Category: 16744-81-3

Related Products of 16744-81-3 ,Some common heterocyclic compound, 16744-81-3, molecular formula is C7H7NO2, 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 4-methoxypicolinaldehyde (1.01 g, 7.36 mmol) in DCM (40 mL) was added trimethylsilanecarbonitrile (1.106 mL, 8.84 mmol). The mixture was stirred at room temperature overnight. The mixture was concentrated down to afford a light brown oil, which was treated with conc. sulfuric acid (5 mL, 94 mmol) for 4 hours, then poured the reaction mixture into ice, and adjusted the PH to 9 using NH4OH. The mixture was concentrated down with Celite®, purified by silica column( CombiFlash®, 40g column) using 0-10percent MeOH/DCM to afford 2-hydroxy-2-(4-methoxypyridin-2-yl)acetamide (748 mg, 4.11 mmol, 55.7percent yield) as a yellow solid. LCMS m/z = 183.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16744-81-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
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. 16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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. category: pyridine-derivatives

2. (R SS2-[4-(4-METHOXYPYRIDIN-2-YL) BUT-2-YL]-3H-I MIDAZO [4. S-B] PYRID INE; A solution of 7.2 g of tributyl-{1-(3H-imidazo [4,5-b] PYRIDIN-2-YL)-PROPYL}-PHOSPHONIUM chloride (compound A2) in tetrahydrofurane is added to a suspension of 720 mg of sodium hydride (60percent strength suspension in paraffin) in 180 ml of tetrahydrofurane. After 15 min stirring, a solution of 0.500 g of 4-methoxypyridine- 2-carbaldehyde (Ashimori et AL., Chem. Pharm. Bull. 38,2446-2458 (1990) ) in tetrahydrofurane is added dropwise and the reaction mixture is heated at 80°C for 6 h. The mixture is then evaporated to dryness and the resulting residue chomatographed on silica gel using DICHLOROMETHANE/METHANOL 20: 1 to give 3.58 g of a colorless, amorpheous solid, which is dissolved as obtained in 200 ml of methanol. 2.9 ml of trifluoracetic acid and 788 mg of palladium on active carbon (10percent Pd) are added and the suspension is stirred at room temperature for 2.5 d under hydrogen atmosphere. Then the catalyst is filtered off and the reaction mixture is concentrated to dryness. After chromatographical purification of the residue on silica gel (DICHOROMETHANE/METHANOL 10: 1 to 5: 1) and evaporation of the eluents, 1.4 g of the title compound are obtained as an oil. MS: 283.1 (MH+). TLC: Rf = 0.48 (DICHLOROMETHANE/METHANOL 10: 1).

With the rapid development of chemical substances, we look forward to future research findings about 16744-81-3.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30768; (2005); 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. 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H7NO2

4-Methoxypicolinaldehyde (1.9 g, 13.85 mmol), methyl carbamimidothioate hemisulfate (1.93 g, 6.93 mmol), ethyl 2-cyanoacetate (1.57 g, 13.85 mmol) and potassium carbonate (2.30 g, 16.63 mmol) were mixed in 95 ml dry EtOH under N2 and heated at 75 0C for two hours. The suspension was cooled to room temperature and solids were filtered. The solids were suspended in 50 ml H2O and stirred for 30 minutes, filtered, and dried overnight to give the desired product as a red solid (1.04 g, 27percent). 1H NMR (400 MHz, DMSO-D6) delta ppm 2.37 (s, 3H), 3.88 (s, 3H), 7.05 (m, IH), 7.43 (d, J=2.54 Hz, IH), 8.45 (d, J=5.66 Hz, IH). MS m/z calculated for (M + H)+ 275.31, found 275.

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, 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16744-81-3, 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. 16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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.

A 3 mL glass vial was equipped with a rubber septum and magnetic stir bar. The vial was brought into a glove box and charged with MeOTf (116 muL, 1.06 mmol) by micropipette. The vial was sealed and removed from the glove box. A separate 3 mL vial was charged with 4-methoxy-2-pyridinecarboxaldehyde (Astatech C10253, 145 mg, 106 mmol) and was dissolved in PhMe (1 mL). The solution of pyridine was added via syringe onto the MeOTf at room temperature. The vial which contained the pyridine was rinsed with PhMe (0.5 mL) and the rinse solution was injected into the reaction vial. The reaction vial was kept at room temperature and stirring was maintained at ca. 400-600 rpm. After 20 h, hexanes (2 mL) were added after which stirring was stopped. Any solid or oil was allowed to settle and the solvent was removed by glass pipette. The solid or oil was then rinsed with several portions of hexanes followed by diethyl ether. Residual solvent was then removed in vacuo to provide the compound N-methyl-4-methoxy-2-pyridinecarboxaldehyde triflate (300 mg, 94percent). This oil was used for oxime formation without further purification. A flask was charged with NaOCH3 (18 mg, 0.34 mmol) and hydroxylamine hydrochloride (27 mg, 0.39 mmol) and the solids were taken up in MeOH (1 mL) and left at room temperature for 5 min. The preceding aldehyde (79 mg, 0.26 mmol) was dissolved in MeOH (2 mL) and was injected into the solution of hydroxylamine. After 18 hr at room temperature, the reaction was diluted with ethyl ether, filtered through sand, and concentrated in vacuo. The residue was purified by C-18 reverse phase chromatography (water/acetonitrile, 0-100percent) and concentrated under a stream of air, which afforded compound 101 (18 mg, 22percent) as a crystalline salt.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; University of Iowa Research Foundation; Quinn, Daniel; Topczewski, Joseph John; US2014/323473; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16744-81-3 ,Some common heterocyclic compound, 16744-81-3, molecular formula is C7H7NO2, 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.

D1. METHVL3- (4-METHOXVPVRIDIN-2-Y ACRVLATE; A mixture of 45 g OF 4-METHOXYPYRIDINE-2-CARBALDEHYDE (Ashimori et AL., Chem. Pharm. Bull. 38,2446- 2458 (1990) ), 75.80 g of pyridine hydrochloride, 102.45 g of monomethyl malonate potassium salt and 4.1 ml of piperidine in 700 ml of pyridine are slowly heated, with stirring, to 120°C. When the evolution of gas starts, the heating source is temporarily removed to stop the reaction from becoming too violent. Once the reaction has subsided, the mixture is stirred at 120°C for a further 2.5 hours, and the pyridine is then distilled off under reduced pressure. The residue is partitioned between ethyl ACETATE/WATER and the organic phase is washed with water and dried. The residue obtained after concentration is chromatographed on a silica gel column using ethyl acetate/petroleum ether 2: 1. This initially gives 43.2 g of the title compound as a yellow oil which crystallizes on standing and then shows a m. p. of 80-82°C. The mass spectrum shows the molecular peak MH+ at 194 Da

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. 16744-81-3, 4-Methoxypicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30769; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16744-81-3, 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.16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

A mixture of 45 G of 4-METHOXYPYRIDINE-2-CARBALDEHYDE (Ashimori et AL., Chem. Pharm. Bull. 38, 2446- 2458 (1990) ), 75.80 G of pyridine hydrochloride, 102.45 G of monomethyl malonate potassium salt and 4.1 mi of piperidin in 700 ML of pyridine are slowly heated, with stirring, to 120 C. When the evolution of gas starts, the heating source is temporarily removed to stop the reaction from becoming too violent. Once the reaction has subsided, the mixture is stirred at 120 C for a further 2.5 h, and the pyridine is then distilled off under reduced pressure. The residue is partitioned between ethyl acetate/water and the organic phase is washed with water and dried. The residue obtained after concentration is chroma- tographed on a silica gel column using ethyl ACETATE/PETROLEUM ether 2: 1. This initially gives 43.2 G of the title compound as a yellow oil which crystallizes on standing and then shows a m. p. of 80-82 C. The mass spectrum shows the molecular peak MHD AT 194 DA.

Statistics shows that 16744-81-3 is playing an increasingly important role. we look forward to future research findings about 4-Methoxypicolinaldehyde.

Reference:
Patent; ALTANA PHARMA AG; WO2004/76451; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem