Category: ethers-buliding-blocks

62257-15-2,Some common heterocyclic compound, 62257-15-2, name is 2-Fluoro-5-methoxyaniline, molecular formula is C7H8FNO, 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.

Example 3: 2-(2-Fluoro-5-methoxv-phenvlamiotano-4-(2-methanesulfonvl-phenylamiotano)- py?miotadiotane-5-carboxyliotac acid amide (3); Step a: 2-(2-Fluoro-5-methoxy-phenylamiotano)-6-oxo-1 ,6-diotahydro-rhoy?miotadiotane-5-carboxyliotac acid ethyl ester (3a); A mixture of 2-methylsulfonyl-6-oxo-1 ,6-diotahydro-py?miotadiotane-5-carboxyliotac acid ethyl ester (CA Reg No 53554-29-3, 108 mg) and 2-fluoro-5-methoxy-aniotaliotane (CA Reg No 62257-15-2, 90 mg) is heated without solvent in an oil bath of 160 0C After 2h the reaction is cooled, and the residue is crystallized from methanol affording 3a (UPLC method C, tret 1 93 mm, MS 308/ES+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoro-5-methoxyaniline, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9458; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

2062-98-8, 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. 2062-98-8 name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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.

Example 11 A mixture of ethanolamine (13 g, 28 mmole) and ether (30 mL) was cooled to 15 C. Perfluoro-2-methyl-3-oxahexanoyl fluoride (33 g in ether 50 mL) was added dropwise to keep the reaction temperature below 25 C. After the addition, the reaction mixture was stirred at room temperature for one hour. The solid was removed by filtration and the filtrate was washed with hydrochloric acid (0.5N, 30 mL), water (2 times 30 mL), sodium hydrogen carbonate solution (0.5N, 20 mL), water (30 mL), and sodium chloride solution (saturated, 20 mL). It was then concentrated and dried in vacuum over night at room temperature to give a white solid 35 g, yield 95%. H NMR (CDCl3) 1.67 (br s, 1H), 3.57 (m, 2H), 3.80 (t, J=5 Hz, 2H), 6.91 (br s, 1H) ppm. F NMR (CDCl3) -81.2 (dm, J=148 Hz, 1F), -81.7 (t, J=7 Hz, 3F), -82.7 (d, J=3 Hz, 3F), -85.2 (dm, J=148 Hz, 1F), -130.1 (s, 2F), -133.2 (m, 1F) ppm. The product is N-(perfluoro-2-methyl-3-oxahexanoyl)-2-aminoethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Perfluoro(2-methyl-3-oxahexanoyl) fluoride, and friends who are interested can also refer to it.

Reference:
Patent; E.I.DU PONT DE NEMOURS AND COMPANY; US2010/233419; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

651734-54-2, Adding a certain compound to certain chemical reactions, such as: 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, belongs to ethers-buliding-blocks compound, 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 651734-54-2.

In a 500-mL round bottom flask, 3.00 g (15.86 mmol) of 2,6-difluoro- 3,5-dimethoxy-phenylamine and 3.13 g (15.86 mmol) of 4-ethylamino-2-methylsulfanyl- pyrimidine-5-carbaldehyde in 150 ml_ of toluene with 1.11 g (4.76 mmol) of camphorsulfonic acid was fitted with a Dean Stark trap and heated at reflux. During the day, the toluene was drained 3 times from the finger, replenished with 100 mL of the solvent and continued heating at reflux under nitrogen atmosphere overnight. The toluene was concentrated in vacuo and dried to give 7.19 g (quantitative) of the title compound. No further purification was necessary. MS (APCI) (m+1)/z 369.1.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/38112; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem