Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 407-20-5, 3-Bromo-5-fluoropyridine, 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, 407-20-5, blongs to pyridine-derivatives compound. Recommanded Product: 407-20-5

To a solution of diisopropylamine (6.899 g, 9.555 mL, 68.18 mmol) in THF (75 mL) cooled to -78C, was added butyllithium (25 mL of 2.5 M in hexanes, 62.5 mmol). The reaction mixture was allowed to warm to -20C then cooled back down to -78C. A solution of 3-bromo-5-fluoro-pyridine (10 g, 56.82 mmol) in THF (25 mL) was added dropwise keeping temperature below -70C (approx 30 mins). The reaction mixture was stirred at – 78C for 30 mm and a solution of 1,1,1,2,2,2-hexachloroethane (14.8 g, 62.5 mmol) in THF (20 mL) was then added dropwise, keeping temperature below -70C (over approx 30 mins). The mixture was stirred at -78C for 20 minutes, allowed to warm to room temperature, cooled back to 0C and quenched with water (100 mL). EtOAc (400 mL) was then added, and organic layer separated, washed with water (2x), brine (lx), dried (Mg504), filtered and concentrated in vacuo to leave a brown solid. The solid was triturated in pentane (lOOmL) for 10 minutes, then filtered. The filtrate was concentrated in vacuo to afford product as a brown oil that turned to a crystalline solid on standing, 11.85 g, 89%). ?H NMR (DMSO-d6) oe 8.78 (s, 1H), 8.76 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,407-20-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BOYALL, Dean; CHARRIER, Jean-Damien; DAVIS, Chris; DURRANT, Steven; ETXEBARRIA I JARDI, Gorka; FRAYSSE, Damien; KAY, David; KNEGTEL, Ronald; PINDER, Joanne; WO2015/84384; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1137-68-4, Adding some certain compound to certain chemical reactions, such as: 1137-68-4, name is 2-(2-Pyridyl)benzimidazole,molecular formula is C12H9N3, 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 1137-68-4.

EXAMPLE 9 To a solution of (2S)-N-[4-(5-bromopentyl)oxy-5-methoxy-2-nitrobenzoyl) pyrrolidine-2-carboxarbaldehyde diethyl thioacetal 2c (549 mg, 1 mmol) in dry DMF (10 ml_) was added anhydrous K2CO3 (552 mg, 4 mmol) and the 2-(2- pyridyl)benzimidazole 4a (195 mg, 1 mmol). The reaction mixture was stirred at room temperature for 48 h. TLC using ethyl acetate as a solvent system monitored the reaction. The potassium carbonate was removed by suction filtration and the solvent was removed under vacuum. The crude product was purified by column chromatography using 2% MeOH-CHCI3 as eluent to afford pure compound of 9b (498 mg, 75%). 1H NMR (CDCI3): 8.62 (d, J = 5.1 Hz, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.75-7.87 (m, 2H), 7.47-7.51 (m, 1 H), 7.45 (s, 1H), 7.20-7.35 (m, 3H), 6.77 (s, 1 H), 4.82 (d, J = 3.7 Hz, 1 H), 4.57-4.71 (m, 3H), 4.02-4.15 (m, 2H), 3.97 (s, 3H), 3.10-3.30 (m, 1 H), 2.90-3.08 (m, 1 H), 2.65-2.85 (m, 4H), 2.45-2.62 (m, 2H), 1.60-2.40 (m, 6H), 1.44-1.50 (m, 2H), 1.30-1.42 (m, 6H) ESIMS: m/z 666 (M+).

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. 1137-68-4, 2-(2-Pyridyl)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; WO2009/113085; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-43-8, 2-Trifluoromethylnicotinic 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, 131747-43-8, blongs to pyridine-derivatives compound. COA of Formula: C7H4F3NO2

Alternate coupling procedure:Combine 4-(4,5-dimethyl-6-(4-(methylamino)piperidin-l-yl)pyridazin-3- yl)benzonitrile (300 mg, 0.93 mmol), 2-(trifluoromethyl)nicotinic acid (210 mg, 1.12 mmol) and diisopropylethylamine (0.79 mL, 4.51 mmol) in a 4: 1 mixture of DMF and DMSO (20 mL). Heat the mixture briefly at 60 0C to dissolve the solids, and then cool to 0 0C. Add a solution of perfluorophenyl diphenylphosphinate (750 mg, 1.96 mmol) in a 4: 1 mixture of DMF and DMSO (1 mL) dropwise. Heat the resulting mixture at 60 0C overnight. Partition the reaction mixture between aqueous NaHCO3 solution and CH2Cl2. Wash the organic layer with brine, dry over Na2SO4, filter, and concentrate under reduced pressure. Purify the resulting residue by flash silica gel chromatography (20:5: 1 hexanes: EtOAc: 2 M NH3/MeOH) to provide the free base of the title compound (346 mg, 75%). ES/MS m/z 495.2 (M+l). Form the HCl salt as described above.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-43-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; BASTIAN, Jolie, Anne; CLAY, Julia, Marie; COHEN, Jeffrey, Daniel; HIPSKIND, Philip, Arthur; LOBB, Karen, Lynn; SALL, Daniel, Jon; WILSON (NEE TAKAKUWA), Takako; THOMPSON, Michelle, Lee; WO2010/56588; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 155601-65-3, 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 155601-65-3 as follows.

2,6-difluoronicotinaldehyde was obtained as described in M. Schlosser and T. Rausis, Eur. J. Org. Chem. 2004, 1018.A mixture of 2,6-difluoronicotinaldehyde (2 g, 13.9 mmol), 2-amino-5- methylphenol (1.7 g, 13.8 mmol) and 2,3-butanedione monoxime (1.065 g, 10.5 mmol) in acetic acid (120 mL) was heated at 120C for 1.5 hours. After cooling down to room temperature, zinc powder (2 g) was added and the mixture heated one hour at 120C and left overnight at room temperature. The suspension is then filtered and filtrate is reduced to about 20 mL. Water was added (about 100 mL) and aqueous KOH was added up to pH ~ 8. The mixture was extracted with dichloromethane and the crude obtained purified by column chromatography using CH2Cl2/Et20 as eluent. The ligand was obtained as a beige solid (2.14 g, yield 68 %).1H MR (CDC13, 400 MHz) : delta 8.28 (t, J= 8.0 Hz, IH) ; 7.25 (d, J= 1.6 Hz, IH) ; 7.09 (d, J= 8.4 Hz, IH) ; 6.99 (ddd, J= 8.0, 2.0, 0.8 Hz, IH) ; 6.79 (dd, J= 8.4, 2.8 Hz, IH) ; 2.27 (s, 3H) ; 2.24 (d, J= 0.8 Hz, 3H) ; 2.19 (d, J= 0.8 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,155601-65-3, its application will become more common.

Reference:
Patent; SOLVAY SA; NAZEERUDDIN, Mohammad Khaja; BARANOFF, Etienne David; GRAETZEL, Michael; WO2012/19948; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 74115-13-2, 5-Bromo-3-pyridinol, 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, 74115-13-2, blongs to pyridine-derivatives compound. Formula: C5H4BrNO

A mixture of 3-bromo-5-hydroxypyridine (At°rich, Buchs, Switzerland, 611 mg, 3.51 mmol), potassium carbonate (971 mg, 7.02 mmol) and 2-bromoethyl methyl ether (537 mg, 3.86 mmol) in 30 ml DMF was stirred for 14 h at rt and for 2 h at 80C The reaction mixture was quenched with water and extracted with EtOAc (2x). The organic layers were washed with brine (3x), dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (dichloromethane/MeOH 0% to 3%) to give the title compound as an oil (HPLC- tkappa 2.38 min (Method A), M+H = 232, 234 MS-ES)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74115-13-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 38496-18-3, name is 2,6-Dichloronicotinic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 38496-18-3

(a) 19.1 g (0.1 mole) of 2,6-dichloronicotinic acid [Guthzeit and Laska, J. pr. Ch. 58 [2], 425 (1898)] are suspended in 250 ml of methanol and, while stirring and cooling with ice, hydrogen chloride gas is introduced until the mixture is saturated. The reaction mixture is allowed to stand for 48 hours at room temperature and subsequently heated for 3 hours to reflux temperature. It is then evaporated to dryness in a high vacuum at 40 C and the residue is dried in a high vacuum at 40 C. The brown crystalline product is recrystallized from ether-pentane to yield methyl 2,6-dichloronicotinate with a melting point of 53-54 C.

The synthetic route of 38496-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4089960; (1978); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16867-03-1, 2-Amino-3-hydroxypyridine, 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: C5H6N2O, blongs to pyridine-derivatives compound. Formula: C5H6N2O

EXAMPLE 59 2-Ethyloxazolo [4,5-b]pyridine A mixture of 4.4 g. of 2-amino-3-hydroxypyridine, 10.4 g. of propionic anhydride and 15 g. of polyphosphoric acid was heated at 168 C. for 15 minutes. The reaction mixture was cooled slightly and poured into ice water and stirred until the polyphosphoric acid had decomposed. The solution was made alkaline with solid sodium bicarbonate and extracted with 150 ml. of methylene chloride. The dried methylene chloride solution was concentrated to dryness and the residue was dissolved in ether and filtered through aluminum oxide. From the ether filtrate there was obtained 1.2 g. of 2-ethyloxazolo[4,5-b]pyridine, m.p. 52-53 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16867-03-1, 2-Amino-3-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4038396; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884495-03-8, 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. 884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine. A new synthetic method of this compound is introduced below.

Ethynyltrimethylsilane (0.82 mL, 6.3 mmol) was added dropwise to a stirred mixture of 2-bromo-5-fluoropyridin-3-amine (1.0 g, 5.23 mmol), Pd(PPh3)2Cl2 (0.18 g, 0.26 mmol) and Cul (50 mg, 0.26 mmol) in triethylamine (15 mL) at 0C. The reaction was stirred for 4 h at rt under nitrogen. The mixture was concentrated under reduce pressure. The residue was purified by silica gel column chromatography (PE/EA, from 20/1 tolO/1) to give compound 23 (0.8 g, 73% yield). LC-MS: 209.16 (M+H), Ci0Hi3FN2Si. 1H NMR (CDC13, 400 MHz) 0: 7.83 (s, 1H), 6.75-6.72 (m, 1H), 4.40 (br, 2H), 0.28 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884495-03-8, 3-Amino-2-bromo-5-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; AKARNA THERAPEUTICS, LTD.; MOHAN, Raju; PRATT, Benjamin, Anthony; (297 pag.)WO2016/103037; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1121-76-2 , The common heterocyclic compound, 1121-76-2, name is 4-Chloropyridine 1-oxide, molecular formula is C5H4ClNO, 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 mixture of 4-chloropyridine, 1 -oxide (0.0025 mol), Pd2(dba)3 (catalytic quantity), Xantphos (catalytic quantity) and Cs2CO3 (0.973 g) in dioxane (5ml) was degassed by applying alternating N2 atmosphere and vacuum. Intermediate (70) (0.0023 mol) in dioxane (15ml) was added under N2-atmosphere. The reaction mixture was stirred at 1000C for 2 hours. The mixture was extracted (DCM/H2O), dried, filtered and evaporated. The residue was used crude, yielding intermediate (71).

The synthetic route of 1121-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/3665; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16179-97-8 ,Some common heterocyclic compound, 16179-97-8, molecular formula is C7H8ClNO2, 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 suspension of 2-pyridineacetic acid hydrochloride (Aldrich; 1.74 g, 10 mmol) and carbonyl diimidazole (1.95 g, 12 mmol) in anhydrous THF (20 mL) was stirred at rt for 1 h. To the mixture was added solid 4-chloroaniline (1.28 g, 10 mmol). After stirring overnight, the solvent was removed and the residue was partitioned between water and EtOAc. The organic layer was dried over Na2SO4 and evaporated to dryness. The crude product was recrystallized from 20 mL of toluene affording 1.5 g (60%) of the amide as a solid. TOF MS ES+ m/z 247 (MH+), 269 (M+Na+).

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. 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hogenkamp, Derk J.; Johnstone, Timothy B.C.; Gee, Kelvin W.; US2006/293329; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem