Category: 62257-15-2

Application of 62257-15-2, 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. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Compound 78 (4 g, 28.34 mmol) was suspended in 40 mL DI water, to which Acetic anhydride (10.72 mL, 113.4 mmol) was added dropwise. The reaction mixture was placed in an (0814) ultrasonication bath for 1 min, then was stirred in a water bath (50 C) for 10 min. The resulting solution was stirred overnight at rt. After which, the solid was collected via vacuum filtration and washed with small portions of DI water. The product was left in the funnel and air dried overnight to afford compound 79 (4.71 g, 91%) as a brown solid, which was used for the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-5-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 62257-15-2, 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 62257-15-2 as follows.

Example 9: Intermediate 9~ 8-fluoro-5-methoxy-2-methylquinoline[0235] 8-Fluoro-5-methoxy-2-methylquinoline was synthesized from 2-fluoro-5-methoxyaniline (30.0 g, 213 mmol) according to the procedures described above for 8-chloro-5-methoxy-2- methylquinoline hydrochloride (Intermediate 1 , Step 1) with the following change: The hydrochloride salt was dissolved in dichloromethane (400 mL) and the pH of the resulting solution was adjusted to 8-9 with saturated aqueous potassium carbonate solution. The resulting mixture was extracted with dichloromethane, and the combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 20% ethyl acetate-petroleum ether) to afford 8-fluoro-5- methoxy-2-methylquinoline (25.2 g, 62%) as a yellow solid. MS (ESI, pos. ion) m/z 192[M+H]+. Step 1. 8-chloro-5-methoxy-2-methylquinoline hydrochloride [0204] A 1000-mL 3-necked round-bottom flask was charged with 2-chloro-5-methoxy aniline (50 g, 317 mmol), -butanol (120 mL), concentrated hydrochloric acid (37%, 90 mL), and chloranil (tetrachloro-l ,4-benzoquinone) (78 g, 317 mmol). The resulting solution stirred for 1 h at 100 C in an oil bath. A solution of (E)-crotonaldehyde (28.9 mL, 349 mmol) in -butanol (50 mL) was added dropwise over 1 h. The resulting solution stirred for 1 h at 100 C in an oil bath and was then cooled to 70 C. Tetrahydrofuran (650 mL) was added, and the reaction mixture stirred for 1 h at 70 C and was then cooled to 0 C. The resulting precipitate was held at 0- 5 C for 1 h. The mixture was filtered, the solids were washed with cold (ca. 0 C) THF (2 x 350 mL), and then dried in an oven to afford 8-chloro-5-methoxy-2-methylquinoline hydrochloride (83.0 g, 74%) as a yellow solid. MS (ES, m/z): 208 [M+H]+

According to the analysis of related databases, 62257-15-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 62257-15-2, 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. 62257-15-2 name is 2-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-Fluoro-5-methoxyaniline (2.32 g, 16.4 mmol) was dissolved in acetic acid (11.6 mL) and water (1.16 mL), then a solution of potassium cyanate (1.33 g, 16.4 mmol) in water (1 mL) was added dropwise and the mixture was stirred at rt for 3 h. The reaction mixture was filtered, the filter cake was washed with water and ether and was dried under vacuum to give the title compound as an off-white solid. [M+H] = 185.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-5-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; DART NEUROSCIENCE, LLC; SANTORA, Vincent, John; CHEN, Mi; CHUNG, DeMichael; (377 pag.)WO2019/14305; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 62257-15-2, name is 2-Fluoro-5-methoxyaniline, 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 62257-15-2, Safety of 2-Fluoro-5-methoxyaniline

B. Ethyl 5-amino-1-(2-fluoro-5-methoxyphenyl)-1H-imidazole-4-carboxylate, 3b A solution of compound 3a (4.5 g, 35 mmol) and (diethoxymethoxy)ethane (6.3 g, 42 mmol) in CH3CN (50 mL) was stirred at 80 qC for 1 h. The reaction mixture was allowed to cool to RT and treated with 2-fluoro-5-methoxyaniline (3.0 g, 21 mmol). The resulting solution was stirred overnight at RT and concentrated. The residue obtained was purified by flash chromatography (0-25% EtOAc/petroleum ether) on silica gel to obtain compound 3b as a light yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C13H14FN3O3: 280.1 (M+H); found: 280.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-5-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HUANG, Hui; MEEGALLA, Sanath; PLAYER, Mark R.; (196 pag.)WO2017/27310; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 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.

E. Preparation of N-benzyl-2-fluoro-5-methoxyaniline This procedure was patterned after that of Tietze and Grote, Chem Ber. 126(12), 2733 (1993). A solution of 2.73 g of 2-fluoro-5-methoxyaniline and 2.67 g of benzaldehyde in 48 ml of methanol was treated with 3.43 g of zinc chloride and then cooled in an ice bath. Sodium cyanoborohydride (1.58 g) was added in small poroom temperature ions over 30 minutes and the reaction was stirred for five hours at room temperature. After evaporation of the solvent, the residue was slurried in 40 ml of 1 N sodium hydroxide solution and then extracted twice with ether. The extracts were washed with water and then with brine, dried over magnesium sulfate and concentrated. The residue was recrystallized from hexane to afford 2.61 g and the mother liquors were chromatographed on silica gel using 20:1 hexane/ether to afford another 1.4 g of the subtitle compound (90%). mp. 56-58C

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; ELI LILLY AND COMPANY; EP950657; (1999); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – 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. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 62257-15-2

E. Preparation of N-benzyl-2-fluoro-5-methoxyaniline This procedure was patterned after that of Tietze and Grote, Chem Ber. 126(12), 2733 (1993). A solution of 2.73 g of 2-fluoro-5-methoxyaniline and 2.67 g of benzaldehyde in 48 ml of methanol was treated with 3.43 g of zinc chloride and then cooled in an ice bath. Sodium cyanoborohydride (1.58 g) was added in small poroom temperature ions over 30 minutes and the reaction was stirred for five hours at room temperature. After evaporation of the solvent, the residue was slurried in 40 ml of 1 N sodium hydroxide solution and then extracted twice with ether. The extracts were washed with water and then with brine, dried over magnesium sulfate and concentrated. The residue was recrystallized from hexane to afford 2.61 g and the mother liquors were chromatographed on silica gel using 20:1 hexane/ether to afford another 1.4 g of the subtitle compound (90%). mp. 56-58 C. Elemental Analyses Calculated: C 72.71; H 6.10; N 6.06 Found: C 72.51; H 6.06; N 5.99

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 62257-15-2.

Reference:
Patent; Eli Lilly and Company; US6177440; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 62257-15-2, 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 62257-15-2 as follows.

To a mixture of 2-fluoro-5-methoxyaniline (5.0 g, 35 rnmol), sulfuric acid (7.5 niL), trifluoroacetic acid (37.5 mL) and water (45 mL) was added NaNO2 (3.7 g, 53 mmoi)portionwise at 0 C. The mixture was stirred for 30 mm at 0 C and NaN3 (4.6 g, 71 mmol) was added. The resulting solution was stirred overnight at RT and extracted with EtOAc (2 x 200 mL), The combined organic layers were dried over Na2SO4 and concentrated. The residue obtained was purified by column chromatography on silica gel (EtOAc/petroleum ether, 1100) to give compound 5a as a light yellow oil. ?H-NMR (300MHz, DMSO-d6) d (ppm): 723 (dd, Ji = 9.0 Hz, J2= 10.8 Hz. 1H), 6.72 – 6.80 (m, 2H),3.76 (s, 3H). Mass Spectrum (GCMS. Efl: Calcd. ?for C7H6FN3O: 167.0 (M); found: 167.2

According to the analysis of related databases, 62257-15-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HUANG, Hui; MEEGALLA, Sanath; PLAYER, Mark R.; (212 pag.)WO2017/27312; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 62257-15-2, 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. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Compound 78 (4 g, 28.34 mmol) was suspended in 40 mL DI water, to which Acetic anhydride (10.72 mL, 113.4 mmol) was added dropwise. The reaction mixture was placed in an (0814) ultrasonication bath for 1 min, then was stirred in a water bath (50 C) for 10 min. The resulting solution was stirred overnight at rt. After which, the solid was collected via vacuum filtration and washed with small portions of DI water. The product was left in the funnel and air dried overnight to afford compound 79 (4.71 g, 91%) as a brown solid, which was used for the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-5-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Fluoro-5-methoxyaniline

Compound 36 (1eq.) Was dissolved in acetone was added KOH (4eq.), Was added with stirring dimethyl sulfate (1.5eq.), The reaction was stirred for 1 hour, then added 1ml of water and stirred for 1.5h. After completion of the reaction with ethyl acetate, dried over anhydrous magnesium sulfate, and purified by silica gel column chromatography to give intermediate 37.Intermediate 37 (1eq.) Was dissolved in glacial acetic acid, and then the acrylic acid (2eq.) Was added dropwise, with stirring was added 98% sulfuric acid (0.1eq.), 80 heated 5h. After completion of the reaction, saturated sodium bicarbonate solution and extracted with ethyl acetate, the organic phase was dried over anhydrous magnesium sulfate, and purified by silica gel column chromatography to give intermediate 38.Intermediate 38 (1mmol) was dissolved in 6mlEaton’s reagent, and the reaction was heated to 65 deg.] C overnight. After completion of the reaction with sodium hydroxide solution and extracted with ethyl acetate, the organic phase was dried over anhydrous magnesium sulfate, and purified by silica gel column chromatography to give intermediate 39.Compound 39 (1eq.) Was dissolved in anhydrous dichloromethane, the reaction flask was replaced with argon, -78 deg.] C was added BBr3 (5eq.), Gradually warmed to room temperature, the reaction for 5h, quenched with saturated sodium bicarbonate solution and neutralized, extracted with ethyl acetate, the organic phase was dried, purified by silica gel column chromatography to give intermediate 40.Compound 40 (1eq.) Was dissolved in acetone, was added Cs2CO3 (6eq.), Chloromethyl methyl ether was added to the strict (3eq.) The reaction flask under a nitrogen atmosphere with ice bath, the temperature was raised to 10 , the reaction 2h. After completion of the reaction and the reaction with 2N hydrochloric acid, extracted with ethyl acetate, and purified by silica gel column chromatography, the organic phase was dried, to give intermediate 41.Compound 41 was dissolved in anhydrous tetrahydrofuran, -40 deg.] C was added LDA (2eq.), Half an hour later butyryl chloride (1.1eq.), And the reaction warmed to room temperature, the reaction 0.5h, water was added to quench the reaction, under reduced pressure spin down tetrahydrofuran, extracted with ethyl acetate, the organic phase was dried after pressing down spin solvent, the crude product is dissolved in ethanol was added hydrazine hydrate (3eq.), 60 reaction 2h. After completion of the reaction was purified by silica gel chromatography to give intermediate 42 by column.Compound 42 (1eq.) Was added to trifluoroacetic acid, stirred at room temperature 1h, after completion of the reaction, the solvent under reduced pressure to spin dry, and the crude product was purified by silica gel column chromatography to give the desired product 43.Compound 43 was dissolved in dry tetrahydrofuran, was added sodium borohydride (5 eq.), Stirred at room temperature 3h, after completion of the reaction, water was added to quench the reaction, under reduced pressure of tetrahydrofuran spin down, extracted with ethyl acetate, dried over anhydrous magnesium sulfate purification by silica gel column chromatography to give compound KQ77.

The synthetic route of 62257-15-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsinghua University; He, Wei; Ruan, Ke; (60 pag.)CN105523955; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

62257-15-2, name is 2-Fluoro-5-methoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H8FNO

E. Preparation of N-benzyl-2-fluoro-5-methoxyaniline This procedure was patterned after that of Tietze and Grote, Chem Ber. 126(12), 2733 (1993). A solution of 2.73 g of 2-fluoro-5-methoxyaniline and 2.67 g of benzaldehyde in 48 ml of methanol was treated with 3.43 g of zinc chloride and then cooled in an ice bath. Sodium cyanoborohydride (1.58 g) was added in small poroom temperature ions over 30 minutes and the reaction was stirred for five hours at room temperature. After evaporation of the solvent, the residue was slurried in 40 ml of 1 N sodium hydroxide solution and then extracted twice with ether. The extracts were washed with water and then with brine, dried over magnesium sulfate and concentrated. The residue was recrystallized from hexane to afford 2.61 g and the mother liquors were chromatographed on silica gel using 20:1 hexane/ether to afford another 1.4 g of the subtitle compound (90%). mp. 56-58C

The synthetic route of 62257-15-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; EP950657; (1999); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem