Tag: M.W:200-300

Reference of 582325-22-2 ,Some common heterocyclic compound, 582325-22-2, molecular formula is C12H8FNO2, 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-(3-fluorophenyl)nicotinic acid (391 mg, 1.8 mmol ) in DMF (10 mL) at 0 C. was added HATU (753 mg, 1.98 mmol) and DIPEA (0.47 mL, 2.07 mmol ). After 15 min, cis-tert-butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate was added and the reaction stirred at room temperature for 5 hrs. The solvent was removed in vacuo and the residue diluted with ethyl acetate and water. The layers were separated and the organic layer washed with brine, dried (MgSO4) and the solvent removed to give an oil, which after chromatography (silica, 65% ethyl acetate:hex) to give the desired product, cis -tert-butyl-3-({[6-(3-fluorophenyl)pyridin-3-yl]carbonyl}amino)-4-hydroxypyrrolidine-1-carboxylate (420 mg, 58%). LC/MS (M+H)=401.9 observed, 402.18 expected.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582325-22-2, its application will become more common.

Reference:
Patent; Blake, Tanisha D.; Hamper, Bruce C.; Huang, Wei; Kiefer, James R.; Moon, Joseph B.; Neal, Bradley E.; Olson, Kirk L.; Pelc, Matthew J.; Schweitzer, Barbara A.; Thorarensen, Atli; Trujillo, John I.; Turner, Steven R.; US2008/146569; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 61160-18-7 , The common heterocyclic compound, 61160-18-7, name is 3-(Benzyloxy)-2-methylpyridin-4(1H)-one, molecular formula is C13H13NO2, 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.

Synthesis of iron chelator-nanoparticle systems: The general synthesis of the chelator 1 is described in scheme 3.86 Scheme 3. R=Me, Et. a: benzylchloride/NaOH/. b: NH4OH. C: hexamethyldisilazane/chlorotrimethylsilane/(2-acetoxyethoxy)methyl bromide, trimethylsilyl trifluoromethanesulfonate in 1,2-dichloroethane. c: basic hydrolysis with NH4OH. d: tosyl chloride in pyridine. e: nanoparticles with amino functional groups. f: BBr3/CH2Cl2 at 4¡ã C. for 30 min. Instead of benzyloxyethoxymethylchloride, 2-acetoxyethoxy)methyl bromide is used and the synthetic method is the same as described herein. The acetyl protection group on the side chain is removed by basic hydrolysis in methanolic ammonia solution. The mixture is stirred at room temperature in a sealed flask for 24 h. After purification by silica gel chromatography using CHCl3-MeOH (8:1) as an eluent, the deprotected hydroxyl group is converted into P-toluene-sulphonyl (tosyl) ester by the reaction with tosyl chloride (1.1 moles per mole of chelator) in dry pyridine. After removal of the solvent, the crude ester is often used directly. Before conjugation, 1 mL (100 mg/mL) of amino-modified nanoparticles are washed in 10 mL of 0.1 M sodium phosphate buffer (pH 7.4). After second wash, resuspend pellet in 10 mL of tosyl activeted chelator solution, ensuring that the particles are completely suspended by vortexing. Allow to react at 37¡ã C. for 24 hours with continuous mixing. Separate the particles conjugated with chelators by centrifugation and wash with phosphate buffered saline (pH 7.4) four times. Then, deprotect OH on pyridinone ring by BBr3 in CH2Cl2 at 4¡ã C. with shaking for 30 min. The new chelator-particle system is obtained by centrifugation and wash four times with PBS buffer. Resuspend in 10 mL 25 mM Tris buffer (pH 7.4) and store at 4¡ã C. until used. As mentioned above, if the nanoparticles could be damaged during the deprotective step, we will use an altered method to conjugate the chelator. The toluene sulfonic group (Tosyl-O-group) may be changed into an amino group by nucleophilic displacement reaction. To obtain primary amines in reasonable yield, sufficient excess ammonia is used. After that, first, deprotection of the OH group on the pyridinone ring by using the same deprotective method as above, then conjugate the chelator to Sulfo-NHS(N-hydroxysulfosuccinimide) preactivited carboxylic acid functinal nanoparticles just like chelators 2, 3, and DFO do. The chelator concentrations of the reaction solution before and after conjugation are determined by using UV-visible spectroscopy or HPLC, thereby the amount of the chelator conjugated to nanoparticles can be obtained by simply multiplying the difference of the concentrations with the reaction volume.

The synthetic route of 61160-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Utah Research Foundation; US2006/30619; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 102830-75-1, Adding some certain compound to certain chemical reactions, such as: 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine,molecular formula is C6H5BrClNO, 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 102830-75-1.

EXAMPLE 4 A solution of 4.0 g of 3-bromo-5-chloro-2-methoxypyridine in 75 ml of anhydrous ether was cooled to -70 C. under nitrogen. The resulting slurry was stirred rapidly and there was added 12.0 ml of 1.65M n-butyllithium/hexane dropwise over a period of about 5 minutes while keeping the temperature below -70 C. The reaction mixture became homogeneous and, after 15 minutes, a solution of 3.0 g of 4-chlorocinnamaldehyde in 35 ml of ether was added dropwise while keeping the temperature below -60 C. The cold mixture was then poured into aqueous saturated sodium bicarbonate solution and the resulting mixture was extracted with ether. The ether layer was washed with aqueous saturated sodium chloride solution, dried over potassium carbonate and concentrated under reduced pressure to give a white solid. This solid was recrystallized from a mixture of ethyl acetate/hexane to give (E)-5-chloro-alpha-[2-(4-chlorophenyl)ethenyl]-2-methoxy-3-pyridinemethanol as white needles melting at about 135-139.5

According to the analysis of related databases, 102830-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1221398-11-3, 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. 1221398-11-3, name is 6-Chloro-5-iodopyridin-2-amine. A new synthetic method of this compound is introduced below.

Potassium phosphate (12.72 g, 60 mmol), triphenyl phosphine (0.682 g, 2.40 mmol), 6-chloro-5-iodo-2-aminopyridine (6.1 g, 24 mmol), 2-methoxybenzeneboronic acid (5.10 g, 33.5 mmol) and palladium acetate (0.27 g, 1.20 mmol) were sequentially added to degassed acetonitrile (200 mL) and water (60 mL) under nitrogen. The reaction mixture was heated at 75 C. for overnight, then cooled to room temperature. The organic layer was separated and aqueous layer and was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, concentrated and purified by silica column using hexanes and ethyl acetate as eluent furnishing 4.05 g of title compound. Synthesis of 2-chlorobenzofuro[2,3-b]pyridine:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1221398-11-3, its application will become more common.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; US2012/61654; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 929000-66-8, 3-Bromo-6-chloropyridine-2-carboxylic 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, 929000-66-8, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-6-chloropyridine-2-carboxylic acid

Tosyl chloride (7.7 g, 40.4 mmol) was added to a solution of 2-chloro-5- bromo picolinic acid (4 g, 17 mmol) and pyridine (9.2 mL, 114 mmol) in 33 mL of t-BuOH at 00C. The reaction was then stirred at room temperature for 12 hours. NaHCO3 (Sat.) was then added and the mixture was extracted with ethyl acetate (3 times). The combined organic phases were washed with brine and dried over Na2SO4. Evaporation of the organic solvent afforded the desired compound 94A, which is used in the next step without further purification: 1H NMR (300 MHz, DMSO-d6) delta ppm 8.27 (1 H, d), 7.63 (1 H, d), 1.57 (9 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929000-66-8, its application will become more common.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 582325-22-2, 6-(3-Fluorophenyl)nicotinic 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, Formula: C12H8FNO2, blongs to pyridine-derivatives compound. Formula: C12H8FNO2

To a vial was added, 6-(3-fluorophenyl)nicotinic acid (46.4 mg, 0.213 mmol), 1-(7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)piperidin-4-amine (50 mg, 0.21 mmol), EDAC (45.0 mg, 0.235 mmol), HOBT (28.8 mg, 0.213 mmol), and DMA (1 mL) followed by NMM (0.058 mL, 0.534 mmol). The reaction was stirred overnight at room temperature and then diluted with H20 and the resulting solid filtered and collected to give the desired product, N-(1-{5-[(2,5-dimethyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]pyridin-2-yl}piperidin-4-yl)-6-(3-fluorophenyl)nicotinamide (81 mg, 88%). 1H NMR (400 MHz, DMSO-d6) ppm 9.06 (1 H, s), 8.45 (1 H, d, J=7.5 Hz), 8.21-8.30 (1 H, m), 8.04-8.14 (2 H, m), 7.89-8.02 (2H, m) 7.49-7.59 (1 H, m), 7.29 (1 H, t), 4.49-4.64 (5 H, m), 4.11 (1 H, br. s.), 3.89 (2 H, t, J=5.9 Hz), 2.94-3.07 (2 H, m), 1.88 (2 H, d, J=10.1 Hz), 1.42-1.56 (3 H, m). HRMS (TOF, ES+) calculated for M+H: 434.1992; observed 434.2165.

The synthetic route of 582325-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blake, Tanisha D.; Hamper, Bruce C.; Huang, Wei; Kiefer, James R.; Moon, Joseph B.; Neal, Bradley E.; Olson, Kirk L.; Pelc, Matthew J.; Schweitzer, Barbara A.; Thorarensen, Atli; Trujillo, John I.; Turner, Steven R.; US2008/146569; (2008); 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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-Bromo-2-hydroxy-3-nitropyridine

N,N’-dimethylformamide (3 mL) was added to a mixture of 5-bromo-2-hydroxy-3-nitropyridine (16.54 g, 80 mmol) and thionyl chloride (43 mL) and the mixture was stirred and heated to reflux. After 1 hour, the solution was cooled and the solvent was evaporated. The mixture was co-evaporated with toluene to give a dark solid. Purification by flash chromatography (10:1 hexanes/ethyl acetate) gave the title compound (14.63 g, 82%) as a yellow solid. 1H-NMR delta (CDCl3): 8.38 (d, J=3.0 Hz, 1H), 8.70 (d, J=3.0 Hz, 1H).

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, 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98027-84-0, 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 98027-84-0, name is 2,6-Dichloro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate Example 5. N-(6-chloro-4-(2,4-difluorophenyl)pyridin-2-yl)cycloprdpanesulfonamidea) 2,6-dichloro-4-(2,4-difluorophenyl)pyridineA solution of 2,6-dichloro-4-iodopyridine (1.5 g, 5.49 mmol) in 1,2-dimethoxy- ethane (15 ml) was degassed by N2 bubbling for 5 mm. 2,4-Difluorophenylboronic acid (0.86 g, 5.49 mmol, 1 eq) was added and the mixture was degassed for another 5 mm. Pd(dppf)C12 (0.358 g, 0.43 mmol, 0.08 eq) and aqueous sodium carbonate (1.45 g, 13.7 mmol, 2.5 eq) were added sequentially using the procedure of Intermediate Example 1 and the mixture was heated at 90 C for 16 h. The reaction mixture was quenched and extracted as in Intermediate Example 1. The solvent was distilled off to afford the cruderesidue which was purified by column chromatography (60-120 silica gel, 3 % ethyl acetate in hexane) to yield the title product in 98.5 % yield (1.4 g).

According to the analysis of related databases, 98027-84-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORION CORPORATION; RAJAGOPALAN, Srinivasan; APPUKUTTAN, Prasad; NARASINGAPURAM ARUMUGAM, Karthikeyan; UJJINAMATADA, Ravi Kotrabasaiah; GEORGE, Shyla; LINNANEN, Tero; WO2014/162039; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 81998-05-2, 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 81998-05-2 as follows.

Under anitrogen atmosphere, triethylphosphite (2.0 mL, 120mmol) was added to a solution of 16 (343 mg, 1.30 mmol)in chloroform (10 mL) and the solution was refluxed for24 h. After cooling to room temperature, chloroform andexcess triethylphosphite were removed under reduced pressure. The residue waspurified by silica gel column chromatography with chloroform / ethyl acetate (v/v, 20/1)to give 17 (173 mg, 0.539 mmol, 41.5 %) as light yellow oil.1H NMR (CDCl3): = 8.61 (d, J = 5.1 Hz, 1H), 8.57 (d, J = 4.8 Hz, 1H), 8.32 (s, 1H),8.23 (s, 1H), 7.34-7.30 (m, 1H), 7.14 (d, J = 4.8 Hz, 1H), 4.07 (dq, J = 7.2 Hz, 4H), 3.24(d, J = 22 Hz, 2H), 2.44 (s, 3H), 1.27 (t, J = 7.2 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81998-05-2, its application will become more common.

Reference:
Article; Kodama, Koichi; Kobayashi, Akinori; Hirose, Takuji; Tetrahedron Letters; vol. 54; 40; (2013); p. 5514 – 5517;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 652160-72-0, Adding some certain compound to certain chemical reactions, such as: 652160-72-0, name is 2-Bromo-5-fluoro-3-nitropyridine,molecular formula is C5H2BrFN2O2, 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 652160-72-0.

step 1 : A suspension of 2-bromo-5-fluoro-3-nitropyridine (4.42 g, 20 mmol) and SnC (22.56 g, 100 mmol) in EtOH (40 mL) and concentrated HC1 (40 mL) was heated at 60 C for 1 h. The reaction mixture was concentrated under reduced pressure. To the residue was added EtOAc (100 mL) and sat’d aq. NaHC03 solution (200 mL), and the mixture was filtered with Celite and extracted with EtOAc (100 mL x 3). The organic layer was washed with saturated NaHC03, water and brine, dried (MgSO i), filtered, and concentrated under reduced pressure to afford3.1 g (80%) of 2-bromo-5-fluoropyridin-3-amine as a brown solid. MS (ESI): m/z = 191.1 [M+l]+.

According to the analysis of related databases, 652160-72-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem