Category: 16744-81-3

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. 16744-81-3, name is 4-Methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Methoxypicolinaldehyde

To a cooled (0 °C) solution of 18 (93 mg, 0.67 mmol) and 21 (77 mg, 0.56 mmol) in dry dichloromethane (1 mL) was added NaBH(OAc)3 (178 mg, 0.84 mmol). The reaction mixture was stirred at rt for 6 hr. The reaction was quenched with water, the mixture was diluted with sat. NaHCO3, and then extracted with CHCl3. The extracts were dried over MgSO4 and concentrated by evaporation to give the crude product. To a solution of the product in dry CH2Cl2 (1 mL) was added dropwise the solution of Boc2O (292 mg, 1.34 mmol) in dry CH2Cl2 (2.0 mL). The reaction mixture was stirred at rt overnight. After dilution with sat. NaHCO3, the mixture was extracted with CHCl3. The extracts were dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on SiO2 (CH3Cl :MeOH : NH3 = 100 : 1 : 0.1 ? 40 : 0.1) to give 22 (156 mg, 78 percent) as a yellow oil.

The synthetic route of 16744-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fuchida, Hirokazu; Tabata, Shigekazu; Shindo, Naoya; Takashima, Ippei; Leng, Qiao; Hatsuyama, Yuji; Hamachi, Itaru; Ojida, Akio; Bulletin of the Chemical Society of Japan; vol. 88; 6; (2015); p. 784 – 791;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16744-81-3, Adding some certain compound to certain chemical reactions, such as: 16744-81-3, name is 4-Methoxypicolinaldehyde,molecular formula is C7H7NO2, 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 16744-81-3.

General procedure: A mixture of 6-(3 -hydroxypropoxy)-4-(6-(piperazin- 1 -yl)pyridin-3 -yl)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile hydrochloride (Intermediate P51; 12.1 mg, 0.0292mmol), 5-chloropicolinaldehyde (8.26 mg, 0.0583 mmol) and NaBH(AcO)3 (18.5 mg, 0.0875mmol) in DCE (583 tL) was stirred for 1 day at ambient temperature. The mixture was purified directly by C18 reverse phase (5-95percent ACN/ water with 0.1percent TFA as the gradient eluent) to afford the title compound (17.1 mg, 95percent yield). MS (apci) m/z = 504.2 (M+H).

According to the analysis of related databases, 16744-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16744-81-3, 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 16744-81-3 as follows.

To the solution of 4-methoxypyridine-2-carbaldehyde (3.00 g, 21 mmol) in 50 ml of dichloromethane was dropwise added ethylenediamine (23 mmol, 1.6 ml) in an ice-water bath. The mixture was stirred for 1 h. Then N-bromosuccinimide (4.1 g, 23 mmol) was added at 0 °C, The mixture was slowly warmed to room temperature and stirred overnight. Washing the reaction mixture with 5percent NaOH solution (50 mL) and then saturated Na2S2O3 solution (50 mL), drying with Na2S04 and removal of the dichloromethane under vacuum directly gave the desired crude product 2-(4,5-dihydro-1H-imidazol-2-yl)-4-methoxypyridine (3.55 g, yield 95percent), which could be used directly in the next step.

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; TIGER INSTRUMENTS, LLC; TANG, Weiping; ZHENG, Junrong; (23 pag.)WO2018/194537; (2018); 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. 16744-81-3, name is 4-Methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Methoxypicolinaldehyde

To a cooled (0 °C) solution of 18 (93 mg, 0.67 mmol) and 21 (77 mg, 0.56 mmol) in dry dichloromethane (1 mL) was added NaBH(OAc)3 (178 mg, 0.84 mmol). The reaction mixture was stirred at rt for 6 hr. The reaction was quenched with water, the mixture was diluted with sat. NaHCO3, and then extracted with CHCl3. The extracts were dried over MgSO4 and concentrated by evaporation to give the crude product. To a solution of the product in dry CH2Cl2 (1 mL) was added dropwise the solution of Boc2O (292 mg, 1.34 mmol) in dry CH2Cl2 (2.0 mL). The reaction mixture was stirred at rt overnight. After dilution with sat. NaHCO3, the mixture was extracted with CHCl3. The extracts were dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on SiO2 (CH3Cl :MeOH : NH3 = 100 : 1 : 0.1 ? 40 : 0.1) to give 22 (156 mg, 78 percent) as a yellow oil.

The synthetic route of 16744-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fuchida, Hirokazu; Tabata, Shigekazu; Shindo, Naoya; Takashima, Ippei; Leng, Qiao; Hatsuyama, Yuji; Hamachi, Itaru; Ojida, Akio; Bulletin of the Chemical Society of Japan; vol. 88; 6; (2015); p. 784 – 791;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16744-81-3, Adding some certain compound to certain chemical reactions, such as: 16744-81-3, name is 4-Methoxypicolinaldehyde,molecular formula is C7H7NO2, 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 16744-81-3.

General procedure: A mixture of 6-(3 -hydroxypropoxy)-4-(6-(piperazin- 1 -yl)pyridin-3 -yl)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile hydrochloride (Intermediate P51; 12.1 mg, 0.0292mmol), 5-chloropicolinaldehyde (8.26 mg, 0.0583 mmol) and NaBH(AcO)3 (18.5 mg, 0.0875mmol) in DCE (583 tL) was stirred for 1 day at ambient temperature. The mixture was purified directly by C18 reverse phase (5-95percent ACN/ water with 0.1percent TFA as the gradient eluent) to afford the title compound (17.1 mg, 95percent yield). MS (apci) m/z = 504.2 (M+H).

According to the analysis of related databases, 16744-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16744-81-3, 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 16744-81-3 as follows.

To the solution of 4-methoxypyridine-2-carbaldehyde (3.00 g, 21 mmol) in 50 ml of dichloromethane was dropwise added ethylenediamine (23 mmol, 1.6 ml) in an ice-water bath. The mixture was stirred for 1 h. Then N-bromosuccinimide (4.1 g, 23 mmol) was added at 0 °C, The mixture was slowly warmed to room temperature and stirred overnight. Washing the reaction mixture with 5percent NaOH solution (50 mL) and then saturated Na2S2O3 solution (50 mL), drying with Na2S04 and removal of the dichloromethane under vacuum directly gave the desired crude product 2-(4,5-dihydro-1H-imidazol-2-yl)-4-methoxypyridine (3.55 g, yield 95percent), which could be used directly in the next step.

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; TIGER INSTRUMENTS, LLC; TANG, Weiping; ZHENG, Junrong; (23 pag.)WO2018/194537; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16744-81-3, 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 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The E isomer of hydrazones 1-15 all can be easily to get by similar procedures. The corresponding aldehydes and hydrazine hydrochloride were added to the methanol solution, then the reaction mixture was heated under reflux for 10 h. After the reaction was finished, removed the solvent in vacuo. The residue was dissolved in water and neutralized with saturated NaHCO3 solution. Afterwards, extracted with dichloromethane and collected the organic layer. The organic layer were dried over by Na2SO4, filtered and concentrated. The residue was recrystallized by methanol to give the pure product.

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:
Article; Lu, Chaocao; Htan, Bu; Fu, Shitao; Ma, Chunmiao; Gan, Quan; Tetrahedron; vol. 75; 30; (2019); p. 4010 – 4016;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16744-81-3, 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 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

D1. METHYL 3- (4-METHOXVAVRIDIN-2-VL) 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 mi of piperidine in 700 mi 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.

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; ALTANA PHARMA AG; WO2005/30771; (2005); 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. Recommanded Product: 4-Methoxypicolinaldehyde

A suspension of 4-(6-(3 ,6-diazabicyclo[3. 1.1 ]heptan-3 -yl)pyridin-3 -yl)-6-(2-hydroxy- 2-methylpropoxy)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile dihydrochloride (Intermediate P43;30.1 mg, 0.063 1 mmol) and DIEA (27.5 tL, 0.158 mmol) in DCM (631 tL) was stirred for 5 mm at ambient temperature. The reaction mixture was treated sequentially with 4- methoxypicolinaldehyde (8.65 mg, 0.0631 mmol) and NaBH(AcO)3 (26.7 mg, 0.126 mmol). The reaction mixture was stirred for 3 d at ambient temperature. The resulting suspension was diluted with a minimal amount of DCM, then MeOH was added dropwise until the mixture became homogeneous. The DCM/ MeOH solution was purified directly by silica chromatography (using 0-100percent DCM in Hexane then 0-100percent (2percent NH4OHI 20percent MeOHI 78percent DCM) in DCM as the gradient eluent as the gradient eluent) to afford the title compound (27.2 mg, 82percent yield). MS (apci) m/z = 526.2 (M+H).

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

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16744-81-3, Adding some certain compound to certain chemical reactions, such as: 16744-81-3, name is 4-Methoxypicolinaldehyde,molecular formula is C7H7NO2, 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 16744-81-3.

Examples; Final products; 1. (R. S)-2- [3-F4-METHOXYPYRIDIN-2-Y)) PROP-2-Y .]-3H-IMIDAZO [4. 5-B] PYRIDINE HYDROCHTORIDE; A solution of 0.59 g of 4METHOXYPYRIDINE-2-CARBALDEHYDE (Ashimori et al., Chem. Pharm. Bull. 38,2446- 2458 (1990) ) in 19 ml of methanol is treated with 1.9 g of {1- (3H-imidazo [4,5-b] pyridin-2-yl)-ethyl}- triphenyl-phosphonium chloride (compound A1). 3.3 ml of a solution of sodium methanolate in methanol (1.3 M) are added dropwise at 50° C. The reaction mixture is stirred at 50°C for 4 h and evaporated to dryness. The resulting residue is chomatographed on silica gel using DICHLOROMETHANE/METHANOL 20: 1 to give 1.75 g of a colorless, amorpheous solid, which is dissolved in 190 ml of methanol. 1.5 ml of glacial acetic acid and 388 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 25: 1) and evaporation of the eluents, 837 mg of an oil are obtained, which is dissolved in 160 ml of DICHLOROMETHANE. 2 ml of an ethereal hydrochloric acid solution (2.0 M) are added to the solution under ice-cooling. After LYOPHILLIZATION from dioxane, 0.951 g of the title compound are obtained as a colorless LYOPHILISATE. M. p. 61 °-64°C. MS: 269.1 (MH+). TLC: Rf = 0.44 (dichloromethane/methanol 10: 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. 16744-81-3, 4-Methoxypicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30768; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem