Category: 71255-09-9

Dubrovskiy, Anton V. published the artcileSynthesis of o-(Dimethylamino)aryl Ketones, Acridones, Acridinium Salts, and 1H-Indazoles by the Reaction of Hydrazones and Arynes, COA of Formula: C7H7NO2, the main research area is hydrazone trimethylsilylaryl triflate aryne cyclization ring opening; dimethylaminoaryl ketone preparation; acridone preparation; indazole preparation; acridinium salt preparation.

A novel, efficient route to biol. and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.

Journal of Organic Chemistry published new progress about Aromatic hydrocarbons, arynes Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, COA of Formula: C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71255-09-9, Adding some certain compound to certain chemical reactions, such as: 71255-09-9, name is 2-Methoxynicotinaldehyde,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 71255-09-9.

[0706] A mixture of trans-3-(4-amino-phenyl)-1-[4-(4-methylpiperazino)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1 eq.), 2-methoxy-3-formyl-pyridine (1.05 eq.), sodium triacetoxyborohydride (3.4 eq.) and acetic acid (3.4 eq) was stirred in anhydrous 1,2-dichloroethane for 16 hours. The reaction mixture was concentrated under reduced pressure, quenched with saturated solution of sodium bicarbonate in water and concentrated again. The residue was purified by preparative HPLC (Hypersil C18, 8 mum, 25 cm; 10-60% acetonitrile-0.1M ammonium acetate over 25 min, 21 mL/min) to yield the desired products. The following two compounds were prepared according to the procedure above: trans-3-(4-[(2-methoxy-3-pyridyl)methyl]aminophenyl)-1-[4-(4-methyl-piperazino)cyclohexyl]-1H-pyrazolo [3,4-d]pyrimidin-4-amine Diacetate [0707] 1H NMR (DMSO-d6, 400 MHz) delta 8.18 (s, 1H), 8.06 (dd, 1H), 7.61 (d, 1H), 7.35 (d, 2H), 6.95 (dd, 1H), 6.69 (d, 2H), 6.51 (t, 1H), 4.60 (m, 1H), 4.26 (d, 2H), 3.94 (s, 3H), 2.64 (s, 3H), 2.6-2.2 (br, 9H), 2.13 (s, 3H), 2.05 (m, 6H), 1.91 (s, 6H), 1.46 (m, 2H); [0708] RP-HPLC (Delta Pak C18, 5 mum, 300A, 15 cm; 5%-85% acetonitrile-0.1M ammonium acetate over 20 min, 1 mL/min) Rt 12.07 min. [0709] MS: MH+ 528.

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. 71255-09-9, 2-Methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hirst, Gavin C.; Rafferty, Paul; Ritter, Kurt; Calderwood, David; Wishart, Neil; Arnold, Lee D.; Friedman, Michael M.; US2004/6083; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 71255-09-9, 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. 71255-09-9, name is 2-Methoxynicotinaldehyde, 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 1.8 M THF solution of LDA (0.45 mL, 0.81 mmol) was added to a -78 C THF solution (3 mL) of [2-(3-cyano-phenyl)-thieno[2,3-d]pyrimidin-4-yl]-bis-carbamic acid tert-butyl ester (310 mg, 0.68 mmol). After 3 min a THF solution (1 mL) of 2-methoxy-pyridine-3- carbaldehyde (0.09 mL, 0.81 mmol) was added and the reaction was warmed to room temperature. Saturated aqueous ammonium chloride was added and the crude reaction mixture was extracted with ethyl acetate. The combined extracts were dried (Na2SO4), concentrated and purified via column chromatography to give 130 mg of the title compound. 1H NMR (300 MHz, CHLOROFORM-d) delta 8.70 (t, J= 1.41 Hz, 1H), 8.63 (dt, J= 1.48, 7.96 Hz, 1H), 8.09 (dd, J = 1.79, 4.99 Hz, 1H), 7.62 – 7.70 (m, 2H), 7.46 – 7.54 (m, J = 8.10 Hz, 1H), 7.45 (d, J= 1.13 Hz, 1H), 7.33 (br. s., 1H), 6.89 (dd, J= 4.90, 7.35 Hz, 1H), 6.18 (d, J = 6.03 Hz, 1H), 3.95 (s, 3H), 3.36 (d, J= 6.03 Hz, 1H), 1.49 (s, 9H); 490 (M+H).

According to the analysis of related databases, 71255-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, J., Kent; LEONARD, Kristi; CHAKRAVARTY, Devraj; SHOOK, Brian, Christopher; WANG, Aihua; WO2010/45012; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71255-09-9, 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. 71255-09-9, name is 2-Methoxynicotinaldehyde, 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 round bottom flask was charged with 0.44g (3.23mM) of 2-methoxy-3-pyridine carboxaldehyde (24), 1.24g (16.15mM) of ammonium acetate, and 0.61g (19.69mM) of sodium cyanoborohydride. The flask was then flushed with argon, and then 5OmL of dry MeOH was added by syringe. The reaction was stirred for 2 days, at which point the MeOH was evaporated off. 25mL of water was added, and the mixture was brought to pH 2 with cone. HCl. This was extracted twice with EtOAc to remove the alcohol side product. The mixture was brought to pH 10 using sodium hydroxide pellets, saturated with NaCl, and extracted twice with DCM and once with EtOAc. The combined organics were dried and evaporated to give 0.31g (69%) of 3-aminomethyl-2-methoxypy?dine (25).

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 71255-09-9, 2-Methoxynicotinaldehyde.

Reference:
Patent; PHARMACOPEIA , INC.; WO2008/60301; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 71255-09-9 ,Some common heterocyclic compound, 71255-09-9, 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.

General procedure: Et3N (1.0 equiv) was added to a suspension of 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride (2C-B*HCl, 1.0 mmol) and the required aldehyde (1.1 equiv) in EtOH (10 mL) and the reaction was stirred until formation of the imine was complete according to TLC or GC (between 30 min and 3 h depending on the aldehyde). NaBH4 (2.0 mmol) was then added and the reactionwas stirred for another 30 min. The reaction mixture was concentratedunder reduced pressure and the residue was partitioned between CH2Cl2 and water (30 mL, 1:1). The organic layer was isolated and the aqueous layer was extracted with CH2Cl2 (2 x 15 mL). The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2/MeOH/NH3 98:2:0.04). The purified free base was dissolved in EtOH (2 mL) and HCl (1 M in EtOH, 2 mL) was added and the resulting solution was diluted with Et2O until a precipitate was formed. The crystals were collected by filtration and dried under reduced pressure to provide the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71255-09-9, its application will become more common.

Reference:
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 71255-09-9 ,Some common heterocyclic compound, 71255-09-9, 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.

Part F: 2-(4-(2-(2-methoxypyridin-3-yl)-7-methyl-3H-benzo[d]-imidazol-5-yl)piperidin-1-yl)-N-methylethanamine (Example 2); A mixture of tert-butyl 2-(4-(3,4-diamino-5-methylphenyl)piperidin-1-yl)ethyl(methyl)carbamate (0.11 mmol) and 2-methoxynicotinaldehyde (15 mg, 0.11 mmol) in methanol (5 mL) was heated at 60 C. for 4h. solvent was evaporated and the crude intermediate was then treated with TFA in 1,2-dichloroethane (25%, 1 mL) at rt for 2 h. solvent was evaporated and the residue was purified by prep-HPLC to give 2-(4-(2-(2-methoxypyridin-3-yl)-3H-benzo[d]imidazol-5-yl)piperidin-1-yl)-N-methylethanamine as a brown oil (11 mg, 27% yield). MS (ESI) m/z 380.22 (M+H) 1H NMR (CD3OD) delta 8.54 (dd, 1H, J=5.0, 1.7 Hz), 8.48 (dd, 1H, J=7.7, 1.7 Hz), 7.84 (d, 1H, J=8.1 Hz), 7.81 (s, 1H), 7.61 (dd, 1H, J=7.6, 1.1 Hz), 7.33 (dd, 1H, J=7.7, 4.4 Hz), 4.25 (s, 3H), 3.80 (d, 2H, J=12.1 Hz), 3.58 (s, 3H), 3.31 -3.15 (m, 3H), 2.82 (s, 3H), 2.32-2.17 (m, 7H).

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. 71255-09-9, 2-Methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Purandare, Ashok Vinayak; Wan, Honghe; Huynh, Tram N.; US2006/235037; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71255-09-9, 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.71255-09-9, name is 2-Methoxynicotinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

General procedure: The ketone or aldehyde (0.72mmol) was added to a stirred solution of amine (0.63mmol, HCl salt) and acetic acid (0.68mmol) in 10mL DCE with ice cooling. After stirring for 10minat rt, sodium triacetoxyborohyride (1.26mmol) was added to the reaction mixture. After stirring at for 6h, the reaction mixture was diluted with dichloromethane (50mL), washed with saturated sodium bicarbonate solution, brine, dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by silica gel column chromatography to give the N-alkylated product.

The chemical industry reduces the impact on the environment during synthesis 71255-09-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ji, Yue-Yang; Lin, Sen-Dong; Wang, Yu-Jie; Su, Ming-Bo; Zhang, Wei; Gunosewoyo, Hendra; Yang, Fan; Li, Jia; Tang, Jie; Zhou, Yu-Bo; Yu, Li-Fang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 101 – 112;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem