Tag: M.W:200-300

Reference of 1207758-80-2, 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. 1207758-80-2, name is 3-(5-Bromo-2-pyridyl)-3-oxetanol, 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.

A mixture of sodium carbonate (0.54 g, 5.08 mmol) dissolved in water (2.5 mL, 140 mmol) and 1,4-dioxane (6.10 mL, 78.2 mmol) is sonicated for 5 minutes then degassed with bubbling N2 for 15 min. The product of step 1-Example 8 (0.300 g, 1.30 mmol) and step 4-Example 8 (0.647 g, 1.56 mmol) are added successively. After addition, [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.0668 g, 0.0913 mmol) is added and the reaction mixture heated at 60 C. for 2 hours before being cooled to room temperature and diluted with ethylacetate. The mixture is washed with water (20 mL), followed by brine (20 mL), dried over MgSO4 and the solvent removed under reduced pressure. The crude material is purified by chromatography eluting neat heptanes to 70% ethylacetate in hexanes to give the title compound (410 mg): m/z (CI) M+H 437.

According to the analysis of related databases, 1207758-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZOETIS LLC; Billen, Denis; Curtis, Michael; Ewin, Richard Andrew; Goodwin, Richard M.; Johnson, Paul D.; Johnson, Timothy Allan; Kyne, Graham M.; Maddux, Todd M.; Sheehan, Susan Mary Kult; Vairagoundar, Rajendran; US2014/88046; (2014); A1;,
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. 77332-89-9, name is 3-Chloro-2-iodopyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 77332-89-9

3-Chloro-2-iodopyridine (1.552 g, 6.482 mmol), isobutylboronic acid (0.725 g, 7.112 mmol), potassium carbonate (2.7 g, 0.0195 mol) and silver oxide (3.8 g, 0.0164 mol) were suspended in THF (25 mL). The mixture was degassed three times and 1,1-Bis(diphenylphosphino)ferrocene-palladium(11)dichloride dichloromethane (1:1) (0.520 g, 0.637 mmol) was added. The reaction mixture was heated at 75 C. under nitrogen for seven hours. The mixture was diluted EtOAc (15 mL) and washed with an aqueous solution of hydrochloric acid (2.0 M, 2×15 mL). The organic layer was discarded and the aqueous layer basified with careful addition of a saturated aqueous solution of sodium hydrogen carbonate (50 mL). The product was extracted with EtOAc (2×15 mL). The organics were combined, dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting crude was purified by silica gel chromatography eluting with 0 to 5% EtOAc in heptane to yield the title compound as a colourless oil (0.582 g, 53% yield).1H NMR (400 MHz, d6-DMSO): delta 0.87-0.89 (d, 6H), 2.09-2.17 (m, 1H), 2.72-2.74 (d, 2H), 7.24-7.27 (m, 1H), 7.83-7.86 (m, 1H), 8.44-8.45 (m, 1H).LCMS Rt=1.30 minutes MS m/z 170 [MH]+

The synthetic route of 77332-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; US2012/10183; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-34-7 ,Some common heterocyclic compound, 15862-34-7, molecular formula is C5H3BrN2O3, 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 solution of 5-Bromo-3-nitro-pyridin-2-ol (10.0 g, 45.66 mmol) in 70 ml of toluene and 7 ml of DMF was added PBr3 (6.60 ml, 68.49 mmol) and the reaction mixture was heated at 12O0C for 20 min under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3 x 200 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (10.30 g, 80.03%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-34-7, its application will become more common.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); 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. 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3Br2N

A mixture was prepared of 2,4-dibromopyridine (10 g, 42.21 mmol), phenylboronic acid (5.1 g, 42.21 mmol), and potassium carbonate (11.7 g, 84.42 mmol) in 100 mL dimethoxyethane and 40 mL of water. Nitrogen was bubbled directly into the mixture for 30 minutes. Next, tetrakis(triphenylphosphine)palladium(0) was added (244 mg, 2.11 mmol) and the mixture was heated to reflux under nitrogen overnight. The mixture was cooled and diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were washed with brine, dried over magnesium sulfate, filtered, and evaporated to a residue. The residue was purified by column chromatography eluting with 0, 2, and 5% ethyl acetate/hexanes. Obtained 4.28 g of a yellow liquid (43%).

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, 58530-53-3, 2,4-Dibromopyridine.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; XIA, Chuanjun; ALLEYNE, Bert; KWONG, Raymond C.; FIORDELISO, James; WEAVER, Michael S.; ANSARI, Nasrin; DEANGELIS, Alan; RAYABARAPU, Dinesh; ADAMOVICH, Vadim; US2015/307535; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113682-56-7, 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. 113682-56-7, name is 1,4-Di(pyridin-4-yl)benzene. A new synthetic method of this compound is introduced below.

Comparative compound 2 is synthesized by the following method. 0.5 g (2.2 mmol) of 1,4-di(4-pyridyl)benzene, 1.3 g (6.6 mmol) of cyanobenzyl bromide, and 20 ml of DMF were placed in a 100 ml eggplant-shaped flask, Followed by stirring at 100 C. for 8 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, the concentrated system was dispersed in ethyl acetate and washed, and the precipitated crystals were filtered and washed with ethyl acetate to obtain 1.0 g (yield 73% ) Was obtained.Subsequently, 0.5 g (0.8 mmol) of the Br compound of Comparative Compound 2 was changed to an aqueous solution, and an aqueous solution of 0.4 g (2.5 mol) of ammonium hexafluorophosphate was added dropwise, followed by stirring for 2 hours. After completion of the reaction, the precipitated white crystals were filtered, washed with water and dried at 50 C. under reduced pressure to obtain 0.48 g (yield 80%) of Comparative Compound 2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113682-56-7, its application will become more common.

Reference:
Patent; CANON INCORPORATED; TAMURA, TETSUYA; IGAWA, SATOSHI; YAMADA, KENJI; (27 pag.)JP2017/197477; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 66572-56-3, 2-Bromoisonicotinic 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, Recommanded Product: 2-Bromoisonicotinic acid, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromoisonicotinic acid

Example 1-88 4-(2-Bromo-4-pyridinyl)-7V-(3-methylphenyl)-l,3-thiazol-2-amine (154). [0360] 2-Bromo-7V-methyl-7V-(methyloxy)-4-pyridinecarboxamide (151). Et3N(14.9 mL, 107 mmol) was added to a stirred suspension of 2-bromo-4- pyridinecarboxylic acid (5.40 g, 26.7 mmol), EDCI (5.64 g, 29.4 mmol), HOBT (3.97 g, 29.4 mmol) and MeNHOMe-HCl (3.91 g, 40.0 mmol) in dry DCM (100 mL), and the mixture was stirred at 20 0C for 16 h. The resulting solution was diluted with DCM (200 mL) and washed with water (2 x 50 mL), washed with brine (50 mL), dried and the solvent evaporated. The residue was purified by column chromatography, eluting with 50% EtO Ac/pet, ether, to give amide 151 (4.56 g, 70%) as an oil: 1H NMR (CDCl3) delta 8.45 (d, J= 5.0 Hz, 1 H, H-6), 7.72 (br s, 1 H, H-3), 7.48 (dd, J= 5.0, 1.3 Hz, 1 H, H-5), 3.56 (s, 3 H, OCH3), 3.67 (s, 3 H, NCH3); MS m/z 245.3/247.3 (MH+, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66572-56-3, 2-Bromoisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 79055-52-0, 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. 79055-52-0, name is 2,4-Dibromo-6-methylpyridine, molecular formula is C6H5Br2N, 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.

A Mixture of 13.85 g of 2,4-dibromo-6-methyl-pyridine [79055-52-0], 1.80 g of bis(triphenylphosphine) palladium(II)chloride and 0.50 g of copper(I)iodide in 330 ml of triethylamine is treated with 4.30 ml of 3-butin-1-ol [927-74-2] under Ar atmosphere at 0C. The reaction mixture is stirred for 4 hours at room temperature, diluted with water and extracted with tert-butyl methyl ether (2x). The combined organic phases are dried over sodium sulphate and filtered, and the filtrate is concentrated by evaporation. From the residue, the title compound is obtained as beige solid by re-crystallization from hot ethyl acetate-heptane 3:2. Rf = 0.15 (EtOAc-heptane 2:1); Rt = 2.51 (gradient I). Radicals NR1R2:

According to the analysis of related databases, 79055-52-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Speedel Experimenta AG; EP1764099; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 588729-99-1, 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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine, 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.

In vessel 1, thionyl chloride (110.0 kg) was added into water (430 kg) at Ca. 0C. The mixture was stirred at Ca. 3 C for 7 h before copper(I) chloride (0.27 kg) was added at Ca. 3 C.In vessel 2, 5-bromo-2-chloropyridin-3-amine (28.2 kg, 136 Mol) was mixed with 35% aqueous hydrochloric acid solution (202 kg) at Ca. 5C. A solution of sodium nitrite (8.5-14.1 kg) in water (19.7-25.4 kg) was then added at Ca. -10 C.The solution in Vessel 2 was added to the solution in vessel 1 while maintaining the temperature at Ca. -7C. The reaction mixture was stirred for 2 h at Ca. -2C. The solid product wasisolated by filtration and dried in vacuo at Ca. 23 C for 18 h. 30.9 kg of the title Compound was obtained in 66 %th yield and 84.3 % assay.

According to the analysis of related databases, 588729-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; BARTON, Nicholas Paul; CAMPOS, Sebastien Andre; CANNONS, Edward Paul; COOPER, Anthony William James; DOWN, Kenneth David; DOYLE, Kevin James; HAMBLIN, Julie Nicole; HENLEY, Zoe Alicia; INGLIS, Graham George Adam; LE GALL, Armelle; PATEL, Vipulkumar Kantibhai; PEACE, Simon; SHARPE, Andrew; WHITE, Gemma Victoria; (129 pag.)WO2019/20657; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58530-53-3, 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.58530-53-3, name is 2,4-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.

A mixture of the bororate C2 (500 mg, 0.643 mmol), 2,4-dibromopyridine (152 mg, 0.643 mmol), tetrakis(triphenylphosphine) palladium (0) (52 mg, 0.045 mmol), 2 M Na2CO3(aq) (0.8 cm3), EtOH (0.8 cm3) and toluene (2 cm3) was degassed and then heated at reflux with a bath temperature of 110 C under argon for 45 h. The mixture was allowed to cool. The two phases were separated. The aqueous layer was extracted with ether (3×4 cm3). The organic layer and the ether extracts were combined, washed with brine (1×7 cm3) and dried over anhydrous sodium sulfate and the solvents were completely removed. Purification by column chromatography over silica gel using DCM-light petroleum (0:1 to 1:0) as eluent gave 140 mg (27%) ofC-3 as a light brown solid; deltaH(200 MHz; CDCl3) 0.82-1.07 (12 H, m, Me), 1.23-1.68 (16 H, m, CH2); 1.69-1.88 (2 H, m, CH), 3.93 (4 H, m, ArOCH2), 7.04 (4 H, m, ArH), 7.43-7.83 (11 H, m, CarH & ArH), 7.97 (1 H, m, PyH), 8.11(1 H, m, PyH), 8.36 ((2 H, m, CarH), and 8.54 (1 H, m, PyH); m/z [APCI+] 805, 806, 807, 808, 809 (M+).

Statistics shows that 58530-53-3 is playing an increasingly important role. we look forward to future research findings about 2,4-Dibromopyridine.

Reference:
Patent; ISIS INNOVATION LIMITED; THE UNIVERSITY COURT OF THE UNIVERSTIY OF ST ANDREWS; WO2004/20448; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 571188-59-5, Adding some certain compound to certain chemical reactions, such as: 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate,molecular formula is C14H22N4O2, 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 571188-59-5.

To a solution of compound (11) (200.00 mg, 660.65 mumol, 1.00 eq) in dioxane (10.00 mL), compound (4) (220.67 mg, 792.79 mumol, 1.20 eq), Pd2(dba)3 (60.50 mg, 66.07 mumol, 0.10 eq) and Xantphos (76.45 mg, 132.13 mumol, 0.20 eq) and cesium carbonate (430.51 mg, 1.32 mmol, 2.00 eq) were added. The solution was heated to 110 C. under the protection of nitrogen gas and stirred for 16 hours. LCMS showed that the reaction was complete. The solution was cooled to 25 C., filtered and concentrated to obtain a crude product. The crude product was purified by preparative TLC (ethyl acetate:petroleum ether=1: 2) to obtain compound (12) (320.00 mg, 587.57 mumol, yield: 88.94%). LCMS (ESI) m/z: 545.3 (M+1).

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. 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; Ding, Charles Z.; Chen, Shuhui; Hu, Lihong; Xu, Zhaobing; Liu, Yingchun; Ren, Bingjie; Li, Weidong; Li, Zongbin; Zhao, Rui; Zhang, Xiquan; (21 pag.)US2019/194168; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem