Month: April 2022

Application of 59942-87-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.59942-87-9, name is Pyrazolo[1,5-a]pyridin-2(1H)-one, molecular formula is C7H6N2O, molecular weight is 134.1353, as common compound, the synthetic route is as follows.

To a solution of pyrazolo[1,5-a]pyridin-2-ol (120 mg, 0.89 mmol) in 4 mL of anhydrous DMF, were added K2CO3 (270 mg, 1.95 mmol), 4-(2-chloroethyl)morpholine hydrochloride (183 mg, 0.98 mmol) and Nal (134 mg, 0.89 mmol) and the mixture heated to 80 ºC for 18 h under nitrogen. The solvent was evaporated under reduced pressure and the residue poured into a mixture of EtOAc and water, to afford after drying and evaporation of organic layers, 112 mg of an oil that was purified by silica gel flash chromatography with EtOAc/MeOH (9:1) as eluent to afford 57 mg of 4-(2-(pyrazolo[1,5-a]pyridin-2-yloxy)ethyl)morpholine. 40 mg (0.43 mmol) of anhydrous oxalic acid in 0.5 mL of acetone were added to a solution of 98 mg of 4-(2-(pyrazolo[1,5-a]pyridin-2-yloxy)ethyl)morpholine base oil in 0.5 mL of acetone.

Statistics shows that 59942-87-9 is playing an increasingly important role. we look forward to future research findings about Pyrazolo[1,5-a]pyridin-2(1H)-one.

Reference:
Patent; Laboratorios del. Dr. Esteve, S.A.; Diaz-Fernandez,Jose-Luis; Cuberes-Altisent,Mª Rosa; EP2631236; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, 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, SDS of cas: 156094-63-2, blongs to pyridine-derivatives compound. SDS of cas: 156094-63-2

To 3-iodo-4-nitro-lH-indazole (5.01 g, 17.3 mmol) in DMF (40 mL) was added K2CO3 (4.79 g, 34.7 mmol) and 2-(bromomethyl)-6-methoxypyridine (4.20 g, 20.8 mmol). The reaction mixture was stirred for 4 hours. The reaction mixture was concentrated to remove DMF, diluted with EtOAc and washed with H20 and brine. The organic phase was dried (Na2S04) and concentrated. Silica gel chromatography (EtOAc/Hexane 1 :5) gave the desired product (5.68 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 123853-39-4, 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-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, 123853-39-4, blongs to pyridine-derivatives compound. Product Details of 123853-39-4

The 75mg about 0.21mmol prepared above S14,80mg, about 0.21mmol compound S12,55mg about 0.4mmol K2CO3 in single-neck flask, 5mL DMF, in a nitrogen atmosphere Heated to 50 C, the reaction 2h, cooled to 30 C overnight reaction, until the reaction is complete, add 20mL Water was added and extracted with chloroform, the organic phases were pooled washed with water and saturated brine, dried over anhydrous sodium sulfate Dry, filtered, and solvent was removed by rotary evaporation, the residue was purified by column chromatography to give the present invention provides Compound 9,46mg, a yield of 35%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,123853-39-4, its application will become more common.

Reference:
Patent; JiangsuSimcere Pharmaceutical Company, Ltd; JiangsuSimcere Pharmaceutical Research Co. Ltd.; Chen, Rong; Liu, Fei; Cong, Xin; Feng, Lin; Li, Haidao; Dong, Qingli; (62 pag.)CN102464608; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 801303-22-0, 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. 801303-22-0, name is 2-Amino-5-fluoronicotinonitrile. A new synthetic method of this compound is introduced below.

To a solution of furan (16.6 mmol) in 50 mL THF at -78 C was slowly added 17 mmol n-BuLi (6.8 mL of a 2.5 M solution in hexanes). The solution was transferred to an ice water bath, and allowed to stir for 1.5 hours. The furanyllitium solution was returned to the -78 C bath prior to the addition of 2-amino-5-fluoronicotinonitrile (570 mg, 4.16 mmol) dissolved in 15 mL THF. The combined mixture was then returned to the 0 C ice water bath. After 30 minutes at 0 C the reaction was quenched with NH4CI (aq) and the organic layer washed several times with water, dried (MgS04), and concentrated under vacuum to yield 800 mg product, MS (M+H) = 206, H NMR (300 MHz, DMSO-D6) # ppm 6.69 (dd, J=3.39, 1.88 Hz, 1 H) 6.94 (d, J=3.39 Hz, 1 H) 7.30 (s, 2 H) 7.67 (dd, J=9.80, 3.01 Hz, 1 H) 7.96 (d, J=1.51 Hz, 1 H) 8.12 (d, J=3.01 Hz, 1 H) 10.85 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,801303-22-0, 2-Amino-5-fluoronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2005/111001; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13602-82-9, Adding some certain compound to certain chemical reactions, such as: 13602-82-9, name is N-(2-Chloropyridin-4-yl)acetamide,molecular formula is C7H7ClN2O, 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 13602-82-9.

A mixture of 10 g (59 mmol) N~(2-chloropyridin-4-yl)acetamide (commercially available), 9.8 g (17.6 mmol) pulverized KOH and 4.1 ml (6.4 mmol) methyl iodide in 60 ml acetone was stirred at room temperature for 2 h. After evaporation of all volatiles the residue was taken up in water and extracted with ethyl acetate. The combined organic layers were dried with MgSQ4 and evaporated to yield 7.1 g (66%) of the title compound as off-white solid. MS: (m/e): 345.2 (MH+).

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. 13602-82-9, N-(2-Chloropyridin-4-yl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2006/63718; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-00-5, 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 884495-00-5 as follows.

Preparation of intermediate (40) All apparatus was flushed with N2 and dried by heating. Reaction under Ar flow.Intermediate (8) (0.00187 mol) was dissolved in degassed TFA (15 ml), then stirred for 4 hours at 85C. The mixture was cooled. The solvent was evaporated in vacuo. The residue was taken up into degassed toluene. The organic layer was separated, washed with a degassed aqueous NaHCO3 solution (2 x 50 ml), dried, filtered and the solvent was evaporated in vacuo to give a yellow foam (*). Under Ar, 4-bromo-5-fiuoro-2- methoxypyridine (1.3 equiv.; 0.50Og) was dissolved in degassed dioxane (10 ml). Cs2CO3 (0.914 g) was added to give suspension (**). A solution of the crude residual oil (*) in degassed dioxane (10 ml) was added to the suspension (**). Then, Pd2(dba)3 (0.029 g) and Xantphos (0.032 g) were added. The resultant brown reaction suspension was stirred overnight at 1000C. The reaction mixture was cooled, and the solvent was evaporated. The residue was dissolved in ethyl acetate, then washed with an aqueous NaHCO3 solution, and once with brine. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel. The product fractions were collected and the solvent was evaporated, yielding 0.5113 g of intermediate (40).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-00-5, its application will become more common.

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

Application of 98353-08-3 ,Some common heterocyclic compound, 98353-08-3, molecular formula is C8H9NO3, 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 5-ethoxypicolinic acid (14.36 mg, 0.086 mmol) in DMF (1 mL)was added HATU (33 mg, 0.086 mmol). The reaction mixture was stirred at rt for 5 mm, followed by addition of (R)- 1 -(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethanamine (18 mg, 0.066 mmol) Intermediate 40L and N-methylmorpholine (0.032 mL, 0.264 mmol). The resulting mixture was stirred at rt for 2 h. The reaction mixture was concentrated in vacuo and the residue was dissolved in MeOH, filtered, and purified via preparativeHPLC to give Example 163 (16 mg, 0.03 8 mmol, 57% yield). LC-MS Anal. Calc?d for C25H28FN302 421.22, found [M+H] 422.3. T = 1.63 mm (Method I). ?H NMR (500MHz, DMSO-d6) oe: 8.81 (d, J=4.4 Hz, 1H), 8.36 (d, J=9.6 Hz, 1H), 8.26 (d, J2.4 Hz, 1H), 8.07 (dd,J9.1, 5.8 Hz, 1H), 7.99-7.85 (m, 2H), 7.73-7.59 (m, 1H), 7.55-7.39 (m, 2H),4.39 (d, J6.6 Hz, 1H), 4.14 (q, J6.9 Hz, 2H), 3.71 – 3.52 (m, 1H), 1.94 – 1.52 (m, 9H),1.34 (t, J=6.9 Hz, 3H), 1.19 (d, J6.4 Hz, 3H).

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. 98353-08-3, 5-Ethoxypicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FLEXUS BIOSCIENCES, INC.; BECK, Hilary Plake; JAEN, Juan Carlos; OSIPOV, Maksim; POWERS, Jay Patrick; REILLY, Maureen Kay; SHUNATONA, Hunter Paul; WALKER, James Ross; ZIBINSKY, Mikhail; BALOG, James Aaron; WILLIAMS, David K.; MARKWALDER, Jay A.; SEITZ, Steven P.; CHERNEY, Emily Charlotte; ZHANG, Liping; SHAN, Weifang; GUO, Weiwei; HUANG, Audris; (231 pag.)WO2016/73774; (2016); A2;,
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. 131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Fluoro-3-(hydroxymethyl)pyridine

Step (ii)A solution of (2-fluoropyridin-3-yl)methanol (400mg, 3.1mmol), methanesulfonyl chloride (0.37mL, 4.7mmol) and triethylamine (0.88mL, 6.30mmol) in dichloromethane (lOmL) was stirred at rt for 16h. The mixture was then diluted with dichloromethane and washed with H20, then brine. The organic phase was collected, dried (MgS04) and concentrated in vacuo to give (2-fluoropyridin-3-yl)methyl methanesulfonate.

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, 131747-55-2, 2-Fluoro-3-(hydroxymethyl)pyridine.

Reference:
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 127446-34-8 ,Some common heterocyclic compound, 127446-34-8, molecular formula is C11H13ClN2O2, 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 7:[0122] To a solution of 4-(benzyloxy)butan-l-ol (15.42 g, 85.6 mmol) in DMF (120 mL) was added sodium hydride (4.11 g, 171 mmol) at 0C. The mixture was stirred for 20 min, then intermediate 6 (10.28 g, 42.7 mmol) was added portion-wise and the resulting mixture was stirred overnight. The mixture was quenched with saturated aq NH CI and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel column (elution with PE EtOAc = 8: 1 – 4: 1) to give N-(6-(4-(benzyloxy)butoxy)-3-formylpyridin-2- yl)pivalamide (intermediate 7) (5.04 g, 31%).

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. 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1071727-78-0 ,Some common heterocyclic compound, 1071727-78-0, molecular formula is C9H10N2O, 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.

6,7-Dihydro-5H-[1]pyrindin-7-ylamine: 5,6-Dihydro-[1]pyrindin-7-one O-methyl-oxime (4.1 g, 25.28 mmol) and Pd/C (150 mg) were mixed in TFA and then resulting reaction mixture was hydrogenated under 50 psi for 14 hours. Filtration via celite and concentration afforded the desired title amine. Spectroscopic data: 1H NMR (300 MHz, CDCl3) delta 1.89-2.02 (m, 1H), 2.46-2.58 (m, 1H), 2.89-3.01 (m, 2H), 4.62-4.73 (m, 1H), 7.30-7.37 (m, 1H), 7.77 (d, J=7.62 Hz, 1H), 8.35-8.50 (m, 3H).

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. 1071727-78-0, (Z)-5H-Cyclopenta[b]pyridin-7(6H)-one O-methyl oxime, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Allergan, Inc.; US2008/255239; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem