Category: pyridine-derivatives

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. 132213-07-1, name is Imidazo[1,2-a]pyridin-6-ylmethanol, molecular formula is C8H8N2O, 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. Application In Synthesis of Imidazo[1,2-a]pyridin-6-ylmethanol

Q. TH-1435 To a O0C solution of imidazo[l,2-a]pyridinyl-6-methanol (76 mg, 0.51 mmol), TH- 1152 (150 mg, 0.34 mmol), and PPh3 (134 mg, 0.51 mmol), in anhydrous toluene (1.5 mL) was added DIAD (103 muL, 0.51 mmol). The reaction mixture was stirred for 5 min, allowed to come to RT, stirred 3h, silica was added to it and volatiles removed. The residue was purified by column chromatography using 2:1 Hexanes/DCM to 20% acetone/DCM a second column 0-50% acetone/toluene. The residue was triturated with EtOAc to provide TH-1435 as a yellow crystalline solid (65 mg). 1H NMR (400 MHz, CDCl3) delta 7.74 (d, J = 2.2 Hz, IH), 7.55 (dd, J= 16.2, 5.7 Hz, 2H), 7.29 (dd, J= 8.6, 2.4 Hz, IH), 6.99 (d, J= 9.2 Hz, 2H), 6.64 (d, J= 8.5 Hz, IH), 6.60 (d, J= 9.2 Hz, 2H), 6.18 (dd, J= 11.0, 4.4 Hz, IH), 4.38 – 4.24 (m, 2H), 3.79 – 3.68 (m, 5H), 3.66-3.60 (m, J= 13.5, 6.0 Hz, 4H), 3.37 – 3.25 (m, IH).

With the rapid development of chemical substances, we look forward to future research findings about 132213-07-1.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2009/140553; (2009); A2;,
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. 139042-59-4, name is 5-Acetyl-2-bromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6BrNO

A solution of sodium hydrosulphide hydrate (5.26 g) in NMP (50 ml) was stirred and heated to 140 C. The mixture was partially evaporated under vacuum to remove the water. A solution of 6-bromopyrid-3-yl methyl ketone (6.26 g) in NMP (20 ml) was added and the mixture was heated to 80 C. for 1 hour. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. There was thus obtained 6-mercaptopyrid-3-yl methyl ketone (3.57 g, 75%).

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca PHARMA S A; US5332757; (1994); A;,
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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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, the common compound, a new synthetic route is introduced below. Formula: C7H4F6N2O4S2

To a solution of the obtained compound (34 mg, 0.08 mmol) in CH2Cl2 (0.8 mL) were added pyridine (15 mg, 0.19 mmol), 2-[N,N-bis(trifluoromethane-sulfonyl) amino]pyridine (34 mg, 0.096 mmol), and DMAP (1 mg) at 0 C. The reaction mixture was stirred at rt for 30 min, and the reaction was stopped by addition of water. The mixture was extracted with CH2Cl2 and the organic layer was washed with water and dried over anhydrous MgSO4. The solvent was concentrated, and the obtained residue was purified by PTLC (AcOEt/hexane = 1:4) to obtain the title compound (37 mg, 83%). 1H NMR (CDCl3) delta: 1.11-1.24 (1H, m), 1.42 (6H, s), 1.43 (3H, s), 1.53 (3H, s), 1.74 (1H, dt, J = 13.7, 3.9 Hz), 1.80-1.93 (1H, m), 2.96 (1H, dt, J = 11.1, 3.6 Hz), 3.59-3.92 (5H, m), 3.98 (2H, s), 7.00-7.03 (2H, m), 7.10-7.35 (6H, m).

The synthetic route of 145100-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ohtake, Yoshihito; Sato, Tsutomu; Matsuoka, Hiroharu; Kobayashi, Takamitsu; Nishimoto, Masahiro; Taka, Naoki; Takano, Koji; Yamamoto, Keisuke; Ohmori, Masayuki; Higuchi, Takashi; Murakata, Masatoshi; Morikawa, Kazumi; Shimma, Nobuo; Suzuki, Masayuki; Hagita, Hitoshi; Ozawa, Kazuharu; Yamaguchi, Koji; Kato, Motohiro; Ikeda, Sachiya; Bioorganic and Medicinal Chemistry; vol. 20; 13; (2012); p. 4117 – 4127;,
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Electric Literature of 169833-70-9, 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. 169833-70-9, name is 6-Bromo-2-chloropyridin-3-amine, molecular formula is C5H4BrClN2, 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.

To a solution of ammonium thiocyanate (0.4 g, 5.0 mmol) in acetone (5 mL) was slowly added benzoyl chloride (0.6 mL, 5.0 mmol) and the suspension was heated to reflux for ten minutes. A solution of 6-bromo-2-chloro-3-pyridinamine (1.0 g, 4.8 mmol) in acetone (10 mL) was then added and the reaction mixture was refluxed for one hour. After cooling to room temperature the mixture was poured into water and partitioned with ethyl acetate (250 mL). The layers were separated and the aqueous layer was further extracted with ethyl acetate (2x, 100 niL). The combined organic layers were washed with brine (2x, 100 rnL), dried over sodium sulfate, filtered and concentrated intil a suspension formed. The white solid was collected by filtration to give JV-(6-bromo-2-chloropyridin-3- ylcarbamothioyl)benzamide (1.6 g, 89%). 1H NMR (400 MHz, d6-DMSO): 12.62 (br s, 1H), 12.00 (br s, 1H), 8.37 (d, 1H), 8.00 (2d, 2H), 7.79 (d, 1H), 7.69 (t, 1H), 7.57 (t, 2H). MS (EI) for C13H9BrClN3OS: 370 (MH+).

According to the analysis of related databases, 169833-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
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Application of 932-35-4, 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. 932-35-4, name is 3-Hydroxypicolinonitrile, molecular formula is C6H4N2O, 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.

Preparation XV 2-Cyano-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside A solution of 1.7 g (14.17 mM) of 2-cyano-3-pyridinol in 80 ml of acetonitrile is prepared and 4.3 g (18.3 mM) of silver oxide and 3 g of 13* molecular sieve are added with the exclusion of light. The mixture is stirred at 50 C. for 10 min, 6.5 g (18.3 mM) of 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranosyl bromide are then added and the reaction mixture is maintained at 50 C. for 18 hours with stirring. The mixture is subsequently cooled to ambient temperature and filtered through a filtration aid. The filtrate is diluted with ethyl acetate, washed with water, an N sodium hydroxide solution and then water to neutral pH and finally dried over magnesium sulfate and concentrated under reduced pressure. The residual oil is crystallized by addition of ethyl ether. 0.89 g of the expected product is obtained in the form of beige crystals (yield=16%). 1H NMR (300 MHz; CDCl3) delta: 8.43 (m, 1H), 7.53 (m, 2H), 5.49 (t, 1H), 5.30 (d, 1H), 5.19 (m, 2H), 3.18 (m, 1H), 2.76 (m, 1H), 2.10 (m, 9H).

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 932-35-4, 3-Hydroxypicolinonitrile.

Reference:
Patent; Laboratoires Fournier S.A.; US2009/182013; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153034-86-7, 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 153034-86-7, name is 2-Chloro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a glovebox, aryl iodide (1.0 mmol), CsF (228 mg, 1.5 mmol), and CuI (19.0 mg, 0.1 mmol) were weighed into a 4-dram borosilicate scintillation vial and dissolved in DMF (5 mL). Aryltriethoxysilane (1.0 mmol) was then added to the mixture, and the vial was tightly capped with a poly-seal cone-lined urea cap (Wheaton). The mixture was taken out of the glovebox and placed in an oil bath preheated to 120 C with vigorous stirring. After 48 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL), and washed with H2O (2× 5 mL). The aqueous fraction was back-extracted with EtOAc (3 ×5 mL). The combined organic fractions were dried (Na2SO4) and cotton-filtered, and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, hexanes, hexanes-Et2O, or hexanes-EtOAc).

According to the analysis of related databases, 153034-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gurung, Santosh K.; Thapa, Surendra; Shrestha, Bijay; Giri, Ramesh; Synthesis; vol. 46; 14; (2014); p. 1933 – 1937;,
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Synthetic Route of 52471-07-5, 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 52471-07-5, name is 2-Amino-6-chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-amino-6-chloronicotinonitrile (118.9 mg, 6.5 mmol) mg, DMAP (31.8 mg, 0.26 mmol) and TEA (988.4 mg, 9.8 mmol) in dichloromethane (15 mL) was added di-tert-butyl decarbonate (4263.5 mg, 19.5 mmol) at RT and the mixture was stirred at RT for 12 h. Sat. NaHCO3(15 mL) was added and the mixture was extracted with EtOAc (20 mL*2). The combined organic layers were dried with Na2SO4. After filtering, the solvent was concentrated under reduced pressure and the resultant residue was purified by column chromatography over silica gel (eluent: petrol ether/EtOAc=100:0 to 70:30). The desired fractions were collected and the solvent was removed to give a white solid (1500 mg, 90.8 mmol). LCMS (ESI) m/z M-55: 198.0.

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 52471-07-5, 2-Amino-6-chloronicotinonitrile.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
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Pyridine | C5H5N – PubChem

Related Products of 1702-17-6, 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. 1702-17-6, name is 3,6-Dichloropicolinic acid. A new synthetic method of this compound is introduced below.

M. 5-[(ADAMANTAN- 1-YLMETHYL)-CARB AMOYL]-6-CHLORO-IMIDAZO[1,2-lambda]PYRIDINE-2- CARBOXYLIC ACID ETHYL ESTER; Step 1. S.6-Dichloro-pyridine^-carboxylic acid (adamantan-1-ylmethyl)-amide; A mixture of 3,6-dichloro-pyridine-2-carboxylic acid (1.92 g, 0.01 mol), 1- admantylmethylamine (1.65 g, 0.01 mol), TEA (2.02 g, 0.02 mol) and DMC (2.03 g, 0.012 mol) inDCM (20 mL) is stirred at RT for 2 h. The reaction is quenched with NaHCO3. The organic layer is separated and dried over Na2SO4. Silica gel chromatography (hexanes/EtOAc 3:1) gives the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1702-17-6, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2008/66789; (2008); A2;,
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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. 76041-72-0, name is 5-(Trifluoromethyl)pyridine-2(1H)-thione. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Production Example 1-4 Production of Compound Represented by Formula (1-4) Production of Compound Represented by Formula 9-2 10 g of the compound represented by Formula (10-2) and 30 ml of tetrahydrofuran were mixed at room temperature, followed by stirring, then, the obtained mixture was cooled to 0 C., and 4.0 g of 95% acrolein and 0.1 g of triethylamine were added dropwise thereto. The obtained mixture was stirred for 1.5 hours under ice-cooling. Next, water was added to the obtained mixture. The obtained mixture was extracted with tert-butyl methyl ether. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, whereby 13 g of the compound represented by Formula (9-2) was obtained. 1H NMR (CDCl3) delta ppm: 9.80 (1H, s), 8.67-8.66 (1H, m), 7.67 (1H, dd), 7.26 (1H, dd), 3.48 (2H, ddd), 2.98-2.95 (2H, m)

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, 76041-72-0, 5-(Trifluoromethyl)pyridine-2(1H)-thione.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Jin, Yoshinobu; Fujino, Yoshimi; US2015/289505; (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. 52471-07-5, name is 2-Amino-6-chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClN3

2-Amino-6-chlorinonicotinonitrile, purchased from ABLOCK PHARMATECH (2.0 g, 13.02 mmol) is dissolved in dry tetrahydrofurane (40 mL), copper (I) iodide (3.72 g, 19.54 mmol), diiodomethane (8.39 mL, 104.2 mmol) and tert-butyl nitrite (6.20 mL, 52.1 mmol) are added. Reaction mixture is refluxed for 1.5 h, cooled to RT and all volatiles are removed in vacuo. Obtained residue is dissolved in ethyl acetate (100 mL) and washed with 10% aqueous sodium thiosulfate solution (25 mL), saturated sodium hydrogen carbonate solution (25 mL), dried over MgSO4, filtered and concentrated in vacuo. The crude residue is purified by flash column chromatography to provide I-12.1 (eluent: petroleum ether/ethyl acetate). (0289) Yield 74%, m/z 265 [M+H]+, rt 0.90 min, LC-MS Method Z012_S04.

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, 52471-07-5, 2-Amino-6-chloronicotinonitrile.

Reference:
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); A1;,
Pyridine – Wikipedia,
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