Tag: M.W:200-300

Electric Literature of 109306-86-7 ,Some common heterocyclic compound, 109306-86-7, molecular formula is C11H8BrN, 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.

2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16.

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. 109306-86-7, 2-(2-Bromophenyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 849068-61-7, 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. 849068-61-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C8H5BrN2O2, 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.

Example 108 5-BROMO-LH-PYRROLO [2, 3-B] PYRIDINE-3-CARBOXYLIC acid (2,3-difluoro-phenyl)-amide [0329] To a suspension of 5-BROMO-LH-PYRROLO [2, 3-B] PYRIDINE-3-CARBOXYLIC acid (950 mg, 3.94 mmol) in DCM (20 mL) and DMF (0.1 mL) was added oxalyl chloride (600 mg, 4.72 mmol) slowly. The mixture was stirred at RT for 1 h. To this suspension was then added a solution of 2,3-difluorophenyl amine (610 mg, 4.72 mmol) and triethylamine (800 mg, 7.91 mmol) in DCM (5 mL). The reaction was kept at RT for another 2 h. The solvent was then evaporated, the residue was washed water, and dried for direct use. MS (ES+): m/e= 352 (M+H); LC : 3.5 min.

According to the analysis of related databases, 849068-61-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/28475; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1190862-70-4, Ethyl 5-bromo-6-methylnicotinate, 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, 1190862-70-4, blongs to pyridine-derivatives compound. Formula: C9H10BrNO2

2M Aqueous sodium hydroxide solution (1.91 mL, 3.8 mmol) was added to a stirred solution of ethyl 5-bromo-6-methylnicotinate (preparation 47c, 0.41 g, 1.7 mmol) in ethanol (14 mL) at room temperature. After 3 hours, the solvent was evaporated and water was added to the residue. The pH was adjusted to 4-5 with concentrated hydrochloric acid and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried (MgSO4) and evaporated to give the title compound (0.16 g, 43%) as a white solid. LRMS (m/z): 216/218 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1190862-70-4, its application will become more common.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2108641; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 116986-09-5, 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. 116986-09-5, name is Methyl 3-(bromomethyl)picolinate. A new synthetic method of this compound is introduced below.

Step 1 : Preparation of methyl 3-[(2,3,5-trichloro-4-pyridyl)methylsulfanylmethyl]pyridine-2- carboxylate To a solution of S-[(2,3,5-trichloro-4-pyridyl)methyl] ethanethioate (17.7 g, 65.4 mmol) in methanol (200 ml) was added potassium carbonate (10.9 g, 78.9 mmol) and the mixture stirred for 5 min at room temperature. Methyl-3-(bromomethyl)pyridine-2-carboxylate (16.6 g, 72.2 mmol) was then added and the reaction mixture was stirred at room temperature for 1 h. Water was added and the organic phase separated. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with brine and dried over sodium sulfate. The residue after filtration and evaporation of the solvent was chromatographed on silica gel eluted with hexane:ethyl acetate (1 :1 ) to give 21.7 g (88%) of the desired product. 1H NMR (CDCIs): 8.62 (d, 1 H); 8.25 (s, 1 H); 7.87 (d, 1 H); 7.41 (dd, 1 H); 4.27 (s, 2H), 3.98 (s, 5H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116986-09-5, its application will become more common.

Reference:
Patent; BASF SE; BESONG, Gilbert; WITSCHEL, Matthias; REINGRUBER, Ruediger; KRAUS, Helmut; SEITZ, Thomas; PARRA RAPADO, Liliana; NEWTON, Trevor William; KRAeMER, Gerd; EVANS, Richard Roger; RACK, Michael; WO2014/187705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39856-57-0, 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.39856-57-0, name is 2,6-Dibromopyridin-3-amine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

Synthesis of 6-bromo-2-methoxypyridin-3-amine [0311] To a stirred solution of 2, 6-dibromopyridin-3 -amine (38 g, 0.15 mol) in 1, 4- dioxane (400 mL) under argon atmosphere was added sodium methoxide (70.55 g, 1.30 mol) and stirred at reflux for 8 h. After consumption of the starting materials (monitored by TLC), the reaction was quenched with ice cold water (200 mL) and extracted with EtOAc (3 x 200 mL). The combined organic extracts were washed with cold water (2 x 100 mL), dried over sodium sulfate and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 10% EtOAc:hexanes to afford 6-bromo-2-methoxypyridin-3- amine (13 g, 42%) as an off-white solid. 1H-NMR (CDC13, 400 MHz): delta 6.87 (d, 1H), 6.76 (d, 1H), 4.01 (s, 3H), 3.75 (bs, 2H); TLC: 20% EtOAc:hexane (R/. 0.5).

Statistics shows that 39856-57-0 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromopyridin-3-amine.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); 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. 89640-55-1, name is 3-Iodo-4-methoxypyridine, molecular formula is C6H6INO, 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. category: pyridine-derivatives

General procedure: A mixture of the required iodide (1.0 mmol), Cu2O (0.10 g, 0.10 mmol), Cs2CO3 (0.65 g, 2.0 mmol), the required azole (2.0 mmol), and DMSO (0.5 mL) was stirred for 24 h at 110C. After cooling to room temperature, the mixture was diluted with AcOEt (10 mL) and filtered over Celite. Washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

With the rapid development of chemical substances, we look forward to future research findings about 89640-55-1.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14121-36-9, Adding some certain compound to certain chemical reactions, such as: 14121-36-9, name is 2,3,4,6-Tetrachloropyridine,molecular formula is C5HCl4N, 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 14121-36-9.

A mixture of 6-amino-1-methyl-4-((2-(pyrimidin-2-yl)propan-2-yl)amino)quinolin- 2(1H)-one (Intermediate A3a, 100 mg, 0.32 mmol), 2,3,4,6-tetrachloropyridine (84 mg, 0.39 mmol), NMP (3.2 mL) and triethylamine (90 uL, 0.65 mmol) was sealed in a vial and purged with argon for 5 mins. The vial was then heated in the microwave for 6h at i40C. Once cooled, DMSO (0.4 mL) was added to the sample which was purified directly using reverse-phase Ci8 column eluting from 30-iOO% methanol in water (each containing 0.i% formic acid) to give the title compound (52 mg) as a pale brown solid. 1H NMR (600 MHz, DMSO-d6) O 9.08 (5, iH), 8.82 (d, J = 4.9 Hz, 2H), 8.25 (d, J = 2.3 Hz, 1H), 7.53 (dd, J = 8.9, 2.3 Hz, 1H), 7.47 (d, J =8.9 Hz, 1H), 7.39 (t, J= 4.9 Hz, 1H), 6.87 (5, 1H), 6.43 (5, 1H), 4.69 (5,1H), 3.42 (5, 3H), i.76 (5, 6H). LCMS (Method T4) Rt = 2.95 mins, m/z 489.0749 [M+H] expected 489.0759 for C22H20Cl3N6O.

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. 14121-36-9, 2,3,4,6-Tetrachloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; LLOYD, Matthew Garth; (360 pag.)WO2018/215798; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 936011-17-5, Adding some certain compound to certain chemical reactions, such as: 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde,molecular formula is C7H6BrNO2, 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 936011-17-5.

To the solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (CAS: 936011-17-5, Vendor: Bide, 25.00 g, 115.72 mmol) in DCM (500 mL) was added nitromethane (7.52 mL, 138.87 mmol) and TEA (33 mL, 231.45 mmol). After being stirred at rt for 1 h, the reaction mixture was concentrated to give the crude product which was dissolved in DCM (500 mL) and TEA (50.81 mL, 364.53 mmol) was added. The mixture was cooled with ice bath and methanesulfonyl chloride (27 mL, 347.17 mmol) was added drop- wise. After being stirred at rt for 0.5 h, the reaction mixture was quenched by addition of I I20 (400 mL) and saturated NaHCCb (100 mL). The organic layer was separated and the water layer was extracted with DCM (150 mL) for three times. The combined organic layer was washed with I I20 (400 mL) and saturated NaHCCL (100 mL) and brine (100 mL), dried over Na2S04, filtered and concentrated to give an oil which was purified by flash column (PE/EA = 25/1) to give compound 72b (15.00 g) as a light yellow solid. MS: calc?d 259 (MH+), measured 259 (MH+).

According to the analysis of related databases, 936011-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); 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

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