Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 89943-11-3, 5-Ethoxypyridin-2-amine, 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: 5-Ethoxypyridin-2-amine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Ethoxypyridin-2-amine

A mixture of {1 -[4-(2-bromo-2-phenyl-acetyl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester [lnt-1 -A] (0.87 g, 2.0 mmol), 2-amino-5-ethoxypyridine (0.54 g, 3.9 mmol, 2 equiv) and powdered activated 3A sieves (10 g) in ethanol (7.3 mL) was heated for 5 h at the reflux temperature with monitoring by UPLC-MS. The resulting solution was separated between CH2CI2 (25 mL) and an saturated aqueous NaHCO3 solution (25 mL). The organic phase was washed with a saturated aqueous NaCI solution (25 mL), dried (Na2SO4 anh), and concentrated under reduced pressure. The remaining material was purified using MPLC (Biotage Isolera; 25 g SNAP cartridge: 100% hexane for 1 .5 min., gradient to 80% hexane / 20% EtOAc over 2.2 min., gradient to 70% hexane / 30% EtOAc over 10.6 min., 70% hexane / 30% EtOAc for 2.8 min., gradient to 65% hexane / 35% EtOAc over 2.2 min., 65% hexane / 35% EtOAc for 4.8 min.) to give {1 -[4-(6-ethoxy-3-phenyl-imidazo[1 ,2- a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (0.26 g, 28%): UPLC-MS (Method 2): RT = 1 .58 min; m/z (rel intensity) 484 (100, (M+H)+).MS: m/z (rel intensity) 484 (100, (M+H)+).1 H-NMR (d6-DMSO): delta 1 .1 1 (br s, 3H), 1 .33 (br s, 6H), 1 .39 (t, J=6.9 Hz, 3H), 1 .77 (br s, 1 H), 1 .93-2.00 (m, 1 H), 2.31 -2.42 (m, 4H), 4.15 (q, J=7.1 Hz, 2H), 6.58 (dd, J=7.5, 2.6 Hz, 1 H), 7.03 (d, J=2.3 Hz, 1 H), 7.26 (d, J=8.3 Hz, 2H), 7.48 (d, J=7.2 Hz, 2H), 7.50-7.60 (m, 5H), 7.84 (br s, 1 H) ppm.

The synthetic route of 89943-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; INCE, Stuart; HAEGEBARTH, Andrea; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; SCOTT, William; WO2012/7345; (2012); A2;,
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. 24517-64-4, name is 2-Amino-3-cyanopyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-3-cyanopyridine

Synthesis of imidazo [1 ,2-a]pyridine- 8-carbonitrile. To a solution of 2-aminonicotinonitrile (1.0 g, 8.39 mmol) in EtOH (10 ml) in a 20m1 sealed vialwas added 2-chloroacetaldehyde (1.611 ml, 9.23 mmol) vial was then sealed and heated to 120C overnight. Reaction was cooled to RT and quenched with 2N Na2CO3, removed EtOH invaccuo and extracted with DCMx3. Combined organics and washed with water then brinex2.Dired over sodium sulfate and removed solvent to give title compound as a yellow brown solid(1.2 g, 8.38 mmol, 100 % yield) was verified by MS (ES+) C8H5N3 requires: 143 found: 144 [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, 24517-64-4, 2-Amino-3-cyanopyridine.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, 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-Amino-4-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Amino-4-(trifluoromethyl)pyridine

Step 1: 5-Bromo-4-(trifluoromethyI)pyridin-2-amineTo a stirred solution of 4-(trifuioromethyl)pyridine-2amine (2.5 g, 0.01542 mol) in dichloromethane (250 mL) was added N-bromosuccinimide (2.74 g, 0.01542 mol) in portions under dark conditions at room temperature and stirring was continued at room temperature for 6 h. The reaction mixture was diluted with IN NaOH solution (20 mL) and extracted with DCM (2×100 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the title compound (3.2 g, 86%). *H NMR (400 MHz, CDCI3) : delta 8.28 (s, 1H), 6.77 (s, 1H), 4.73 (brs, 2H); ESI-MS : Calculated mass: 239.95; Observed mass: 239.10 [M-H]”.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7379-35-3, 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 7379-35-3 as follows.

Example 18; Preparation of ter?-butyl-2-((4-mercaptopyridin-3-yl)methylthio)ethyl carbamate; ), DMF ) c H3OH h; Step 1 : LDA (0.11 mmol) was added to 4-chloropyridine 1 (15 g, 0.1 mol) in THF (250 mL) dropwise at -6O0C and stirred at this temperature for 1 hr. Then, DMF (9.3 mL, 0.12 mol) was added and stirred at rt overnight. The product was extracted with ethyl acetate from water. The combined organic layer was dried(Na2SO4), filtered and concentrated. The residue was purified by column chromatography (PE:EA = 10:1) to afford 4.6 g white solid, yield 65%. 1H NMR (400 MHz, CDCl3):10.51 (s, IH), 9.05 (s, IH), 8.08 (d, IH), 7.45 (d, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7379-35-3, its application will become more common.

Reference:
Patent; ACHAOGEN, INC.; WAGMAN, Allan, Scott; MOSER, Heinz, Ernst; WO2010/30811; (2010); A2;,
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. 126325-47-1, name is 6-Bromo-2-methylpyridin-3-amine, molecular formula is C6H7BrN2, 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 6-Bromo-2-methylpyridin-3-amine

Isoamyl nitrite (215 muL, 1.61 mmol) was added to a mixture of corhoper(II) chloride (173 mg, 1.28 mmol) in dry CH3CN (3 mL) at room temperature under N2. A solution of 5-amino-2-bromo-6-picoline (200 mg, 1.07 mmol) in dry CH3CN (2.4 mL) was added via cannula. The resulting mixture was heated at 65 0C under N2 for 4 h. The reaction mixture was diluted with EtOAc and washed with water. The aqueous layer was extracted with EtOAc (Ix). The combined organic extracts were dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography (Si, 1% of EtOAc in hexanes) to afford 6-bromo-3-chloro-2-methylpyridine. LCMS calc. = 206.0; found = 206.0 (M+l)+. 1H NMR (500 MHz, CDCl3) delta 7.48 (d, J- 8.2 Hz, 1 H); 7.29 (d, J= 8.2 Hz 1 H); 2.62 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 126325-47-1.

Reference:
Patent; MERCK & CO., INC.; WO2007/81569; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 374633-36-0, Adding some certain compound to certain chemical reactions, such as: 374633-36-0, name is 2-Bromo-3-fluoro-6-picoline,molecular formula is C6H5BrFN, 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 374633-36-0.

Potassium permanganate (2.50 g, 15.8 mmol) was added portionwise to asuspension of 2-bromo-3-fluoro-6-methylpyridine (1 g, 5.26 mmol) in water (22 ml) at 90 00The reaction was stirred for 3 hours and then filtered through Celite while hot, washing with hot water. The filtrate was acidified to pH 1 via addition of 6 N HCI. The resultant precipitate was collected by filtration to give the title compound (0.15 g, 13 % yield). MS (mlz) 219.9 (M+H).

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. 374633-36-0, 2-Bromo-3-fluoro-6-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DOWDELL, Sarah E.; EIDAM, Hilary Schenck; ELBAN, Mark; FOX, Ryan Michael; HILFIKER, Mark A.; HOANG, Tram H.; KALLANDER, Lara S.; LAWHORN, Brian Griffin; MANNS, Sharada; PHILP, Joanne; WASHBURN, David G.; YE, Guosen; (274 pag.)WO2017/6295; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 41667-95-2, 5,6-Dichloronicotinic 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 5,6-dichloronicotinic acid (5 g) and sulfurous dichloride (3.10 g) in methanol (20 mL) was stirred overnight at 25C. Cold water (100 mL) was added and the resulting mixture was neutralized with sat. NaHCO3 solution. The aqueous layer was extracted with DCM (2x 100 mL) and the combined organic layers were dried over Na2SO4. Aftet filtration, the filtrate was concentrated in vacuo to give the title compound (5 g) as white solid. MS (ESI): C7H5C12NO2requires 205; found 206 [M+H].

The synthetic route of 41667-95-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; REN, Feng; CAI, Wei; LIN, Xichen; WO2015/180613; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 607373-83-1 , The common heterocyclic compound, 607373-83-1, name is 2-Chloro-4-methoxy-5-nitropyridine, molecular formula is C6H5ClN2O3, 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 suspension of 2-chloro-4-methoxy-5-nitropyridine (300 mg, 1.59 mmol), prepared according to a literature procedure (PCT Int. Appl. (2003), WO 2003080610 Al 20031002) in EtOH (3 mL) was added SnCl2.2H20 (1.44g, 6.36 mmol) and the the mixture heated at 90C for lhr. The solvents were evaporated and the residue partitioned between 3M NaOH (50 mL) and DCM (lOOmL). The phases were separated and the organic phase was washed with brine (20 mL), dried (Na2SC>4), the mixture filtered and the filtrate evaporated to dryness to afford the title compound as a yellow oil (174 mg, 69%); m z=158.9, 160.8 (MH)+.

The synthetic route of 607373-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 677728-92-6, 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. 677728-92-6, name is 2-Fluoropyridine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: A solution containing the corresponding 4-fluoro aryl aldehyde (20.0mmol) and 4-hydroxy aryl aldehyde (20.0mmol) in DMAC (20 mL) was added to K2CO3(24.0mmol) and stirred at 100 C for 4 h under N2. The progress of the reaction was monitored by TLC (eluent: petroleum ether /ethyl acetate 5:1). Following the disappearance of the starting material, the mixture was washed with 1mol/LHCl(30 mL), 5% solution of NaHCO3(30 mL), and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated to yield the crude material used for the subsequent reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,677728-92-6, its application will become more common.

Reference:
Article; Bian, Cong; Chen, Xiaofang; Hu, Laixing; Hu, Xinxin; Liu, Yonghua; Wang, Chong; Wu, Yanbin; You, Xuefu; Zhang, Yongzhong; Bioorganic and medicinal chemistry letters; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 103-74-2, 2-(2-Hydroxyethyl)pyridine, 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, 103-74-2, blongs to pyridine-derivatives compound. Recommanded Product: 103-74-2

To a solution of 2-(2-hydroxyethyl)pyridine (3 ml, 26.6 mmol) was added 30 ml of 33% HBr in acetic acid. The yellow solution was heated in the capped vial at 78 C. for 2 days. The reaction was evaporated under high vacuum to produce a brown solid. The solid was re-crystallized from hot isopropanol to produce a light tan solid (73%). 1H NMR (500 MHz, dMSO): delta 3.62-3.65 (t, 2H), 3.95-3.98 (t, 2H), 7.95 (t, 1H), 8.09-8.10 (d, 1H), 8.58 (t, 1H), 8.90 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,103-74-2, its application will become more common.

Reference:
Patent; Tachdjian, Catherine; Lebl-Rinnova, Marketa; Wallace, David; US2006/263411; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem