Tag: M.W:200-300

Synthetic Route of 1083057-12-8, Adding some certain compound to certain chemical reactions, such as: 1083057-12-8, name is tert-Butyl 3-(3-methylpyridin-2-yl)benzoate,molecular formula is C17H19NO2, 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 1083057-12-8.

Synthesis of 2-(3-(terf-butoxycarbonyl)phenyl)-3-methylpyridine-l-oxide (compound 5). urea-hydrogen peroxide phthalic anhydride EtOAc, water tBu[00261] Compound 4 (1.0 eq) is dissolved in EtOAc (6 vol). Water (0. 3 vol) is added followed by urea-hydrogen peroxide (3 eq). The phthalic anhydride (3 eq) is added portion-wise as a solid to maintain the temperature in the reactor below 45 0C. After completion of phthalic anhydride addition, the mixture is heated to 45 0C. After stirring for an additional 4 hours, the heat is turned off. 10% w/w aqueous Na2Stheta3 (1.5 eq) is added via addition funnel. After completion of Na2Stheta3 addition, the mixture is stirred for an additional 30 minutes and the layers separated. The organic layer is stirred and 10% w/w aq. Na2Ctheta3 (2 eq) is added. After stirring for 30 minutes, the layers are allowed to separate. The organic phase is washed 13% w/v aq NaCl. The organic phase is then filtered and concentrated to afford crude compound 5 (95%) that is used directly in the next step.

According to the analysis of related databases, 1083057-12-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/76142; (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. 161117-83-5, name is tert-Butyl (2-methoxypyridin-3-yl)carbamate, the common compound, a new synthetic route is introduced below. Recommanded Product: 161117-83-5

9. Preparation of t-butyl N-(4-Fluoro-2-methoxy-3-pyridinyl)carbamate To a solution of 8 g (35.7 mmol) of t-butyl N-(2-methoxy-3-pyridyl)carbamate in 200 mL of dry tetrahydrofuran was added with stirring at -60 C., 46.2 mL (78.5 mmol) of 1.7M t-butyl lithium in pentane. The resulting solution was allowed to warm slowly with stirring to -20 C. over a 20 to 30 min period. It was then cooled to about -60 C. and 12.2 g (38.7 mmol) of N-fluorodibenzenesulfonimide was added with stirring all at once. The mixture was allowed to warm to -20 C. and was poured into 500 mL of ether. The resulting ethereal solution was washed with a mixture of 2.5 g (41.7 mmol) of acetic acid and 150 mL of water. The aqueous phase was extracted with 200 mL of ether. The ethereal extracts were combined, dried over magnesium sulfate, filtered, and concentrated by evaporation. The residue was purified by flash chromatography to obtain 6.7 g (77 percent of theory) of the title compound as a colorless solid melting at 75-77 C. Elemental Analysis C11 H15 FN2 O3 Calc.: %C, 54.5; %H, 6.24; %N, 11.6 Found: %C, 54.2; %H, 6.39; %N, 11.4. 1 H NMR (CDCl3): 7.88 (dd, 1H, j=5.8, 7.6); 6.68 (dd, 1H, j=5.8, 8.9); 5.9 (br, 1H); 3.9 (s, 3H); 1.45 (s, 9H

The synthetic route of 161117-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5614469; (1997); A;,
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. 113270-73-8, name is 2-(4-Bromophenyl)-1H-imidazo[4,5-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 113270-73-8

2-(4-Bromo-phenyl)-3H-imidazo[4,5-c]pyridine (Preparation 12A) (0.25 g, 0.912 mmol), 4-methoxyphenylborrhonic acid (0.20 g, 1.32 mmol), tetrakis(triphenylphosphine)palladium (0) and potassium carbonate (0.126 g, 2.32 mmol) in ethanol/water (13 mL/1.5 mL) were refluxed for 2.5h. The mixture was diluted with ethanol (20 mL) and water (20 mL), filtered (Celite) and concentrated. The residue was triturated with saturated aq. NaHCO3 (20 mL), water and ether (50 mL) to give 0.26 g (95%) of 2-(4′- methoxy-biphenyl-4-yl)-3H-imidazo[4,5-c]pyridine as a light pink-tan tietated solid which had: mp > 2600C; NMR (DMSO-d6) delta 8.90 (s, 1 H), 8.26 (d, J = 5.4 Hz, ,1 H), 8.22 (d, J = 8.7 Hz, 2H), 7.81 (d, J = 8.7 Hz, 2H), 7.70 (d, J = 9.1 Hz, 2H), 7.55 (d, J = 5.4 Hz, 1 H), 7.02 (J = 8.7 Hz, 2H), 3.77 (S, 3H).

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, 113270-73-8, 2-(4-Bromophenyl)-1H-imidazo[4,5-c]pyridine.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/34277; (2007); 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. 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide. A new synthetic method of this compound is introduced below., Recommanded Product: 1026796-81-5

NaH (43 mg, 1.88 mmol) was added to a solution of N-(4-bromo-2- pyridyl)acetamide (337 mg, 1.57 mmol) in THF (3 mL) at 0 C. Iodomethane (98 m, 1.57 mmol) was added and the resulting mixture was stirred at rt overnight. EtOAc was added and the mixture was washed with water, dried over MgSCri. filtered, concentrated and purified on a silica gel column eluted with 0-100% EtOAc in heptane to give the product as a solid (208 mg, 58%). MS ES+ m z 229 [M+H]+.

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, 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; RAVI, Kannan Karukurichi; LINDSTROeM, Johan; PERSSON, Lars Boukharta; LIVENDAHL, Madeleine; VIKLUND, Jenny; GINMAN, Tobias; FORSBLOM, Rickard; RAHM, Fredrik; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (478 pag.)WO2019/126733; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84539-34-4 ,Some common heterocyclic compound, 84539-34-4, molecular formula is C5H4Br2N2, 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 77: 3-(benzenesuIfoiiyl)-7-bromo-1H-pyrrolo[3, 2-cjpyridin- 2-amine To a stirred and nitrogen degassed solution of 3,5-dibromopynchn-4-amine (CM 84539-34-4; 2.5 g, 9.92 mmol), tetrakis(triphenylphosphane) palladium (287 mg, 248 itmol) in anhydrous DME (20 mL) was added a solution of 2- (benzenesulfonyl)acetonitrile (CM 7605-25-9; 1.98 g, 10.92 nimol) and sodium hydride (992 mg, 24.81 mmol, 6o% dispersion in oil) in anhydrous DME (12 mL). The reaction mixture was heated under microwave irradiation at 130 C for 2 h. The reaction mixture was poured into water and extracted with EtOAc. The combined organics were filtered and dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by column chromatography (silica, o-ioo% EtOAc / petroleum ether) to afford the title compound.?H NMR (400 MHz, DMSO-d6) 6 ppm 6.6 (br. s., 2 H) 7.40 – 7.64 (m, 3 H) 7.91 – 7.98 (m, 2 H) 8.i8 (s, 1 H) 8.54 (hr. s., 1 H) 11.57 (s, 1 H).MS ESi 354

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA CAMBRIDGE LTD; BARKER, Gregory; DAVENPORT, Richard; DOWNHAM, Robert; FARNABY, William; GOLDBY, Anne; HANNAH, Duncan; HARRISON, David; WILLEMS, Henriette; (390 pag.)WO2015/198045; (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. 59105-50-9, name is (5-Bromopyridin-3-yl)(phenyl)methanone. A new synthetic method of this compound is introduced below., Computed Properties of C12H8BrNO

(1S,4S)-5-(5-Benzoyl-3-pyridyl)-2-(tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane In a sealed pressure tube under a nitrogen atmosphere, 3-benzoyl-5-bromopyridine (0.542 g, 2.1 mmol), (1S,4S)-N-(tert-butoxycarb- onyl)-2,5-diazabicyclo[2.2.1]heptane (0.475 g, 2.4 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.04 g, 0.04 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.05 g, 0.08 mmol), sodium tert-butoxide (0.380 g, 3.8 mmol) and anhydrous toluene (20 mL) were stirred at 90 C. for 20 h. The reaction mixture was cooled to room temperature and diluted with water (200 mL) and then extracted with diethyl ether (100 mL). The diethyl ether extract was dried (MgSO4), filtered and concentrated by rotary evaporation. The residue was purified by flash chromatography on silica gel, using a gradient of 50% to 80% ethyl acetate:hexane as eluent, to yield 0.364 g (48%) of a yellow oil.

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, 59105-50-9, (5-Bromopyridin-3-yl)(phenyl)methanone.

Reference:
Patent; Targacept, Inc.; US6852721; (2005); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 90145-48-5 ,Some common heterocyclic compound, 90145-48-5, molecular formula is C6H5BrN2O, 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 2 tert-Butyl 2-(6-carbamoylpyridin-3-yl)-5-fluoro-lH-indole-l-carboxylatel-(t°t-Butoxycarbonyl)5-fiuoroindole-2-boronic acid (1 mmol), 5-bromopyridine-2- carboxamide (lmmol), Pd(dppf)Cl2 (0.05 mmol) and 2M Na2CO3 (aq.) (1.5 mL) solution were mixed in THF/water 5:1 (10 mL) in a 20 mL microwave vial. The reaction mixture was stirred at 1200C in the microwave reactor for 15 min. Water was added and the solution was extracted with EtOAc. The organic extracts were dried over Na2SO4, filtered and concentrated to afford a crude mixture which was purified by flash chromatography (Heptane/EtOAc gradient) to give the title compound (200 mg). 1H NMR delta ppm 8.75 (s, 1 H) 8.12 – 8.23 (m, 2 H) 8.07 – 8.13 (m, 2 H) 7.68 (br. s., 1 H) 7.48 (dd, 1 H) 7.15 – 7.32 (m, 1 H) 6.92 (s, 1 H) 1.30 (s, 9 H); MS m/z (M+H) 356.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90145-48-5, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2008/108729; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

Step 2; Preparation of 3-{1-[5-(6-bromopyridin-2-yl)-thiazol-2-yl]piperidin-4-yl}propionic acid methyl ester To an solution of 2-bromo-6-chloromethylpyridine (1.88 g, 0.12 mmol) obtained in Step 1 of Example 1 in ethanol (20 ml), 3-(1-thiocarbamoylpiperidin-4-yl)propionic acid methyl ester (2.10 g, 9.12 mmol) obtained in Step 1 was added and the mixture was heated at reflux overnight. The reaction solution was cooled to room temperature, dimethylformamide dimethylacetal (1.8 ml, 14 mmol) and triethylamine (3.8 ml, 27 mmol) were added, and heated at reflux for 1 hour. After the reaction solution was concentrated, water was added, and it was extracted with ethyl acetate and washed with a saturated brine. The organic layer was dried over magnesium sulfate and the residue obtained by vacuum concentration was purified by chromatography on silica gel (n-hexane:ethyl acetate=50:50 to 0:100) and the title compound (748 mg, 20%) was obtained. 1H-NMR (400 MHz, DMSO-d6) delta: 7.95 (1H, s), 7.80 (1H, dd, J=7.9, 0.7 Hz), 7.67 (1H, t, J=7.8 Hz), 7.36 (1H, dd, J=7.7, 0.7 Hz), 4.00-3.97 (2H, m), 3.61 (3H, s), 3.11-3.02 (2H, m), 2.37 (2H, t, J=7.4 Hz), 1.79-1.72 (2H, m), 1.57-1.49 (3H, m), 1.26-1.13 (2H, m).

The chemical industry reduces the impact on the environment during synthesis 727356-19-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JAPAN TOBACCO INC.; US2006/205731; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1186637-43-3, 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 1186637-43-3, name is 3-Bromo-6-methoxypicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Steps 3 and 4: preparation of ethyl 2-(2-cyano-6-methox pyridin-3-yl)-3-ethox acrylate (6D): A mixture of 3D (1.0 g, 4.7 mmol), bis(pinacolato)diboron (1.7 g, 7.0 mmol), Pd(dppf)Cl2 (360 mg, 0.5 mmol), and KOAc (1.0 g, 10.0 mmol) in dioxane (50 mL) was degassed and stirred at 80C for 2 h under N2. After the mixture was cooled to r.t. and compound 5D (1.30 g, 4.8 mmol), Pd(PPh3)4 (550 mg, 0.5 mmol), K2C03 (1.4 g, 10.0 mmol), and H20 (10 mL) was added, and the mixture was stirred at 90C for 3 h under N2. The mixture was extracted with EtOAc (200 mL X 2), washed with sat NaCl (100 mL), dried over Na2S04, concentrated and purified by column (PE : EtOAc = 3:1) to give the product as white solid (600 mg, 48%).

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 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC; CHEN, Huifen; CRAWFORD, Terry; MAGNUSON, Steven, R.; NDUBAKU, Chudi; WANG, Lan; WO2013/113669; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3430-26-0, Adding some certain compound to certain chemical reactions, such as: 3430-26-0, name is 2,5-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 3430-26-0.

To a solution of 2,5-dibromo-4-methylpyridine (2 g) in acetonitrile (40 ml) at room temperature under argon were added sodium iodide (4.8 g) then acetyl chloride (0.94 g). After 3 hours stirring at room temperature the white solid formed was filtered off and the filtrate was neutralized with aqueous saturated solution of sodium hydrogenocarbonate. The organic phase was dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate / cyclohexane) to afford the title product as a brown solid (2.04 g). 1H-NMR (CDC13, 400 MHz): 8.40 (s, 1H), 7.60 (s, 1H), 2.30 (s, 3H),

According to the analysis of related databases, 3430-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; RENOLD, Peter; EL QACEMI, Myriem; PITTERNA, Thomas; TOUEG, Julie Clementine; WO2011/67272; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem