Month: April 2022

Related Products of 886374-01-2 , The common heterocyclic compound, 886374-01-2, name is 5-Chloro-3-fluoro-2-methoxypyridine, molecular formula is C6H5ClFNO, 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.

A stirred mixture of 5-chloro-3-fluoro-2-methoxypyridine (0.33 g, 2.0 mmol), bis(pinacolato)diboron (0.58 g, 2.3 mmol), [l,l-bis(diphenylphosphino)- ferrocene]palladium(II) chloride, complex with DCM (0.17 g, 0.21 mmol), and potassium acetate (0.61 g, 6.17 mmol) in dry 1,4-dioxane (8.0 mL) was purged three times with argon and placed under vacuum three times. The mixture was heated to and monitored with LC-MS and TLC. After 21 h, the reaction was cooled to rt then filtered through Celite. The organic solvent was removed under reduced pressure, and the black residue was identified as 3-fluoro-2- methoxy-5-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)pyridine and used without purification. Mass Spectrum (pos.) m/e: 254.0 (M+H)+.

The synthetic route of 886374-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.; WO2012/3283; (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. 78760-60-8, name is 5-(Benzyloxy)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 78760-60-8

Step 2:5-Benzyloxy-pyridine-2-carboxamidine (3_60_3) [00484] Butyllithium (1.6N in hexane, 168 mL, 269 mmol) was added to a solution of hexamethyldisilazane (56.5 mL, 269 mmol) in tetrahydrofuran (250 mL) at 0C, and stirred at 0C for 1 hour to form lithium hexamethyldisilazide (LHMDS). A solution of compound 3_60_2 (22.6 g, 107.6 mmol) in tetrahydrofuran (250 mL) was added slowly at 0C, and the mixture was warmed to room temperature slowly and stirred for 16 hours at room temperature. A IN hydrochloric acid solution (300 mL) was added to the reaction mixture to give a precipitate which was collected to give pure compound 3_60_3 (17 g, 70 % yield). From the mother liquor an additional amount of crude compound 3_60_3 (10 g) was obtained as a gum. [00485] NMR (400 MHz, DMSO-d6): delta = 5.32 (s, 2H), 7.32-7.52 (m, 5H), 7.78 (dd, J = 8.8, 2.9 Hz, 1H), 8.25 (d, J = 8.6 Hz, 1H), 8.54 (d, J = 2.7 Hz, 1H), 9.18 (s, 2H), 9.32 (s, 2H).

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, 78760-60-8, 5-(Benzyloxy)picolinonitrile.

Reference:
Patent; AICURIS GMBH & CO. KG; KLENKE, Burkhard; WIEGAND, Irith; SCHIFFER, Guido; BROETZ-OESTERHELT, Heike; MAITI, Samarendra N.; KHAN, Jehangir; REDDY, Andhe; YANG, Zhixiang; HENA, Mostafa; JIA, Guofeng; LIGONG, Ou; LIANG, Hong; YIP, Judy; GAO, Chuanjun; TAJAMMUL, Sabiha; MOHAMMAD, Rahim; BISWAJEET, Ganguli; WO2013/110643; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 944900-06-5, name is 2-Chloro-6-(trifluoromethyl)nicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 944900-06-5

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (lnt-17) (70 g, 1.0 eq.) in nitro methane (700 mL) was added sodium hydroxide (6.7 g, 0.5 eq.) at room temperature. The resulting reaction mixture was heated to 100 C and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was concentrated under reduced pressure to remove nitro methane quenched with ice water (500 mL) and extracted with ethyl acetate (2 x 1.0 L). The combined organic layer was washed with water (500 mL), brine (500 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to get pure l-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int- 18) (65.0 g, 72.0 %).

With the rapid development of chemical substances, we look forward to future research findings about 944900-06-5.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; GREUL, Joerg, Nico; MANSFIELD, Darren; FUeSSLEIN, Martin; RIECK, Heiko; RIEDRICH, Matthias; RODEFELD, Lars; KATHER, Kristian; MALSAM, Olga; LOeSEL, Peter; VOERSTE, Arnd; SCHWARZ, Hans-Georg; ILG, Kerstin; GOeRGENS, Ulrich; CARLES, Lionel; COQUERON, Pierrre-Yves; DESBORDES, Philippe; MERESSE, Philippe; WO2013/64460; (2013); 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.98139-15-2, name is 4-Aminopicolinonitrile, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.SDS of cas: 98139-15-2

Methyl 4-(tert-butylsulfamoyl)-3-chloro-l -methyl -pyrrole-2-carboxylate (50 mg, 0.16 mmol) and 4-aminopyridine-2-carbonitrile (0.021 g, 0.18 mmol) were dissolved in THF (5 mL) and cooled in an ice bath. To this was added dropwise lithium bis(trimethylsilyl)amide in toluene (0.32 mL, 1 M, 0.32 mmol) over a period of 5 minutes. The resulting mixture was allowed to reach room temperature and was stirred for 3 hours. The resulting mixture was quenched using ammonium chloride (10 mL / aq. sat.). This was extracted using ethylacetate (3 X 20 mL). The combined extracts were washed with brine (20 mL), dried on Na2S04, filtered and concentrated in vacuo. The obtained crude was purified by silica gel column chromatography using gradient elution from heptane to iPrOH. (100:0 to 70:30). The desired fractions were concentrated in vacuo and dried in a vacuum oven at 55 C for 24 hours yielding compound 6 (10 mg) as a bright white powder. Method B; Rt: 0.91 min. m/z : 394.0 (M-H)~ Exact mass: 395.1. 1H NMR (0198) (400 MHz, DMSO-d6) delta ppm 1.18 (s, 9 H), 3.79 (s, 3 H), 7.38 (s, 1 H), 7.65 (s, 1 H), 7.90 (dd, J=5.6, 2.1 Hz, 1 H), 8.20 (d, J=2.0 Hz, 1 H), 8.63 (d, J=5.5 Hz, 1 H), 10.97 (br. s., 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 19235-89-3, name is 4-Chloropyridine-2-carbonitrile. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3ClN2

Reference Example 111 2-Cyano-4-methylthiopyridine 4-Chloro-2-cyanopyridine (2.18 g, 15.7 mmol) and sodium thiomethoxide (2.20 g, 31.4 mmol) were dissolved in THF (100 ml), and the mixture was refluxed for 2 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate.. The solvent was evaporated to give the titled compound (2.36 g, 99 %) as pale yellow crystals.1H-NMR (CDCl3) delta: 2.53 (3H, s), 7.25-7.27 (1H, m), 7.45(1H, s), 8.46 (1H, d, J = 5.3 Hz). IR(KBr): 2233, 1574, 1537, 1462, 1386, 1292, 1099, 987, 962, 844 cm-1.

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, 19235-89-3, 4-Chloropyridine-2-carbonitrile.

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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.Computed Properties of C6H5BrN2O2

Intermediate 6.1 : 2-bromo-5-nitro-pyridine-4-carboxylic acid To a solution of 2-bromo-4-methyl-5-nitropyridine (10 g, 46.5 mmol) in H2S04 (100 mL) was added Cr03 (15.5 g, 153 mmol) in portions at 0C. The reaction solution was stirred at 0C for 1 h and then warmed to ambient for 16 h. Then the solution was poured into a mixture of ice and water (300 mL), stirred at room temperature for 1 h, filtered to get a white solid, this target compound was used for the next step without any further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; SOERENSEN, Morten Dahl; LARSEN, Jens Christian Hoejland; NOERREMARK, Bjarne; LIANG, Xifu; HUANG, Guoxiang; CHEN, Jinzhong; WO2013/82756; (2013); A1;,
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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, molecular formula is C6H6BrCl2N, 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. Recommanded Product: 5-Bromo-2-(chloromethyl)pyridine hydrochloride

Manufacturing Example 54-1-3 5-Bromo-2-phenoxymethyl-pyridine; To an N,N-dimethylformamide (40.0 mL) solution of phenol (1.92 g, 20.4 mmol) was added sodium hydride (815 mg, 20.4 mmol, 60percent in oil) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 20 minutes at room temperature. To the reaction solution was then added a mixture of 5-bromo2-chloromethyl-pyridine hydrochloride (4.2 g, 20.4 mmol) described in Manufacturing Example 54-1-2 and triethylamine (28.0 mL, 20.4 mmol), which was stirred first for 30 minutes at room temperature and then for 45 minutes at 70° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. This organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated from the filtrate under a reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:10) to obtain the title compound (4.40 g, 81.7percent).1H-NMR Spectrum (CDCl3) delta (ppm): 5.15 (2H, s), 6.95-6.99 (3H, m), 7.25-7.31 (2H, m), 7.42-7.45 (1H, m), 7.81-7.83 (1H, m), 8.64-8.65 (1H, m).

With the rapid development of chemical substances, we look forward to future research findings about 936342-91-5.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 29241-65-4, 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. 29241-65-4, name is 5-Bromo-2-chloronicotinic acid. A new synthetic method of this compound is introduced below.

Preparation 1775-Bromo-2-chloronicotinamide To a suspension of 5-bromo-2-chloronicotinic acid (20 g, 84.6 mmol) and oxalyl chloride (12.9 g,101.5 mmol) in DCM (500 mL) was added DMF (618 mg, 8.46 mmol) at room temperature. Thereaction effervesced and was stirred for 3 hours before concentrating to half volume in vacuo. The resulting solution was added carefully to a solution of 7N methanolic ammonia (50 mL) in DCM (200 mL) at -10C, and the reaction was stirred for 18 hours at room temperature. The reaction was concentrated in vacuo, diluted with EtOAc (1 L), washed with water (500 mL), dried over sodium sulphate and concentrated in vacuo. The residue was triturated with cold DCM (200mL) to afford the title compound as a colourless solid (16.3 g, 82%). 1H NMR (400 MHz, DMSO-d6): O ppm 7.81 (s, 1H), 8.08 (s, 1H), 8.21 (d, 1H), 8.63 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29241-65-4, its application will become more common.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 709652-82-4, Adding some certain compound to certain chemical reactions, such as: 709652-82-4, name is 2-Amino-5-bromonicotinonitrile,molecular formula is C6H4BrN3, 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 709652-82-4.

8.2 Boronate 10: Compound 9 (50 g, 0.224 mol),bis (pinacolato) diboron (85.6 g, 0.337 mol), KOAc (44.1 g, 0.449 mol) and Pd (dppf) Cl2. CH2C12 (2.77 g, 3.4 mmol) were charged into a flask. Dioxane (400 mL) was added. Thereaction mixture was stirred at 100C for 2 hr under Ar. When LC-MS indicated that the reaction was completed, the mixture was cooled to room temperature. The mixture was filtered through diatomite, concentrated, diluted with a mixture of ethyl acetate and hexane in 3/1 ratio (1000 mL) , filtered through silica gel (300-400 mesh) , concentrated, crystallized and dried to give boronate 10 (32 g, 66%) as a white solid

According to the analysis of related databases, 709652-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; ABUDUSAIMI, Mamuti; YE, Fangguo; SUN, Jiangqin; MIYAMOTO, Hisashi; CHENG, Jay-Fei; OKA, Daisuke; WO2013/29548; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886365-06-6, 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. 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate, molecular formula is C8H8BrNO2, 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.

5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide: To 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and methylamine (135 mg, 11.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide (130 mg, 65%) as an off-white solid.

According to the analysis of related databases, 886365-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Bhagirath, Niala; Du Bois, Daisy Joe; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158040; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem