Day: January 14, 2021

Adding a certain compound to certain chemical reactions, such as: 1197-10-0, 6-(Hydroxymethyl)picolinic acid, 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, 1197-10-0, blongs to pyridine-derivatives compound. Product Details of 1197-10-0

To a solution of 6-(hydroxymethyl)-2-pyridinecarboxylic acid (500 mg) in chloroform (10 ml) and DMF (0.1 ml) was added thionyl chloride (1 ml) and the mixture heated at 65 ¡ãC for 1 h. The solvent was removed in vacuo and the residue was azeotroped with chloroform (5 ml) then dried on a high vacuum line for 30 min to afford an orange oil (650 mg), presumed to be 6-(chloromethyl)-2-pyridinecarbonyl chloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1197-10-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian, Robert; DOWN, Kenneth, David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie, Nicole; LE, Joelle; LUNNISS, Christopher, James; PARR, Nigel, James; RITCHIE, Timothy, John; ROBINSON, John, Edward; SIMPSON, Juliet, Kay; SMETHURST, Christian, Alan, Paul; WO2011/67364; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19798-80-2, 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. 19798-80-2, name is 4-Chloropyridin-2-amine. A new synthetic method of this compound is introduced below.

Step A: tert-Butyl 4-chloropyridin-2-ylcarbamate To a solution 4-chloropyridin-2-amine (2.56 g, 20 mmol), lithium bis(trimethylsilyl) azanide (LiHMDS) (6.68 g, 40 mmol) in anhydrous THF (25 mL) was added Boc20 (4.36 g, 20 mmol). The resulting mixture was allowed to stir at -5 C for 2 hours. The reaction mixture was quenched with water (5 mL), extracted with EtOAc (3 x 10 mL), dried over Na2S04, filtered and concentrated. The crude residue was purified by column chromatography to afford the title compound as a white solid. LC/MS m/z = 229.19 [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,19798-80-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey, C.; KUDUK, Scott, D.; REGER, Thomas, S.; WO2014/81617; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83004-10-8 ,Some common heterocyclic compound, 83004-10-8, molecular formula is C6H5Br2N, 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 mixture of isopropyl 3-oxopiperidine-l-carboxylate (4.50 g) and toluene (52 mL) was added pyrrolidine (2.59 g) at room temperature. The mixture was stirred at room temperature for 30 min, and concentrated. Toluene and CH3CN were added thereto, and the mixture was concentrated. The residue was mixed with CH3CN (52 mL) , and 2-bromo-6- (bromomethyl ) pyridine (7.32 g) was added thereto at room temperature. The mixture was heated under reflux for 15 hr, and the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.72 g) . MS: [M+H]+ 355.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83004-10-8, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAJITA, Yuichi; MIKAMI, Satoshi; MIYANOHANA, Yuhei; KOIKE, Tatsuki; DAINI, Masaki; OYABU, Norio; OGINO, Masaki; TAKEUCHI, Kohei; ITO, Yoshiteru; TOKUNAGA, Norihito; SUGIMOTO, Takahiro; MIYAZAKI,Tohru; ODA, Tsuneo; HOASHI, Yasutaka; HATTORI,Yasushi; IMAMURA, Keisuke; (413 pag.)WO2019/27058; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74115-13-2, 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 74115-13-2, name is 5-Bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows.

In an argon atmosphere, potassium carbonate (1.6 g, 11.3 mmol) was added to a N,N-dimethylformamide (15 mL) solution of 3-bromo-5-hydroxypyridine (980 mg, 5.6 mmol) and 2-fluoroethyl-4-methylbenzenesulfonate (1.2 ml, 6.8 mmol) under stirring at room temperature (25 C.), and the mixture was stirred at the same temperature as above for 10 minutes and then stirred at 70 C. for 8 hours. After the completion of the reaction, distilled water was added to the reaction mixture, followed by extraction four times with diethyl ether. The extract was washed with saturated saline and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off, and the obtained crude product was purified by silica gel column chromatography (ethyl acetate:hexane (volume ratio)=1:5) to obtain compound 10 (1.0 g, yield relative to 3-bromo-5-hydroxypyridine: 82%) in a pale yellow liquid form.Compound 10: 1H-NMR delta: 8.28 (d, 1H), 8.22 (d, 1H), 7.30 (t, 1H), 4.75 (t, 1H), 4.60 (t, 1H), 4.28 (t, 1H), 4.17 (t, 1H)

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 74115-13-2, 5-Bromo-3-pyridinol.

Reference:
Patent; Nihon Medi-Physics Co., Ltd.; Kyoto University; Saji, Hideo; Kimura, Hiroyuki; Ono, Masahiro; Matsumoto, Hiroki; US2014/187784; (2014); 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. 16133-25-8, name is Pyridine-3-sulfonyl chloride, molecular formula is C5H4ClNO2S, 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. Safety of Pyridine-3-sulfonyl chloride

I4- |2-(2,4-dichlorophenyl)-5-methyl-4-[(piperidin- 1 -ylamino)carbonvil- lH-imidazol- 1 – vUphenyl pyridine-3 -sulfonate 2-(2,4-Dichlorophenyl)- 1 -(4-hydroxyphenyl)-5-methyl-N-piperidin- 1 -yl- lH-imidazole-4- carboxamide, prepared as described in B, Step 1 (100 mg, 0.22 mmol) and triethylamine (0.31 ml, 2.25 mmol) in dichloromethane (5.0 ml) were cooled to -780C. 3- Pyridinesulfonyl chloride (144 mg, 0.67 mmol) was added in small portions to the reaction EPO mixture. The resulting mixture was stirred at -78¡ãC for Ih, and at room temperature overnight. Water was added to the reaction, the phases were separated and the organic phase washed with water and dried. The solvent was removed under reduced pressure and separation by preparatory HPLC gave the title compound (110 mg, 84percent) as a solid. s 1H NMR (400 MHz) delta 8.96 (s, IH), 8.92 (s, IH), 8.09-8.06 (m, IH), 7.89 (s, IH), 7.51- 7.49 (m, IH), 7.36 (d, IH), 7.30-7.25 (m, 2H), 7.06 (s, 4H), 2.88-2.84 (m, 4H), 2.48 (s, 3H), 1.79-1.74 (m, 4H), 1.47-1.41 (m, 2H). MS m/z 586 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 16133-25-8.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/31720; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89667-15-2, 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 89667-15-2 as follows.

A round bottom flask was charged with di(pyridin-3-yl)methanol (600 mg, 3.22 mmol) and CH2CI2 (50 mL). Thionyl chloride (353 mu, 4.83 mmol) was added and the reaction was stirred for 18 h at room temperature. The solution was concentrated under reduced pressure. The residue was chromatographed on a silica gel column (100% CH2CI2 to 5% 2 M NH3 in MeOH) and yielded 3,3′-(chloromethylene)dipyridine (415 mg, 64%). XH NMR 400 MHz (CDC13) delta 8.66 (d, J= 2.4 Hz, 2H), 8.59 (dd, J= 4.7, 1.6 Hz, 2H), 7.76 (m, 2H), 7.34 (m, 2H), 6.17 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89667-15-2, its application will become more common.

Reference:
Patent; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Chery, A.; JONES, Todd, K.; NIPHAKIS, Micah, J.; CHANG, Jae, Won; LUM, Kenneth, M.; CRAVATT, Benjamin, F.; WO2013/103973; (2013); 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

Related Products of 884495-22-1, 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 884495-22-1 as follows.

To 5-bromo-2-fluoropyridin-3-amine (400 mg, 2.094 mmol) was added DMSO (2.5 ml) and morpholine (912 mg, 10.47 mmol). The reaction mixture was stirred at 110- 115 C for 40 hours. The reaction was cooled to room temperature and 200 ml of ethyl acetate was added. The mixture was washed with saturated sodium bicarbonate (2x), water (lx), brine (lx), dried with sodium sulfate, filtered and concentrated to yield 535 mg of the title compound as free base which was used without further purification.LCMS (m/z): 258.0/260.0 (MH+), retention time = 0.52 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-22-1, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 934758-27-7, Adding some certain compound to certain chemical reactions, such as: 934758-27-7, name is 2-Amino-6-bromopyridin-3-ol,molecular formula is C5H5BrN2O, 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 934758-27-7.

To a suspension of 2-amino-6-bromopyridin-3-ol (250 mg, 1.32 mmol) and K2CO3 in acetone (5 mL) was added ethyl 2-bromoisobutyrate (0.29 ml, 1.98 mmol) and the reaction was stirred for 1 hour at room temperature and overnight at reflux. The acetone was removed, and to the residue was added dichloromethane and water. The layers were separated and the aqueous was extracted with dichloromethane (1x). The organic layer was dried (MgSO4), filtered, and concentrated to afford 6-bromo-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one 7.27 (300 mg).

According to the analysis of related databases, 934758-27-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 102368-13-8, 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 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one). This compound has unique chemical properties. The synthetic route is as follows.

b) (2,4-Dichloro-3-isothiocyanato-benzyl)-carbamic acid tert-butyl ester1 , 1 ‘-Thiocarbonyldi-2-pyridone (0.42 g, 1.8 mmol) was added to a mixture of (3-amino-2,4- dichloro-benzyl)-carbamic acid tert-butyl ester (0.50 g, 1.7 mmol) and dioxane (25 ml_) and stirred at rt for 2 h and at reflux for 2 d. The mixture was concentrated, diluted with DCM and filtered over silica gel. The filtrate was concentrated to give the sub-title compound.Yield: 0.49 g (86%). Rf = 0.83 (silica gel, DCM:EtOH 95:5).

According to the analysis of related databases, 102368-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; KUELZER, Raimund; MACK, Juergen; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/76672; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem