Category: pyridine-derivatives

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

Synthetic Route of 588729-99-1 ,Some common heterocyclic compound, 588729-99-1, molecular formula is C5H4BrClN2, 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 163; N-(6-(6-Chloro-5-(4-methoxyphenyIsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. N-(5-Bromo-2-chloropyridin-3-yl)-4-methoxybenzenesulfonamide; A solution of 4-methoxybenzenesulfonyl chloride (1 g, 5 mmol) and 3-amino-5-bromo-2-chloropyridine (0.45 g, 2 mmol) in 15 mL of pyridine was heated in a microwave vial at 100 C for 20 minutes. The mixture was then concentrated in vacuo and the residue was purified by a silica gel column chromatography to give first the di-sulfonamide compound (0.5 g, 42% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.92 (s, 6 H) 6.94 – 7.09 (m, 4 H) 7.59 (d, J=2.34 Hz, 1 H) 7.81 – 7.98 (m, 4 H) 8.50 (d, J=2.34 Hz, 1 H); and then the mono-sulfonamide compound N-(5-bromo-2-chloropyridin-3-yl)-4- methoxybenzenesulfonamide (0.4 g, 49% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.86 (s, 3 H) 6.84 – 7.06 (m, 3 H) 7.68 – 7.83 (m, 2 H) 8.08 – 8.21 (m, 2 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. 588729-99-1, 3-Amino-5-bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); 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

Electric Literature 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.

600 mg of Compound 5 was dissolved in 3 mL of toluene solution. 2 mL of a 1 mol/L solution of LiHMDS in tetrahydrofuran was added at 0 to 10 C and stirred for 1 h. At 0 to 10 C, 292 mg of a toluene solution of Compound 2 was added, and the reaction was slowly returned to room temperature for 5 hours.After the end of the reaction was monitored by HPLC, the reaction was quenched with 6 mL of saturated ammonium chloride. The organic phase was separated and dried over anhydrous sodium sulfate. An off-white solid with a yield of 54%.

According to the analysis of related databases, 571188-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Pengxu Pharmaceutical Technology Co., Ltd.; Li Pixu; Wang Peng; Wei Qiang; (7 pag.)CN109553621; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55304-75-1, Adding some certain compound to certain chemical reactions, such as: 55304-75-1, name is 2,6-Dichloro-3-(trifluoromethyl)pyridine,molecular formula is C6H2Cl2F3N, 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 55304-75-1.

General procedure: A DMF/water solution (1:1, 2 mL per 1 mmol of 1) of K3PO4 (1.5 mmol), Pd(OAc)2(2 mol %), and arylboronic acid 2 (2.2 mmol) was stirred at room temperaturefor 8-12 h (tlc control). After completion of the reaction, the mixture wasextracted with CH2Cl2 and the combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified bycolumn chromatography (silica gel, EtOAc/heptane = 1:4). Starting with 1(216 mg, 1.0 mmol), K3PO4 (345 mg, 2.5 mmol), Pd(OAc)2 (2 mol %), arylboronic acid (334 mg, 2.20 mmol), and solution of DMF andwater (1:1) (2 mL), 4a-f was isolated as a yield.

According to the analysis of related databases, 55304-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ahmed, Shahzad; Sharif, Muhammad; Shoaib, Khurram; Reimann, Sebastian; Iqbal, Jamshed; Patonay, Tamas; Spannenberg, Anke; Langer, Peter; Tetrahedron Letters; vol. 54; 13; (2013); p. 1669 – 1672;,
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