; STEVENS, Freddie Craig; WITKIN, Jeffrey Michael; (199 pag.)WO2015/183673; (2015); 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. Application In Synthesis of 2-Fluoropyridine-5-carbaldehyde

2) Preparation of (Z)-3-(6-fluoropyridin-3-yl)-2-(5-methoxy-1H-indol-3-yl)-acrylonitrile To a solution of tert-butyl 3-(cyanomethyl)-5-methoxy-1H-indol-1-carboxylate (719 mg, 2.51 mmol, 1.0 eq.) in anhydrous THF (30 mL) was added, under an argon atmosphere, NaH (106 mg, 80%, 3.52 mmol, 1.4 eq.). The mixture was stirred at room temperature for 2 hours, and then cooled to 0 C. before the addition of 6-fluoro-pyridine-3-carbaldehyde (440 mg, 3.52 mmol, 1.4 eq.) in anhydrous THF (6 mL). The reaction apparatus was protected from light and the mixture was stirred at 0 C. for 4 hours, and then quenched with a saturated aqueous ammonium chloride solution. The mixture was stirred again at room temperature for 4 hours and extracted with ethyl acetate. The organic layer was washed with brine and dried over MgSO4. The solvent was removed under reduced pressure, and the residue purified by silica gel flash-column chromatography (eluent: CH2Cl2/EtOH, 98:2) to afford, after trituration with diethyl ether, the compound (28) as a yellow powder (45 mg, 6%). IR numax (cm-1): 2215 (nuCN); 1H NMR (DMSO, 300 MHz): delta (ppm): 3.84 (3H, s, 5′-methoxy), 6.91 (1H, dd, J6′-7’=8.9 Hz, J6′-4’=2.1 Hz, H6′), 7.36 (1H, dd, J5″-4″=8.5 Hz, J5″-F=2.1 Hz, H5″), 7.41 (1H, d, J7′-6’=8.9 Hz, H7′), 7.49 (1H, d, J4′-6’=2.4 Hz, H4′), 7.76 (1H, s, H3), 7.78 (1H, s, H2′), 8.52 (1H, td, J5″-4″=J5″-F=10.1 Hz, J4″-2″=1.8 Hz, H4″), 8.67 (1H, d, J2″-4″=1.8 Hz, H2″), 11.66 (1H, s, indolic H); 13C NMR (DMSO, 75.5 MHz): delta (ppm): 55.6 (5′-methoxy), 102.0 (C4′), 108.2 (C2), 109.7 (1C, d, 2JC-F=37 Hz, C5″), 110.0 (C3′), 112.4 (C6′), 113.2 (C7′), 118.0 (C1), 124.0 (C3a’), 127.7 (C2′), 129.5 (1C, d, 4JC-F=4 Hz, C3″), 130.7 (C3), 132.3 (C7a’), 140.7 (1C, d, 3JC-F=8 Hz, C4″), 148.2 (1C, d, 3JC-F=15 Hz, C2″), 154.6 (C5′), 162.6 (1C, d, 1JC-F=237 Hz, C6″); ESI: 294.1 ([M+H]+), 316.1 ([M+Na]+), 348.1 ([M+Na+ MeOH]+); HRESI-MS: m/z 294.1052 (calcd for C17H13N3OF, 294.1043).

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; COMMISSARIAT A L’ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; Guillou, Catherine; Kozielski, Frank; Labriere, Christophe; Gueritte, Francoise; Tcherniuk, Sergey; Skoufias, Dimitrios; Thal, Claude; Husson, Henri-Philippe; US9212138; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem