Tag: M.W:100-200

Synthetic Route of 1620-75-3 ,Some common heterocyclic compound, 1620-75-3, molecular formula is C7H6N2, 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 6-methylpyridine-2-carbonitrile (1 g, 8.46 mmol, 1 eq) in CCU (15 mL) was added NBS (1.51 g, 8.46 mmol, 1 eq) and AIBN (139.0 mg, 0.84 mmol, 0.1 eq). The mixture was stirred at 80 C for 16 hr. The reaction mixture was added H20 (30 mL) and extracted with EA (30 mL * 3). The combined organic layers were washed with brine (30 mL), dried with anhydrous Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (40 g SepaFlash Silica Flash Column, EA/PE: 0-10%) to afford two main spots. To afford 6-(bromomethyl)pyridine-2-carbonitrile (979 mg, crude) as yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1620-75-3, its application will become more common.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (472 pag.)WO2020/97389; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74784-70-6 ,Some common heterocyclic compound, 74784-70-6, molecular formula is C6H5F3N2, 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 614-(Aminomethyl)-l-(7H-pyrrolor2,3-dlpyrimidin-4-yl)-N-(5-(trifluoromethyl)pyridin-2- yl)piperidine-4-carboxamide; 6 IA. ferf-Butyl 4-cyano-4-(5-(trifluoromethyl)pyridin-2-ylcarbamoyl)piperidine- 1 – carboxylateHATU (1121 mg, 2.95 mmol) was added in one portion to l-(tert-butoxycarbonyl)-4- cyanopiperidine-4-carboxylic acid (Example 26A) (500mg, 1.97 mmol) and DIPEA (1.030 ml, 5.90 mmol) in DMA (5ml) at 2O0C under nitrogen. The resulting solution was stirred at 20 0C for 10 minutes then 2-amino-5-(trifluoromethyl)pyridine (383 mg, 2.36 mmol) added. The reaction mixture was stirred at 50 0C for 6 hours then at 20 0C for 18 hours. The reaction mixture was diluted with EtOAc (50 mL), and washed sequentially with water (2 x 50 mL) and saturated brine (50 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 20 to 40% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford and triturated with diethyl ether to afford tert-butyl 4- cyano-4-(5-(trifluoromethyl)pyridin-2-ylcarbamoyl)piperidine-l -carboxylate (554 mg, 70.7 %) as a white solid.IH NMR (400.13 MHz, DMSO-d6) delta 1.42 (9H, s), 2.00 – 2.07 (2H, m), 2.25 (2H, d), 2.97 (2H, s), 4.04 (2H, d), 8.19 – 8.27 (2H, m), 8.80 (IH, t), 11.38 (IH, s) MS m/e M-H 397

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. 74784-70-6, 5-(Trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75110; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 92914-74-4, Adding some certain compound to certain chemical reactions, such as: 92914-74-4, name is Isoxazolo[5,4-b]pyridin-3-amine,molecular formula is C6H5N3O, 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 92914-74-4.

Synthesis of exemplary compound 5: N-(1-(4-(Trifluoromethylthio)phenyl)-ethypisoxazolo[5,4-b]pyridin-3-amine 484 mg (2.2 mmol) of 4′-(trifluoromethylthio)acetophenone were added to a solution of 270 mg (2.0 mmol) of isoxazolo[5,4-b]pyridin-3-amine (intermediate VX001) in DCM (20 ml), and the mixture was stirred for 1 h at RT. 958 mul (6.0 mmol) of triethylsilane and 446 mul (6.0 mmol) of TFA were then added, and the reaction solution was stirred for 7 d at 60 C. After cooling to RT, the mixture was rendered basic with a sat. aq. NaHCO3 soln. The phases were separated, and the aqueous phase was again extracted with DCM. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. CC (EA/hexane 1:1) of the residue yielded 328 mg (1.0 mmol, 48%) of N-(1-(4-(trifluoromethylthio)phenyl)ethyl)-isoxazolo[5,4-b]pyridin-3-amine. MS: m/z 340.1 [M+H]+.

According to the analysis of related databases, 92914-74-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUNENTHAL GMBH; US2010/234419; (2010); 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. 19621-92-2, name is 6-Oxo-1,6-dihydropyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 19621-92-2

To a solution of 6-hydroxypicolinic acid (13.0 g, 93.5 mmol) in methanol (150 mL) at room temperature was added HCl in dioxane (4N, 10 mL). The resulting mixture was stirred at room temperature for 48 hours. The reaction mixture was concentrated to give methyl 6-hydroxypicolinate (13 g, 90%) as a white solid.

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, 19621-92-2, 6-Oxo-1,6-dihydropyridine-2-carboxylic acid.

Reference:
Patent; Ruf, Sven; Sadowski, Thorsten; Wirth, Klaus; Schreuder, Herman; Buning, Christian; Kallus, Christopher; Strobel, Hartmut; Wehlan, Hermut; US2014/296296; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98400-69-2, Adding some certain compound to certain chemical reactions, such as: 98400-69-2, name is 4-(Boc-Amino)pyridine,molecular formula is C10H14N2O2, 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 98400-69-2.

-Buli (1.6 M soln, 155 mL, 249 mmol) was added to a stirred solution of TMEDA (37.36 mL, 249 mmol) in THF AT-40 C. The solution was allowed to come at room temperature over 10 min and stirred for another 10 min. The solution was cooled TO-78 C. A solution OF PYRIDINE-4-YL-CARBAMIC acid-tert-butyl ester (117) (22 g, 113.26 mmol) in THF was added slowly. The solution was allowed to come at room temperature within 3 h. After stirring at room temperature for 15 min the solution was again cooled to -78 OC and a freshly crushed dry ice was added. The solution was allowed to come at room temperature, stirred for 30 min and poured into ice cold 10 % NH4C1 solution. The solution was basified by IN NaOH solution and washed by dichloromethane. The pH of aqueous phase was adjusted to 4 by cold 10 % HC1 solution. The solids formed were filtered, washed by water and dried under vacuum at room temperature to yield 16.3 g (30 %) 4-tert-butoxycarbonylamino-nicotinic acid (118) as white solids. MP: 260 C ; 1H- NMR (DMSO-d6): d 1.49 (s, 9H), 8.23 (d, J= 6.0 Hz, 1H), 8.55 (D, J= 6.0 Hz, 1H), 8. 96 (s, 1H); EIMS M/Z 238 (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. 98400-69-2, 4-(Boc-Amino)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVANIR PHARMACEUTICALS; WO2005/21546; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3167-49-5 , The common heterocyclic compound, 3167-49-5, name is 6-Aminonicotinic acid, molecular formula is C6H6N2O2, 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.

Reference Example 190 6-Amino-5-bromopyridine-3-carboxylic acid To a stirred solution of 6-aminonicotinic acid (13.8 g, 0.1 mole) in glacial acetic acid (100 ml), bromine (16 g, 5 ml, 0.1 mole) in acetic acid (20 ml) is added slowly. The reaction mixture is stirred for 8 hours at room temperature and the acetic acid is removed under reduced pressure. The yellow solid residue is dissolved in water and carefully neutralized with 30% NH4 OH. The separated solid is filtered and washed with water to give 18 g of solid; mass spectrum: 218 (M+).

The synthetic route of 3167-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5719278; (1998); 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. 1072-97-5, name is 5-Bromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H5BrN2

NaH (47.3 mg, 1.971 mmol) and 5-bromo-2-pyridinamine (310 mg, 1.792 mmol, available from Aldrich) were added to N,N-Dimethylformamide (DMF) (7 mL) and stirred in an ice bath for 30 mins. The reaction mixture was then allowed to warm to room temperature and methyl iodide (0.123 mL, 1.971 mmol) was added and the reaction mixture stirred for 24 hr. The reaction mixture was partitioned between DCM (20 mL) and water (20 mL) and the organic layer washed with more water (20 mL) before being dried through an hydrophobic frit and concentrated. The residue was dissolved in DCM and purified by SP4 on a 25+S silica cartridge using a gradient of 10%-40% EtOAc in cyclohexane. Appropriate fractions were collected and concentrated to yield the desired product as a white solid (79.1 mg). LCMS (Method C): Rt 0.39, MH+=187

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, 1072-97-5, 5-Bromopyridin-2-amine.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5345-47-1 ,Some common heterocyclic compound, 5345-47-1, molecular formula is C6H6N2O2, 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.

A solution of bromine (7 mL, 136 mmol) in acetic acid (20 mL) was added dropwise to an acetic acid (230 mL) suspension of 2-aminonicotinic acid (9.37 g, 68 mmol) at 100C. After stirring the mixture for 6 hours, ether (600 mL) was added and the stirring was continued for 14 hours. The mixture was cooled to 00C, the precipitate was filtered, washed with ether and dried to give 18.2 g (90%) of a hydrobromide salt. The salt was dissolved in water (200 mL) and sodium hydroxide solution (60 mL, 2N) then neutralized with IN HCl. The resulting precipitate was filtered and dried to afford of the title compound (12.01 g, 82%). 1H NMR (300 MHz, OMSO-d6, delta): 8.25 (d, J= 2.6Hz, IH), 8.09 (d, J= 2.6Hz, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5345-47-1, its application will become more common.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2007/67416; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 173999-23-0 ,Some common heterocyclic compound, 173999-23-0, molecular formula is C6H7BrN2, 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.

Intermediate 21A. N-((5-bromopyridin-2-yl)methyl)-3,4-dichlorobenzamide[00211] 3,4-Dichlorobenzoic acid (0.50 g, 2.6 mmol), (5-bromopyridin-2- yl)methanamine (0.490 g, 2.62 mmol) and PyBOP (1.5 g, 2.9 mmol) were combined in dimethylformamide (10 mL) and treated with diisopropylethylamine (1.4 mL, 7.9 mmol). The reaction was stirred at rt for 2 h, concentrated and the residue purified on flash chromatography (4 g cartridge, 0 to 100 % ethyl acetate/hexanes) to afford 0.52 g of Intermediate 21 A (55% yield) as a white solid. LC/MS (HPLC Method M): RT = 2.00 min, (M+H)+ = 360.8. -bromo-3 -(3 ,4-dichlorophenyl)imidazo [ 1 ,5-a]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,173999-23-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QIAO, Jennifer, X.; FINLAY, Heather; JIANG, Ji; LLOYD, John; HU, Carol Hui; PI, Zulan; TORA, George, O.; NEELS, James; HANGELAND, Jon, J.; FRIENDS, Todd, J.; WO2013/48928; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5350-93-6, Adding some certain compound to certain chemical reactions, such as: 5350-93-6, name is 6-Chloropyridin-3-amine,molecular formula is C5H5ClN2, 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 5350-93-6.

Bromine (24.86 g, 155.57 mmol) was added to a solution of6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid(383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acidwas then evaporated. The residue was dissolved in EtOAc, washed with saturatedaqueous Na2C03, water and brine. The organic layer was dried over MgS04, filteredand evaporated, yielding 32.20 g of the desired product 49-a (99.8percent). m/z = 206.96 (M+ It

According to the analysis of related databases, 5350-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; VENDEVILLE, Sandrine Marie Helene; HU, Lili; DEMIN, Samuel Dominique; Cooymans, Ludwig Paul; WO2013/186333; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem