Category: 2339-58-4

Synthetic Route of 2339-58-4, 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. 2339-58-4 name is 3-Fluoro-5-methoxyaniline, This 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.

2-Fluoronicotinic acid methyl ester (0.4 g, 2.58 mmol) and 3-fluoro-5-methoxyaniline(0.354 ml, 3.09 mmol) were heated by microwave irradiation at 120 C for 50 mm. 0.1 ml(0.873 mmol) of 3-fluoro-5-methoxyaniline was added and the mixture was irradiated for 30mm at 120 C. Some DCM was added and the mixture was washed twice with H20. Organicphase was dried over Na2SO4, filtered and evaporated. Crude product was purified bytrituration with diethyl ether. 0.293 g of the title compound was obtained.?H NMR (400 MHz, DMSO-d6) 6 ppm 3.78 (s, 3 H) 3.91 (s, 3 H) 6.48 (dt, 1 H) 6.96 (dd, 1H) 7.03 – 7.11 (m, 1 H) 7.42 (dt, 1 H) 8.29 (dd, 1 H) 8.48 (dd, 1 H) 10.20 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Fluoro-5-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; ORION CORPORATION; ARVELA, Riina; HOLM, Patrik; VESALAINEN, Anniina; WO2015/144976; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 2339-58-4, 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. 2339-58-4, name is 3-Fluoro-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 3-(trifluoromethyl)aniline(5.0 g, 31 mmol) and trimethyl orthoformate (4.9 g, 46.5mmol) was added three drops of sulfuric acid.This mixture was slowly heated to 120 oC to allow MeOH to be distilled off, stirred for 2 h at 120 oC, heated to 170 oCfor 30 min, and cooled to 100 oC.Then aq. HCl (10%; 25 mL) was added.This mixture was then refluxed for 3 h, cooled to 0 oC (ice bath) and finally basified with aq. NaOH (20%).This solution was extracted with EtOAc (3 ¡Á 30 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. The crudeproduct was purified on a silica gel column with gradient elution (hexanes hexane-EtOAc; 1: 10 v/v) to afford S7 as a colorless oil

The synthetic route of 3-Fluoro-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Naumiec, Gregory R.; Cai, Lisheng; Pike, Victor W.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 2; (2015); p. 225 – 228;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 2339-58-4, The chemical industry reduces the impact on the environment during synthesis 2339-58-4, name is 3-Fluoro-5-methoxyaniline, I believe this compound will play a more active role in future production and life.

A solution of 3-fluoro-5-methoxyaniline (800 mg, 5.67 mmol) in DMF (20 ml) was treated with NBS (1 g, 5.67 mmol) and the reaction mixture stirred at r.t. for 1 hr. The reaction mixture was treated with water and ethyl acetate. The phases were separated and the aqueous phase extracted with additional ethyl acetate. The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by Biotage Isolera (10-50% ethyl acetate in hexanes) to provide the desired product as an off white solid (1.05 g, 84%). LCMS calculated for C7H8BrFNO (M+H)+: m/z=220.0/222.0; Found: 220.0/222.0.

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, 3-Fluoro-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Sokolsky, Alexander; Vechorkin, Oleg; Wang, Anlai; Ye, Qinda; Yao, Wenqing; (77 pag.)US2019/256520; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem